Methyl Alcohol

Formula: CH₄O
Molecular weight: 32.0419
IUPAC Standard InChI: InChI=1S/CH4O/c1-2/h2H,1H3
IUPAC Standard InChIKey: OKKJLVBELUTLKV-UHFFFAOYSA-N
CAS Registry Number: 67-56-1
Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript.
Isotopologues:
Other names: Methanol; Carbinol; Methyl hydroxide; Methylol; Monohydroxymethane; Wood alcohol; CH3OH; Colonial spirit; Columbian spirit; Hydroxymethane; Wood naphtha; Alcool methylique; Alcool metilico; Columbian spirits; Metanolo; Methylalkohol; Metylowy alkohol; Pyroxylic spirit; Wood spirit; Rcra waste number U154; UN 1230; Pyro alcohol; Spirit of wood; Bieleski's solution; NSC 85232
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Reaction thermochemistry data

Go To: Top, Gas phase ion energetics data, References, Notes

Data compiled as indicated in comments:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

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Reactions 1 to 50

+ Methyl Alcohol = ( • )

By formula: Cl^- + CH₄O = (Cl^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	69. ± 10.	kJ/mol	AVG	N/A	Average of 8 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	94.6	J/mol*K	HPMS	Evans and Keesee, 1991	gas phase; M
Δ_rS°	101.	J/mol*K	PHPMS	Hiraoka and Mizuse, 1987	gas phase; M
Δ_rS°	92.0	J/mol*K	PHPMS	Sieck, 1985	gas phase; M
Δ_rS°	95.8	J/mol*K	N/A	Larson and McMahon, 1984	gas phase; switching reaction(Cl-)t-C4H9OH, Entropy change calculated or estimated; French, Ikuta, et al., 1982; M
Δ_rS°	61.9	J/mol*K	PHPMS	Yamdagni, Payzant, et al., 1973	gas phase; Entropy change is questionable; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	42. ± 3.	kJ/mol	AVG	N/A	Average of 10 values; Individual data points

CH₃O^- + = Methyl Alcohol

By formula: CH₃O^- + H⁺ = CH₄O

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	1597. ± 8.	kJ/mol	AVG	N/A	Average of 6 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	1573.3 ± 2.6	kJ/mol	H-TS	Nee, Osterwalder, et al., 2006	gas phase; B
Δ_rG°	1573.4 ± 2.3	kJ/mol	H-TS	Osborn, Leahy, et al., 1998	gas phase; B
Δ_rG°	1565. ± 8.4	kJ/mol	IMRE	Bartmess, Scott, et al., 1979	gas phase; The acidity is 1.2 kcal/mol stronger than that from the D-EA cycle, due to the multi-compound fit for the acidity scale.; value altered from reference due to change in acidity scale; B
Δ_rG°	1567. ± 8.8	kJ/mol	H-TS	Haas and Harrison, 1993	gas phase; Both metastable and 50 eV collision energy.; B
Δ_rG°	1569.4 ± 2.5	kJ/mol	TDEq	Meot-ner and Sieck, 1986	gas phase; Experimental entropy: 21.5 eu, 0.6 less than H2O; B

CH₅O⁺ + Methyl Alcohol = (CH₅O⁺ • )

By formula: CH₅O⁺ + CH₄O = (CH₅O⁺ • CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	136.	kJ/mol	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rH°	135.	kJ/mol	PHPMS	Szulejko and McMahon, 1992	gas phase; M
Δ_rH°	134.	kJ/mol	PHPMS	Meot-Ner(Mautner), 1986	gas phase; M
Δ_rH°	138.	kJ/mol	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Δ_rH°	141.	kJ/mol	ICR	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O; Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	121.	J/mol*K	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rS°	122.	J/mol*K	PHPMS	Szulejko and McMahon, 1992	gas phase; M
Δ_rS°	111.	J/mol*K	PHPMS	Meot-Ner(Mautner), 1986	gas phase; M
Δ_rS°	128.	J/mol*K	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Δ_rS°	119.	J/mol*K	N/A	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O; Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	105.	kJ/mol	ICR	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O; Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M

CH₃O^- + Methyl Alcohol = (CH₃O^- • )

By formula: CH₃O^- + CH₄O = (CH₃O^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	123. ± 4.2	kJ/mol	TDAs	Paul and Kebarle, 1990	gas phase; B,M
Δ_rH°	120.5 ± 1.3	kJ/mol	TDAs	Meot-ner and Sieck, 1986	gas phase; B,M
Δ_rH°	123. ± 10.	kJ/mol	TDAs	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B
Δ_rH°	79.5 ± 8.4	kJ/mol	N/A	Moylan, Dodd, et al., 1985	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	133.	J/mol*K	PHPMS	Paul and Kebarle, 1990	gas phase; M
Δ_rS°	112.	J/mol*K	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	84.94	kJ/mol	IMRE	Mustanir, Matsuoka, et al., 2006	gas phase; B
Δ_rG°	82.8 ± 4.2	kJ/mol	TDAs	Paul and Kebarle, 1990	gas phase; B
Δ_rG°	87.0 ± 2.1	kJ/mol	TDAs	Meot-ner and Sieck, 1986	gas phase; B
Δ_rG°	84.9 ± 6.7	kJ/mol	TDAs	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
79.9	296.	FA	MacKay and Bohme, 1978	gas phase; From thermochemical cycle,switching reaction(CH3O-)H2O; Meot-Ner(Mautner), 1986; M

