Methylamine

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Gas phase thermochemistry data

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Donald R. Burgess, Jr.

Quantity Value Units Method Reference Comment
Δfgas-5.62kcal/molN/AAston, Siller, et al., 1937Value computed using ΔfHliquid° value of -47.3±0.46 kj/mol from Aston, Siller, et al., 1937 and ΔvapH° value of 23.85 kj/mol from missing citation.
Δfgas-2.92kcal/molN/ALemoult, 1907Value computed using ΔfHliquid° value of -36 kj/mol from Lemoult, 1907 and ΔvapH° value of 23.85 kj/mol from missing citation.

Condensed phase thermochemistry data

Go To: Top, Gas phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfliquid-11.3 ± 0.11kcal/molN/ACox and Pilcher, 1970Review; Unpublished work J. Jaffe; ALS
Δfliquid-11.3 ± 0.11kcal/molCcbAston, Siller, et al., 1937Unpublished work J. Jaffe; ALS
Δfliquid-8.7kcal/molCcbLemoult, 1907ALS
Quantity Value Units Method Reference Comment
Δcliquid-253.54 ± 0.09kcal/molN/ACox and Pilcher, 1970Review; Unpublished work J. Jaffe; ALS
Δcliquid-253.54 ± 0.09kcal/molCcbAston, Siller, et al., 1937Unpublished work J. Jaffe; ALS
Δcliquid-261.4kcal/molCcbMuller, 1910At 288 K; ALS
Δcliquid-256.9kcal/molCcbLemoult, 1907ALS
Quantity Value Units Method Reference Comment
liquid35.90cal/mol*KN/AAston, Siller, et al., 1937, 2For superheated liquid, using extrapolated heat capacities.; DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
24.331259.28Aston, Siller, et al., 1937, 2T = 14 to 259 K. Value is unsmoothed experimental datum.; DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Tboil266.8 ± 0.3KAVGN/AAverage of 8 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus180.05KN/ARoberts, Emeleus, et al., 1939Uncertainty assigned by TRC = 0.4 K; TRC
Tfus180.05KN/AEmeleus and Briscoe, 1937Uncertainty assigned by TRC = 0.3 K; TRC
Tfus179.7KN/AMcNeight and Smyth, 1936Uncertainty assigned by TRC = 0.07 K; TRC
Quantity Value Units Method Reference Comment
Ttriple179.7KN/AAston, Siller, et al., 1937, 3Uncertainty assigned by TRC = 0.07 K; T0/K=273.16; TRC
Quantity Value Units Method Reference Comment
Tc430.85KN/ALi and Kiran, 1988Uncertainty assigned by TRC = 0.5 K; TRC
Tc430.7KN/AKay and Young, 1974Uncertainty assigned by TRC = 0.2 K; TRC
Tc430.05KN/ABerthoud, 1917Uncertainty assigned by TRC = 0.7 K; TRC
Quantity Value Units Method Reference Comment
Pc75.50atmN/ALi and Kiran, 1988Uncertainty assigned by TRC = 0.987 atm; TRC
Pc75.14atmN/AKay and Young, 1974Uncertainty assigned by TRC = 0.04 atm; TRC
Pc73.6000atmN/ABerthoud, 1917Uncertainty assigned by TRC = 0.6000 atm; TRC
Quantity Value Units Method Reference Comment
Vc0.1385l/molN/ALi and Kiran, 1988Uncertainty assigned by TRC = 0.001 l/mol; TRC
Quantity Value Units Method Reference Comment
Δvap5.700kcal/molN/AMajer and Svoboda, 1985 

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
6.1690266.84N/AAston, Siller, et al., 1937, 2DH
6.12266.8N/AMajer and Svoboda, 1985 
5.93334.AStephenson and Malanowski, 1987Based on data from 319. to 381. K.; AC
5.62388.AStephenson and Malanowski, 1987Based on data from 373. to 430. K.; AC
6.24278.AStephenson and Malanowski, 1987Based on data from 263. to 329. K.; AC
6.50258.AStephenson and Malanowski, 1987Based on data from 223. to 273. K. See also Dykyj, 1970.; AC
6.169 ± 0.030266.84VAston, Siller, et al., 1937ALS
6.55252.N/AAston, Siller, et al., 1937, 2Based on data from 190. to 267. K. See also Boublik, Fried, et al., 1984.; AC