C₄H₉O^- + Methyl Alcohol = (C₄H₉O^- • )

By formula: C₄H₉O^- + CH₄O = (C₄H₉O^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	107. ± 4.2	kJ/mol	TDEq	Meot-Ner and Sieck, 1986	gas phase; B,M
Δ_rH°	97.9 ± 9.2	kJ/mol	CIDT	DeTuri and Ervin, 1999	gas phase; B
Δ_rH°	109. ± 10.	kJ/mol	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	117.	J/mol*K	N/A	Meot-Ner and Sieck, 1986	gas phase; Entropy change calculated or estimated; M
Δ_rS°	123.	J/mol*K	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; switching reaction(CH3O-)CH3OH, Entropy change calculated or estimated; re-evaluated using Meot-Ner(Mautner), 1986 and Paul and Kebarle, 1990; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	42.68	kJ/mol	IMRE	Mustanir, Matsuoka, et al., 2006	gas phase; B
Δ_rG°	71.5 ± 6.7	kJ/mol	TDEq	Meot-Ner and Sieck, 1986	gas phase; B
Δ_rG°	72.4 ± 6.7	kJ/mol	IMRE	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; B,M

C₂H₅O^- + Methyl Alcohol = (C₂H₅O^- • )

By formula: C₂H₅O^- + CH₄O = (C₂H₅O^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	114. ± 12.	kJ/mol	IMRE	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M
Δ_rH°	107. ± 7.9	kJ/mol	CIDT	DeTuri and Ervin, 1999	gas phase; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	123.	J/mol*K	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; switching reaction(CH3O-)CH3OH, Entropy change calculated or estimated; re-evaluated using Meot-Ner(Mautner), 1986 and Paul and Kebarle, 1990; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	77.8 ± 8.4	kJ/mol	IMRE	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
56.1	296.	FA	Mackay, Rakshit, et al., 1982	gas phase; From thermochemical cycle,switching reaction(CH3O-)CH3OH; Caldwell and Kebarle, 1986, Taft, 1983; M

( • Methyl Alcohol ) + = ( • 2)

By formula: (Cl^- • CH₄O) + CH₄O = (Cl^- • 2CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	59.0 ± 1.7	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	57.32 ± 0.84	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B,M
Δ_rH°	59.0 ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B,M
Δ_rH°	54.4 ± 2.9	kJ/mol	TDAs	Yamdagni, Payzant, et al., 1973	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	101.	J/mol*K	PHPMS	Hiraoka and Mizuse, 1987	gas phase; M
Δ_rS°	92.0	J/mol*K	HPMS	Evans and Keesee, 1991	gas phase; M
Δ_rS°	81.2	J/mol*K	PHPMS	Yamdagni, Payzant, et al., 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	30.5	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	29.7	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B
Δ_rG°	28. ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B
Δ_rG°	30.1 ± 1.7	kJ/mol	TDAs	Yamdagni, Payzant, et al., 1973	gas phase; B

( • 2 Methyl Alcohol ) + = ( • 3)

By formula: (Cl^- • 2CH₄O) + CH₄O = (Cl^- • 3CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	48.12 ± 0.84	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	45.2 ± 1.3	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B,M
Δ_rH°	49.4 ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B,M
Δ_rH°	51.5 ± 2.5	kJ/mol	N/A	Yamdagni, Payzant, et al., 1973	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	95.8	J/mol*K	PHPMS	Hiraoka and Mizuse, 1987	gas phase; M
Δ_rS°	95.0	J/mol*K	HPMS	Evans and Keesee, 1991	gas phase; M
Δ_rS°	98.7	J/mol*K	PHPMS	Yamdagni, Payzant, et al., 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	21.2	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	16.7	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B
Δ_rG°	21. ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B
Δ_rG°	21.8 ± 1.3	kJ/mol	TDAs	Yamdagni, Payzant, et al., 1973	gas phase; B

C₈H₅^- + Methyl Alcohol = (C₈H₅^- • )

By formula: C₈H₅^- + CH₄O = (C₈H₅^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	90.0 ± 8.4	kJ/mol	IMRE	Chabinyc and Brauman, 1999	gas phase; B
Δ_rH°	90. ± 12.	kJ/mol	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	123.	J/mol*K	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; switching reaction(CH3O-)CH3OH, Entropy change calculated or estimated; re-evaluated using Meot-Ner(Mautner), 1986 and Paul and Kebarle, 1990; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	46.0 ± 8.4	kJ/mol	IMRE	Chabinyc and Brauman, 1999	gas phase; B
Δ_rG°	53.1 ± 8.4	kJ/mol	IMRE	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M

CN^- + Methyl Alcohol = (CN^- • )

By formula: CN^- + CH₄O = (CN^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	65.7 ± 3.3	kJ/mol	TDAs	Larson, Szulejko, et al., 1988	gas phase; B,M
Δ_rH°	69.5 ± 4.2	kJ/mol	TDAs	Meot-ner, 1988	gas phase; B
Δ_rH°	69. ± 15.	kJ/mol	IMRE	Larson and McMahon, 1987	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	96.	J/mol*K	PHPMS	Larson, Szulejko, et al., 1988	gas phase; M
Δ_rS°	102.	J/mol*K	N/A	Larson and McMahon, 1987	gas phase; switching reaction,Thermochemical ladder(CN-)H2O, Entropy change calculated or estimated; Payzant, Yamdagni, et al., 1971; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	36.8 ± 0.84	kJ/mol	TDAs	Larson, Szulejko, et al., 1988	gas phase; B
Δ_rG°	43.5 ± 4.2	kJ/mol	TDAs	Meot-ner, 1988	gas phase; B
Δ_rG°	38. ± 9.6	kJ/mol	IMRE	Larson and McMahon, 1987	gas phase; B,M

+ Methyl Alcohol = ( • )

By formula: Li⁺ + CH₄O = (Li⁺ • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	154. ± 7.9	kJ/mol	CIDT	Rodgers and Armentrout, 2000	RCD
Δ_rH°	159.	kJ/mol	ICR	Woodin and Beauchamp, 1978	gas phase; switching reaction(Li+)H20, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M
Δ_rH°	160.	kJ/mol	ICR	Staley and Beauchamp, 1975	gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 extrapolated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	110.	J/mol*K	N/A	Woodin and Beauchamp, 1978	gas phase; switching reaction(Li+)H20, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	127.	kJ/mol	ICR	Woodin and Beauchamp, 1978	gas phase; switching reaction(Li+)H20, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M

+ Methyl Alcohol = ( • )

By formula: I^- + CH₄O = (I^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	49.79 ± 0.84	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	47.3 ± 4.2	kJ/mol	TDAs	Caldwell and Kebarle, 1984	gas phase; B,M
Δ_rH°	46.9	kJ/mol	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Δ_rH°	46.	kJ/mol	PHPMS	Caldwell, Masucci, et al., 1989	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	71.5	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Δ_rS°	74.5	J/mol*K	PHPMS	Caldwell and Kebarle, 1984	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	24.1	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	25. ± 4.2	kJ/mol	TDAs	Caldwell and Kebarle, 1984	gas phase; B
Δ_rG°	24. ± 8.4	kJ/mol	IMRE	Tanabe, Morgon, et al., 1996	gas phase; Anchored to H2O..I- of Caldwell and Kebarle, 1984; B

C₂H₅O⁺ + Methyl Alcohol = (C₂H₅O⁺ • )

By formula: C₂H₅O⁺ + CH₄O = (C₂H₅O⁺ • CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	127.	kJ/mol	ICR	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	113.	J/mol*K	N/A	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	93.3	kJ/mol	ICR	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M

C₂H₇O⁺ + Methyl Alcohol = (C₂H₇O⁺ • )

By formula: C₂H₇O⁺ + CH₄O = (C₂H₇O⁺ • CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	124.	kJ/mol	ICR	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	111.	J/mol*K	N/A	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	90.8	kJ/mol	ICR	Larson and McMahon, 1982	gas phase; switching reaction((CH3)2OH+)(CH3)2O, Entropy change calculated or estimated; Grimsrud and Kebarle, 1973, Lias, Liebman, et al., 1984, Keesee and Castleman, 1986; M

C₃H₇O^- + Methyl Alcohol = (C₃H₇O^- • )

By formula: C₃H₇O^- + CH₄O = (C₃H₇O^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	113. ± 12.	kJ/mol	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	123.	J/mol*K	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; switching reaction(CH3O-)CH3OH, Entropy change calculated or estimated; re-evaluated using Meot-Ner(Mautner), 1986 and Paul and Kebarle, 1990; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	76.1 ± 8.4	kJ/mol	IMRE	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B,M

+ Methyl Alcohol = ( • )

By formula: F^- + CH₄O = (F^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	124. ± 8.4	kJ/mol	IMRE	Larson and McMahon, 1983	gas phase; B,M
Δ_rH°	123. ± 9.2	kJ/mol	CIDT	DeTuri and Ervin, 1999	gas phase; B
Δ_rH°	97.5 ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	105.	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Δ_rS°	94.6	J/mol*K	N/A	Larson and McMahon, 1983	gas phase; switching reaction(F-)H2O, Entropy change calculated or estimated; Arshadi, Yamdagni, et al., 1970; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	95.4 ± 8.4	kJ/mol	IMRE	Larson and McMahon, 1983	gas phase; B,M
Δ_rG°	66.1 ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B