Entropy of vaporization

ΔvapS (cal/mol*K) Temperature (K) Reference Comment
23.12266.84Aston, Siller, et al., 1937, 2DH

Antoine Equation Parameters

log10(P) = A − (B / (T + C))
    P = vapor pressure (atm)
    T = temperature (K)

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Temperature (K) A B C Reference Comment
190.06 to 266.924.5141034.977-37.574Aston, Siller, et al., 1937, 2Coefficents calculated by NIST from author's data.

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
1.466179.70Aston, Siller, et al., 1937, 2DH
1.47179.7Domalski and Hearing, 1996AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
8.157179.70Aston, Siller, et al., 1937, 2DH

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Reaction thermochemistry data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

Lithium ion (1+) + Methylamine = (Lithium ion (1+) • Methylamine)

By formula: Li+ + CH5N = (Li+ • CH5N)

Quantity Value Units Method Reference Comment
Δr41.1kcal/molICRWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M
Quantity Value Units Method Reference Comment
Δr33.3kcal/molICRWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M

C3H9Sn+ + Methylamine = (C3H9Sn+ • Methylamine)

By formula: C3H9Sn+ + CH5N = (C3H9Sn+ • CH5N)

Quantity Value Units Method Reference Comment
Δr42.1kcal/molPHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr30.7cal/mol*KN/AStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
26.0525.PHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

Potassium ion (1+) + Methylamine = (Potassium ion (1+) • Methylamine)

By formula: K+ + CH5N = (K+ • CH5N)

Quantity Value Units Method Reference Comment
Δr19.1kcal/molHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M
Quantity Value Units Method Reference Comment
Δr21.8cal/mol*KHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M
Quantity Value Units Method Reference Comment
Δr12.7kcal/molHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M

Sodium ion (1+) + Methylamine = (Sodium ion (1+) • Methylamine)

By formula: Na+ + CH5N = (Na+ • CH5N)

Quantity Value Units Method Reference Comment
Δr26.3 ± 0.2kcal/molHPMSHoyau, Norrman, et al., 1999RCD
Δr32.1kcal/molHPMSGuo and Castleman, 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr22600.cal/mol*KHPMSHoyau, Norrman, et al., 1999RCD
Δr30.3cal/mol*KHPMSGuo and Castleman, 1990gas phase; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
19.5298.IMREMcMahon and Ohanessian, 2000Anchor alanine=39.89; RCD

(CH6N+ • 2Methylamine) + Methylamine = (CH6N+ • 3Methylamine)

By formula: (CH6N+ • 2CH5N) + CH5N = (CH6N+ • 3CH5N)

Quantity Value Units Method Reference Comment
Δr13.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr17.0kcal/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr25.1cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr41.6cal/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M

(CH6N+ • Methylamine) + Methylamine = (CH6N+ • 2Methylamine)

By formula: (CH6N+ • CH5N) + CH5N = (CH6N+ • 2CH5N)

Quantity Value Units Method Reference Comment
Δr16.0kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr19.2kcal/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr22.9cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr39.9cal/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M

CH4N- + Hydrogen cation = Methylamine

By formula: CH4N- + H+ = CH5N

Quantity Value Units Method Reference Comment
Δr402.0 ± 2.6kcal/molD-EARadisic, Xu, et al., 2002gas phase; B
Δr403.21 ± 0.82kcal/molG+TSMacKay, Hemsworth, et al., 1976gas phase; B
Quantity Value Units Method Reference Comment
Δr394.5 ± 2.7kcal/molH-TSRadisic, Xu, et al., 2002gas phase; B
Δr395.70 ± 0.70kcal/molIMREMacKay, Hemsworth, et al., 1976gas phase; B

C3H9Si+ + Methylamine = (C3H9Si+ • Methylamine)