( • 3 Methyl Alcohol ) + = ( • 4)

By formula: (Cl^- • 3CH₄O) + CH₄O = (Cl^- • 4CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	43.9 ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B,M
Δ_rH°	43.93	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B
Δ_rH°	46.9 ± 2.5	kJ/mol	TDAs	Yamdagni, Payzant, et al., 1973	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	95.8	J/mol*K	PHPMS	Hiraoka and Mizuse, 1987	gas phase; M
Δ_rS°	110.	J/mol*K	PHPMS	Yamdagni, Payzant, et al., 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	15. ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B
Δ_rG°	15.5	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B
Δ_rG°	13.8 ± 0.84	kJ/mol	TDAs	Yamdagni, Payzant, et al., 1973	gas phase; B

+ Methyl Alcohol = ( • )

By formula: Br^- + CH₄O = (Br^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	60.67 ± 0.42	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	58.2 ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	73.6	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	33.5 ± 0.42	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	36. ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B
Δ_rG°	35. ± 8.4	kJ/mol	IMRE	Tanabe, Morgon, et al., 1996	gas phase; Anchored to H2O..Br- of Hiraoka, Mizure, et al., 19882; B

C₃H₉Si⁺ + Methyl Alcohol = (C₃H₉Si⁺ • )

By formula: C₃H₉Si⁺ + CH₄O = (C₃H₉Si⁺ • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	164.	kJ/mol	PHPMS	Wojtyniak and Stone, 1986	gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)H2O, Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	124.	J/mol*K	N/A	Wojtyniak and Stone, 1986	gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)H2O, Entropy change calculated or estimated; M

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
106.	468.	PHPMS	Wojtyniak and Stone, 1986	gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)H2O, Entropy change calculated or estimated; M

+ Methyl Alcohol = ( • )

By formula: Na⁺ + CH₄O = (Na⁺ • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	97.1 ± 5.4	kJ/mol	CIDC	Amicangelo and Armentrout, 2001	Anchor NH3=24.41; RCD
Δ_rH°	91.6 ± 5.9	kJ/mol	CIDT	Armentrout and Rodgers, 2000	RCD
Δ_rH°	100. ± 0.8	kJ/mol	HPMS	Hoyau, Norrman, et al., 1999	RCD
Δ_rH°	111. ± 0.8	kJ/mol	HPMS	Guo, Conklin, et al., 1989	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	85800.	J/mol*K	HPMS	Hoyau, Norrman, et al., 1999	RCD
Δ_rS°	102.	J/mol*K	HPMS	Guo, Conklin, et al., 1989	gas phase; M

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
72.4	298.	IMRE	McMahon and Ohanessian, 2000	Anchor alanine=39.89; RCD

( • 4 Methyl Alcohol ) + = ( • 5)

By formula: (Cl^- • 4CH₄O) + CH₄O = (Cl^- • 5CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	38. ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B,M
Δ_rH°	43.9 ± 2.1	kJ/mol	N/A	Yamdagni, Payzant, et al., 1973	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	90.8	J/mol*K	PHPMS	Hiraoka and Mizuse, 1987	gas phase; M
Δ_rS°	107.	J/mol*K	PHPMS	Yamdagni, Payzant, et al., 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	11. ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; B
Δ_rG°	12.1 ± 0.42	kJ/mol	TDAs	Yamdagni, Payzant, et al., 1973	gas phase; B

+ = 2 Methyl Alcohol +

By formula: H₂O + C₅H₁₂O₂ = 2CH₄O + C₃H₆O

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	20.3 ± 0.04	kJ/mol	Cm	Wiberg, Morgan, et al., 1994	liquid phase; ALS
Δ_rH°	20.43 ± 0.04	kJ/mol	Cm	Wiberg and Squires, 1979	liquid phase; Heat of hydrolysis; ALS
Δ_rH°	20.433 ± 0.028	kJ/mol	Cm	Wiberg and Squires, 1979, 2	liquid phase; solvent: Water; Hydrolysis; ALS
Δ_rH°	-16.5 ± 0.2	kJ/mol	Cm	Stern and Dorer, 1962	liquid phase; Reanalyzed by Cox and Pilcher, 1970, Original value = 15.4 ± 0.2 kJ/mol; Heat of hydrolysis; ALS

(CH₅O⁺ • Methyl Alcohol ) + = (CH₅O⁺ • 2)

By formula: (CH₅O⁺ • CH₄O) + CH₄O = (CH₅O⁺ • 2CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	88.7	kJ/mol	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rH°	87.9	kJ/mol	PHPMS	Meot-Ner(Mautner), 1986	gas phase; M
Δ_rH°	89.1	kJ/mol	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	113.	J/mol*K	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rS°	108.	J/mol*K	PHPMS	Meot-Ner(Mautner), 1986	gas phase; M
Δ_rS°	118.	J/mol*K	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M

C₅H₁₁O^- + Methyl Alcohol = (C₅H₁₁O^- • )

By formula: C₅H₁₁O^- + CH₄O = (C₅H₁₁O^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	108. ± 12.	kJ/mol	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	71.1 ± 8.4	kJ/mol	IMRE	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B

C₆H₁₁S₂^- + Methyl Alcohol = (C₆H₁₁S₂^- • )

By formula: C₆H₁₁S₂^- + CH₄O = (C₆H₁₁S₂^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	92. ± 10.	kJ/mol	N/A	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	55.2 ± 6.7	kJ/mol	IMRE	Caldwell, Rozeboom, et al., 1984	gas phase; Reanchored to average data from Paul and Kebarle, 1990 and Meot-ner and Sieck, 1986.; value altered from reference due to change in acidity scale; B

( • Methyl Alcohol ) + = ( • 2)

By formula: (Cu⁺ • CH₄O) + CH₄O = (Cu⁺ • 2CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	57.7	kJ/mol	HPMS	El-Shall, Schriver, et al., 1989	gas phase; Entropy change calculated or estimated, Cu+ from laser desorption; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	100.	J/mol*K	N/A	El-Shall, Schriver, et al., 1989	gas phase; Entropy change calculated or estimated, Cu+ from laser desorption; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	26.	kJ/mol	HPMS	El-Shall, Schriver, et al., 1989	gas phase; Entropy change calculated or estimated, Cu+ from laser desorption; M

(CH₅O⁺ • 2 • 3 Methyl Alcohol ) + = (CH₅O⁺ • 3 • 3)

By formula: (CH₅O⁺ • 2H₂O • 3CH₄O) + H₂O = (CH₅O⁺ • 3H₂O • 3CH₄O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	38.	kJ/mol	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	92.	J/mol*K	N/A	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
13.	272.	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

(CH₅O⁺ • 3 • 2 Methyl Alcohol ) + = (CH₅O⁺ • 4 • 2)

By formula: (CH₅O⁺ • 3H₂O • 2CH₄O) + H₂O = (CH₅O⁺ • 4H₂O • 2CH₄O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	39.	kJ/mol	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	92.	J/mol*K	N/A	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
13.	272.	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

(CH₅O⁺ • 4 • Methyl Alcohol ) + = (CH₅O⁺ • 5 • )

By formula: (CH₅O⁺ • 4H₂O • CH₄O) + H₂O = (CH₅O⁺ • 5H₂O • CH₄O)

Bond type: Hydrogen bond (positive ion to hydride)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	39.	kJ/mol	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	92.	J/mol*K	N/A	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
15.	269.	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

(CH₅O⁺ • ) + Methyl Alcohol = (CH₅O⁺ • • )

By formula: (CH₅O⁺ • H₂O) + CH₄O = (CH₅O⁺ • CH₄O • H₂O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	103.	kJ/mol	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	120.	J/mol*K	N/A	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
48.5	452.	PHPMS	Meot-Ner(Mautner), 1986	gas phase; n, Entropy change calculated or estimated; M

C₆H₅NO₂^- + Methyl Alcohol = (C₆H₅NO₂^- • )

By formula: C₆H₅NO₂^- + CH₄O = (C₆H₅NO₂^- • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	63.18 ± 0.84	kJ/mol	TDAs	Sieck, 1985	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	109.	J/mol*K	PHPMS	Sieck, 1985	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	30.5 ± 1.7	kJ/mol	TDAs	Sieck, 1985	gas phase; B
Δ_rG°	26. ± 6.7	kJ/mol	IMRE	Chowdhury, Grimsrud, et al., 1987	gas phase; Free energy affinity at 70°C.; B

Free energy of reaction

Δ_rG° (kJ/mol)	T (K)	Method	Reference	Comment
26.	343.	PHPMS	Chowdhury, 1987	gas phase; M

+ Methyl Alcohol = ( • )

By formula: Cu⁺ + CH₄O = (Cu⁺ • CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	56.1	kJ/mol	HPMS	El-Shall, Schriver, et al., 1989	gas phase; Entropy change calculated or estimated, Cu+ from laser desorption; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	100.	J/mol*K	N/A	El-Shall, Schriver, et al., 1989	gas phase; Entropy change calculated or estimated, Cu+ from laser desorption; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	25.	kJ/mol	HPMS	El-Shall, Schriver, et al., 1989	gas phase; Entropy change calculated or estimated, Cu+ from laser desorption; M

( • Methyl Alcohol ) + = ( • 2)

By formula: (F^- • CH₄O) + CH₄O = (F^- • 2CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	84.9 ± 1.3	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	80.8 ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	97.1	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	54.27	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	51.9 ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B

( • 2 Methyl Alcohol ) + = ( • 3)