By formula: C3H9Si+ + CH5N = (C3H9Si+ • CH5N)

Quantity Value Units Method Reference Comment
Δr55.4kcal/molPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M
Quantity Value Units Method Reference Comment
Δr38.1cal/mol*KPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M

CH6N+ + Methylamine = (CH6N+ • Methylamine)

By formula: CH6N+ + CH5N = (CH6N+ • CH5N)

Quantity Value Units Method Reference Comment
Δr25.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr21.7kcal/molPHPMSYamdagni and Kebarle, 1973gas phase; M
Quantity Value Units Method Reference Comment
Δr27.3cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr23.6cal/mol*KPHPMSYamdagni and Kebarle, 1973gas phase; M

C6H12NO3+ + Methylamine = (C6H12NO3+ • Methylamine)

By formula: C6H12NO3+ + CH5N = (C6H12NO3+ • CH5N)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr28.6kcal/molPHPMSMeot-Ner, 1984gas phase; M
Quantity Value Units Method Reference Comment
Δr19.9cal/mol*KPHPMSMeot-Ner, 1984gas phase; M

(Lead ion (1+) • Methylamine) + Methylamine = (Lead ion (1+) • 2Methylamine)

By formula: (Pb+ • CH5N) + CH5N = (Pb+ • 2CH5N)

Quantity Value Units Method Reference Comment
Δr19.1 ± 0.2kcal/molHPMSGuo and Castleman, 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr19.5cal/mol*KHPMSGuo and Castleman, 1990gas phase; M

Lead ion (1+) + Methylamine = (Lead ion (1+) • Methylamine)

By formula: Pb+ + CH5N = (Pb+ • CH5N)

Quantity Value Units Method Reference Comment
Δr35.4 ± 0.3kcal/molHPMSGuo and Castleman, 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr30.0cal/mol*KHPMSGuo and Castleman, 1990gas phase; M

(CH6N+ • 3Methylamine) + Methylamine = (CH6N+ • 4Methylamine)

By formula: (CH6N+ • 3CH5N) + CH5N = (CH6N+ • 4CH5N)

Quantity Value Units Method Reference Comment
Δr7.8kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Δr21.5cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

C2H8N+ + Methylamine = (C2H8N+ • Methylamine)

By formula: C2H8N+ + CH5N = (C2H8N+ • CH5N)

Quantity Value Units Method Reference Comment
Δr22.4kcal/molPHPMSYamdagni and Kebarle, 1973gas phase; M
Quantity Value Units Method Reference Comment
Δr29.2cal/mol*KPHPMSYamdagni and Kebarle, 1973gas phase; M

C5H11BrMg (solution) + Methylamine (solution) = CH4BrMgN (solution) + Pentane (solution)

By formula: C5H11BrMg (solution) + CH5N (solution) = CH4BrMgN (solution) + C5H12 (solution)

Quantity Value Units Method Reference Comment
Δr-31.19 ± 0.60kcal/molRSCHolm, 1983solvent: Diethyl ether; MS

2Methylamine = Dimethylamine + Ammonia

By formula: 2CH5N = C2H7N + H3N

Quantity Value Units Method Reference Comment
Δr-4.70kcal/molEqkIssoire and Long, 1960gas phase; ALS

2Ethylamine = Methylamine + Methylamine, N,N-dimethyl-

By formula: 2C2H7N = CH5N + C3H9N

Quantity Value Units Method Reference Comment
Δr-3.15kcal/molEqkIssoire and Long, 1960gas phase; ALS

Henry's Law data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Rolf Sander

Henry's Law constant (water solution)

kH(T) = H exp(d(ln(kH))/d(1/T) ((1/T) - 1/(298.15 K)))
H = Henry's law constant for solubility in water at 298.15 K (mol/(kg*bar))
d(ln(kH))/d(1/T) = Temperature dependence constant (K)

H (mol/(kg*bar)) d(ln(kH))/d(1/T) (K) Method Reference Comment
140. QN/A missing citation gives missing citation as the source for the data. However, no data was found in that reference.
36.2600.LN/A 
89. MN/A 

Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

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
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 CH5N+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)8.9 ± 0.1eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)214.9kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity206.6kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
8.9PEAue and Bowers, 1979LLK
9.45EIBaldwin, Loudon, et al., 1977LLK
8.9 ± 0.1PEAue, Webb, et al., 1976LLK
9.08PEVovna and Vilesov, 1974LLK
8.80 ± 0.02PEMaier and Turner, 1973LLK
9.65PEElbel, Dieck, et al., 1982Vertical value; LBLHLM
9.0PEBieri, Asbrink, et al., 1982Vertical value; LBLHLM
9.58PEUtsunomiya, Kobayashi, et al., 1980Vertical value; LLK
9.58PEKobayashi, 1978Vertical value; LLK
9.64PEKimura and Osafune, 1975Vertical value; LLK
9.64PEKatsumata, Iwai, et al., 1973Vertical value; LLK
9.65PEOgata, Onizuka, et al., 1972Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH2N+15.2 ± 0.3H2+HEICollin and Franskin, 1966RDSH
CH2N+[CNH2+]14.0 ± 0.4?EIBurgers, Holmes, et al., 1984LBLHLM
CH3+14.5NH2EISenSharma and Franklin, 1973LLK
CH3+14.7NH2EIHaney and Franklin, 1968RDSH
CH3N+13.3 ± 0.2H2EICollin and Franskin, 1966RDSH
CH4N+10.18HEILossing, Lam, et al., 1981LLK
CH4N+10.70HEILoudon and Webb, 1977LLK
CH4N+10.55HEILoudon and Webb, 1977LLK
CH4N+10.82 ± 0.15HEICollin and Franskin, 1966RDSH
CH4N+10.3 ± 0.1HEITaft, Martin, et al., 1965RDSH
CH5N+8.99?PICornford, Frost, et al., 1971LLK
CH5N+9.29?CTSSlifkin and Allison, 1967RDSH
CH5N+9.36 ± 0.02?EICollin and Franskin, 1966RDSH
CH5N+8.97 ± 0.02?PIWatanabe and Mottl, 1957RDSH
H2N+15.9CH3EISenSharma and Franklin, 1973LLK
NH2+15.7CH3EIHaney and Franklin, 1968RDSH

De-protonation reactions

CH4N- + Hydrogen cation = Methylamine

By formula: CH4N- + H+ = CH5N

Quantity Value Units Method Reference Comment
Δr402.0 ± 2.6kcal/molD-EARadisic, Xu, et al., 2002gas phase; B
Δr403.21 ± 0.82kcal/molG+TSMacKay, Hemsworth, et al., 1976gas phase; B
Quantity Value Units Method Reference Comment
Δr394.5 ± 2.7kcal/molH-TSRadisic, Xu, et al., 2002gas phase; B
Δr395.70 ± 0.70kcal/molIMREMacKay, Hemsworth, et al., 1976gas phase; B

Ion clustering data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

CH6N+ + Methylamine = (CH6N+ • Methylamine)

By formula: CH6N+ + CH5N = (CH6N+ • CH5N)

Quantity Value Units Method Reference Comment
Δr25.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr21.7kcal/molPHPMSYamdagni and Kebarle, 1973gas phase; M
Quantity Value Units Method Reference Comment
Δr27.3cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr23.6cal/mol*KPHPMSYamdagni and Kebarle, 1973gas phase; M

(CH6N+ • Methylamine) + Methylamine = (CH6N+ • 2Methylamine)

By formula: (CH6N+ • CH5N) + CH5N = (CH6N+ • 2CH5N)

Quantity Value Units Method Reference Comment
Δr16.0kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr19.2kcal/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr22.9cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr39.9cal/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M

(CH6N+ • 2Methylamine) + Methylamine = (CH6N+ • 3Methylamine)

By formula: (CH6N+ • 2CH5N) + CH5N = (CH6N+ • 3CH5N)

Quantity Value Units Method Reference Comment
Δr13.4kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr17.0kcal/molHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr25.1cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M
Δr41.6cal/mol*KHPMSHolland and Castleman, 1982gas phase; Entropy change is questionable; M