By formula: (F^- • 2CH₄O) + CH₄O = (F^- • 3CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	63.2 ± 2.5	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	60.7 ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	88.7	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	33.7	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	34. ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B

( • 2 Methyl Alcohol ) + = ( • 3)

By formula: (Br^- • 2CH₄O) + CH₄O = (Br^- • 3CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	39.7 ± 2.1	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	44.4 ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	90.4	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	17.8	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	18. ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B

( • Methyl Alcohol ) + = ( • 2)

By formula: (Br^- • CH₄O) + CH₄O = (Br^- • 2CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	50.21 ± 0.84	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	52.3 ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	86.6	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	23.5	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	26. ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B

( • 2 Methyl Alcohol ) + = ( • 3)

By formula: (I^- • 2CH₄O) + CH₄O = (I^- • 3CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	32.2 ± 2.5	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	41. ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	93.7	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	14.3	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	13. ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B

( • Methyl Alcohol ) + = ( • 2)

By formula: (I^- • CH₄O) + CH₄O = (I^- • 2CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	39.7 ± 0.84	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rH°	46.4 ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	94.6	J/mol*K	PHPMS	Hiraoka and Yamabe, 1991	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	17.8	kJ/mol	TDAs	Bogdanov, Peschke, et al., 1999	gas phase; B
Δ_rG°	18. ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; B

( • 10 Methyl Alcohol ) + = ( • 11)

By formula: (Cl^- • 10CH₄O) + CH₄O = (Cl^- • 11CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	31. ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; Estimated entropy; single temperature measurement; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	84.	J/mol*K	N/A	Hiraoka and Mizuse, 1987	gas phase; Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	5.4 ± 4.2	kJ/mol	TDAs	Hiraoka and Mizuse, 1987	gas phase; Estimated entropy; single temperature measurement; B

( • Methyl Alcohol ) + = ( • 2)

By formula: (Na⁺ • CH₄O) + CH₄O = (Na⁺ • 2CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	85.8 ± 5.9	kJ/mol	CIDC	Amicangelo and Armentrout, 2001	Anchor NH3=24.41; RCD
Δ_rH°	89.5 ± 6.7	kJ/mol	CIDC	Amicangelo and Armentrout, 2001	Anchor NH3=24.41; RCD
Δ_rH°	85.8 ± 6.7	kJ/mol	CIDC	Amicangelo and Armentrout, 2001	Anchor NH3=24.41; RCD
Δ_rH°	84.5 ± 0.8	kJ/mol	HPMS	Guo, Conklin, et al., 1989	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	90.8	J/mol*K	HPMS	Guo, Conklin, et al., 1989	gas phase; M

H₄ClO₂^- + Methyl Alcohol + 2 = CH₈ClO₃^-

By formula: H₄ClO₂^- + CH₄O + 2H₂O = CH₈ClO₃^-

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	43.51 ± 0.84	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B
Δ_rH°	47.7 ± 1.3	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; For solvation by MeOH of core ion; B
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	24.3	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; B
Δ_rG°	25.1	kJ/mol	TDAs	Evans and Keesee, 1991	gas phase; For solvation by MeOH of core ion; B

(CH₅O⁺ • 2 Methyl Alcohol ) + = (CH₅O⁺ • • 2)

By formula: (CH₅O⁺ • 2CH₄O) + C₂H₆O = (CH₅O⁺ • C₂H₆O • 2CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	72.0	kJ/mol	PHPMS	Hiraoka, Grimsrud, et al., 1974	gas phase; n, note proton affinities, core ion may be (CH3)2OH+; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	120.	J/mol*K	PHPMS	Hiraoka, Grimsrud, et al., 1974	gas phase; n, note proton affinities, core ion may be (CH3)2OH+; M

(CH₅O⁺ • 3 Methyl Alcohol ) + = (CH₅O⁺ • • 3)

By formula: (CH₅O⁺ • 3CH₄O) + C₂H₆O = (CH₅O⁺ • C₂H₆O • 3CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	57.3	kJ/mol	PHPMS	Hiraoka, Grimsrud, et al., 1974	gas phase; n, note proton affinities, core ion may be (CH3)2OH+; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	129.	J/mol*K	PHPMS	Hiraoka, Grimsrud, et al., 1974	gas phase; n, note proton affinities, core ion may be (CH3)2OH+; M

(CH₅O⁺ • 2 Methyl Alcohol ) + = (CH₅O⁺ • 3)

By formula: (CH₅O⁺ • 2CH₄O) + CH₄O = (CH₅O⁺ • 3CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	58.6	kJ/mol	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rH°	67.4	kJ/mol	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	100.	J/mol*K	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rS°	121.	J/mol*K	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M

(CH₅O⁺ • 3 Methyl Alcohol ) + = (CH₅O⁺ • 4)

By formula: (CH₅O⁺ • 3CH₄O) + CH₄O = (CH₅O⁺ • 4CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	47.3	kJ/mol	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rH°	56.5	kJ/mol	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	93.3	J/mol*K	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rS°	120.	J/mol*K	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M

(CH₅O⁺ • 4 Methyl Alcohol ) + = (CH₅O⁺ • 5)

By formula: (CH₅O⁺ • 4CH₄O) + CH₄O = (CH₅O⁺ • 5CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	42.7	kJ/mol	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rH°	52.3	kJ/mol	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	98.3	J/mol*K	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rS°	130.	J/mol*K	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M

(CH₅O⁺ • Methyl Alcohol ) + = (CH₅O⁺ • • )

By formula: (CH₅O⁺ • CH₄O) + C₂H₆O = (CH₅O⁺ • C₂H₆O • CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	91.6	kJ/mol	PHPMS	Hiraoka, Grimsrud, et al., 1974	gas phase; n, note proton affinities, core ion may be (CH3)2OH+; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	105.	J/mol*K	PHPMS	Hiraoka, Grimsrud, et al., 1974	gas phase; n, note proton affinities, core ion may be (CH3)2OH+; M

(CH₅O⁺ • 5 Methyl Alcohol ) + = (CH₅O⁺ • 6)

By formula: (CH₅O⁺ • 5CH₄O) + CH₄O = (CH₅O⁺ • 6CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	39.	kJ/mol	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rH°	49.8	kJ/mol	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	98.3	J/mol*K	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rS°	138.	J/mol*K	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M

(CH₅O⁺ • 6 Methyl Alcohol ) + = (CH₅O⁺ • 7)

By formula: (CH₅O⁺ • 6CH₄O) + CH₄O = (CH₅O⁺ • 7CH₄O)

Bond type: Hydrogen bonds of the type OH-O between organics

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	38.	kJ/mol	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rH°	50.2	kJ/mol	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	108.	J/mol*K	PHPMS	Meot-Ner (Mautner), 1992	gas phase; M
Δ_rS°	149.	J/mol*K	PHPMS	Grimsrud and Kebarle, 1973	gas phase; M

( • 11 Methyl Alcohol ) + = ( • 12)

By formula: (F^- • 11CH₄O) + CH₄O = (F^- • 12CH₄O)

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	36. ± 4.2	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; Entropy estimated.; B,M
Quantity	Value	Units	Method	Reference	Comment
Δ_rS°	100.	J/mol*K	N/A	Hiraoka and Yamabe, 1991	gas phase; Entropy change calculated or estimated; M
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	4.6 ± 8.4	kJ/mol	TDAs	Hiraoka and Yamabe, 1991	gas phase; Entropy estimated.; B

Gas phase ion energetics data

Go To: Top, Reaction thermochemistry data, References, Notes

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias
L - Sharon G. Lias

Data compiled as indicated in comments:
B - John E. Bartmess
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to CH₄O⁺ (ion structure unspecified)

Quantity	Value	Units	Method	Reference	Comment
IE (evaluated)	10.84 ± 0.01	eV	N/A	N/A	L
Quantity	Value	Units	Method	Reference	Comment
Proton affinity (review)	754.3	kJ/mol	N/A	Hunter and Lias, 1998	HL
Quantity	Value	Units	Method	Reference	Comment
Gas basicity	724.5	kJ/mol	N/A	Hunter and Lias, 1998	HL

Ionization energy determinations

IE (eV)	Method	Reference	Comment
10.85 ± 0.03	PI	Tao, Klemm, et al., 1992	LL
10.82 ± 0.05	EI	Holmes and Lossing, 1991	LL
10.84 ± 0.07	EI	Bowen and Maccoll, 1984	LBLHLM
10.9	EI	Mishchanchuk, Pokrovskii, et al., 1982	LBLHLM
10.84 ± 0.08	EI	Allam, Migahed, et al., 1982	LBLHLM
10.90 ± 0.03	EI	Sahini, Constantin, et al., 1978	LLK
10.85 ± 0.01	PI	Berkowitz, 1978	LLK
10.846 ± 0.002	PE	MacNeil and Dixon, 1977	LLK
10.90 ± 0.12	EI	Finney and Harrison, 1972	LLK
10.83 ± 0.03	PI	Warneck, 1971	LLK
10.85 ± 0.02	PE	Cocksey, Eland, et al., 1971	LLK
10.85	PE	Baker, Betteridge, et al., 1971	LLK
10.85	PE	Baker, Betteridge, et al., 1971	LLK
10.829 ± 0.015	PI	Omura, Kaneko, et al., 1969	RDSH
10.85	EI	Lifshitz, Shapiro, et al., 1969	RDSH
10.83	PE	Dewar and Worley, 1969	RDSH
10.84 ± 0.02	PI	Refaey and Chupka, 1968	RDSH
10.85	CI	Cermak, 1968	RDSH
10.83	PE	Al-Joboury and Turner, 1964	RDSH
10.85 ± 0.02	PI	Watanabe, 1954	RDSH
10.96	EI	Vorob'ev, Furlei, et al., 1989	Vertical value; LL
11.0	PE	Von Niessen, Bieri, et al., 1980	Vertical value; LLK
10.95	PE	Utsunomiya, Kobayashi, et al., 1980	Vertical value; LLK
10.95	PE	Kobayashi, 1978	Vertical value; LLK
10.86	PE	Benoit and Harrison, 1977	Vertical value; LLK
10.97 ± 0.03	PE	Peel and Willett, 1975	Vertical value; LLK
10.96	PE	Robin and Kuebler, 1973	Vertical value; LLK
10.95	PE	Ogata, Onizuka, et al., 1973	Vertical value; LLK
10.94	PE	Katsumata, Iwai, et al., 1973	Vertical value; LLK
10.95	PE	Ogata, Onizuka, et al., 1972	Vertical value; LLK
10.96	PE	Baker, Betteridge, et al., 1971	Vertical value; LLK

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
CH⁺	22.31 ± 0.09	?	EI	Reed and Snedden, 1956	RDSH
CHO⁺	13.06 ± 0.10	H₂+H	PI	Warneck, 1971	LLK
CHO⁺	14.0 ± 0.2	H₂+H	EI	Lifshitz, Shapiro, et al., 1969	RDSH
CH₂⁺	14.05 ± 0.05	H₂O	PI	Warneck, 1971	LLK
CH₂⁺	15.3	H₂O	EI	Haney and Franklin, 1968	RDSH
CH₂O⁺	10.9	H₂	EI	Mishchanchuk, Pokrovskii, et al., 1982	LBLHLM
CH₂O⁺	12.05 ± 0.12	H₂	PI	Warneck, 1971	LLK
CH₂O⁺	12.45	H₂	PI	Refaey and Chupka, 1968	RDSH
CH₃⁺	13.82 ± 0.04	OH	PI	Warneck, 1971	LLK
CH₃⁺	13.5	OH	EI	Friedman, Long, et al., 1957	RDSH
CH₃O⁺	11.67 ± 0.09	H	EI	Bowen and Maccoll, 1984	LBLHLM
CH₃O⁺	10.4	H	EI	Mishchanchuk, Pokrovskii, et al., 1982	LBLHLM
CH₃O⁺	11.85 ± 0.08	H	EI	Allam, Migahed, et al., 1982	LBLHLM
CH₃O⁺	11.88 ± 0.05	H	EI	Selim and Helal, 1981	LLK
CH₃O⁺	11.69	H	EI	Lossing, 1977	LLK
CH₃O⁺	11.76 ± 0.11	H	EI	Finney and Harrison, 1972	LLK
CH₃O⁺	11.55 ± 0.03	H	PI	Warneck, 1971	LLK
CH₃O⁺	11.66 ± 0.04	H	PI	Omura, Kaneko, et al., 1969	RDSH
CH₃O⁺	11.67	H	EI	Lifshitz, Shapiro, et al., 1969	RDSH
CH₃O⁺	11.67 ± 0.03	H	PI	Refaey and Chupka, 1968	RDSH
CH₃O⁺[CH₂OH⁺]	11.649 ± 0.003	H	PI	Berkowitz, Ellison, et al., 1994	Unpublished results of B. Ruscic and J. Berkowitz; LL
CO⁺	13.7	2H₂	EI	Friedman, Long, et al., 1957	RDSH
CO⁺	14.31 ± 0.05	2H₂	EI	Friedland and Strakna, 1956	RDSH

De-protonation reactions

CH₃O^- + = Methyl Alcohol

By formula: CH₃O^- + H⁺ = CH₄O

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	1597. ± 8.	kJ/mol	AVG	N/A	Average of 6 values; Individual data points
Quantity	Value	Units	Method	Reference	Comment
Δ_rG°	1573.3 ± 2.6	kJ/mol	H-TS	Nee, Osterwalder, et al., 2006	gas phase; B
Δ_rG°	1573.4 ± 2.3	kJ/mol	H-TS	Osborn, Leahy, et al., 1998	gas phase; B
Δ_rG°	1565. ± 8.4	kJ/mol	IMRE	Bartmess, Scott, et al., 1979	gas phase; The acidity is 1.2 kcal/mol stronger than that from the D-EA cycle, due to the multi-compound fit for the acidity scale.; value altered from reference due to change in acidity scale; B
Δ_rG°	1567. ± 8.8	kJ/mol	H-TS	Haas and Harrison, 1993	gas phase; Both metastable and 50 eV collision energy.; B
Δ_rG°	1569.4 ± 2.5	kJ/mol	TDEq	Meot-ner and Sieck, 1986	gas phase; Experimental entropy: 21.5 eu, 0.6 less than H2O; B

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Notes

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Notes

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Symbols used in this document:

AE	Appearance energy
IE (evaluated)	Recommended ionization energy
T	Temperature
Δ_rG°	Free energy of reaction at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions
Δ_rS°	Entropy of reaction at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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