(CH6N+ • 3Methylamine) + Methylamine = (CH6N+ • 4Methylamine)

By formula: (CH6N+ • 3CH5N) + CH5N = (CH6N+ • 4CH5N)

Quantity Value Units Method Reference Comment
Δr7.8kcal/molPHPMSMeot-Ner (Mautner), 1992gas phase; M
Quantity Value Units Method Reference Comment
Δr21.5cal/mol*KPHPMSMeot-Ner (Mautner), 1992gas phase; M

C2H8N+ + Methylamine = (C2H8N+ • Methylamine)

By formula: C2H8N+ + CH5N = (C2H8N+ • CH5N)

Quantity Value Units Method Reference Comment
Δr22.4kcal/molPHPMSYamdagni and Kebarle, 1973gas phase; M
Quantity Value Units Method Reference Comment
Δr29.2cal/mol*KPHPMSYamdagni and Kebarle, 1973gas phase; M

C3H9Si+ + Methylamine = (C3H9Si+ • Methylamine)

By formula: C3H9Si+ + CH5N = (C3H9Si+ • CH5N)

Quantity Value Units Method Reference Comment
Δr55.4kcal/molPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M
Quantity Value Units Method Reference Comment
Δr38.1cal/mol*KPHPMSLi and Stone, 1990gas phase; switching reaction,Thermochemical ladder((CH3)3Si+)C6H5COOC2H5; Wojtyniak and Stone, 1986; M

C3H9Sn+ + Methylamine = (C3H9Sn+ • Methylamine)

By formula: C3H9Sn+ + CH5N = (C3H9Sn+ • CH5N)

Quantity Value Units Method Reference Comment
Δr42.1kcal/molPHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M
Quantity Value Units Method Reference Comment
Δr30.7cal/mol*KN/AStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
26.0525.PHPMSStone and Splinter, 1984gas phase; switching reaction((CH3)3Sn+)CH3OH, Entropy change calculated or estimated; M

C6H12NO3+ + Methylamine = (C6H12NO3+ • Methylamine)

By formula: C6H12NO3+ + CH5N = (C6H12NO3+ • CH5N)

Bond type: Hydrogen bonds with polydentate bonding in positive ions

Quantity Value Units Method Reference Comment
Δr28.6kcal/molPHPMSMeot-Ner, 1984gas phase; M
Quantity Value Units Method Reference Comment
Δr19.9cal/mol*KPHPMSMeot-Ner, 1984gas phase; M

Potassium ion (1+) + Methylamine = (Potassium ion (1+) • Methylamine)

By formula: K+ + CH5N = (K+ • CH5N)

Quantity Value Units Method Reference Comment
Δr19.1kcal/molHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M
Quantity Value Units Method Reference Comment
Δr21.8cal/mol*KHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M
Quantity Value Units Method Reference Comment
Δr12.7kcal/molHPMSDavidson and Kebarle, 1976gas phase; switching reaction(K+)H2O; Davidson and Kebarle, 1976, 2; M

Lithium ion (1+) + Methylamine = (Lithium ion (1+) • Methylamine)

By formula: Li+ + CH5N = (Li+ • CH5N)

Quantity Value Units Method Reference Comment
Δr41.1kcal/molICRWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M
Quantity Value Units Method Reference Comment
Δr26.cal/mol*KN/AWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M
Quantity Value Units Method Reference Comment
Δr33.3kcal/molICRWoodin and Beauchamp, 1978gas phase; switching reaction(Li+)H2O, Entropy change calculated or estimated; Dzidic and Kebarle, 1970 interpolated; M

Sodium ion (1+) + Methylamine = (Sodium ion (1+) • Methylamine)

By formula: Na+ + CH5N = (Na+ • CH5N)

Quantity Value Units Method Reference Comment
Δr26.3 ± 0.2kcal/molHPMSHoyau, Norrman, et al., 1999RCD
Δr32.1kcal/molHPMSGuo and Castleman, 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr22600.cal/mol*KHPMSHoyau, Norrman, et al., 1999RCD
Δr30.3cal/mol*KHPMSGuo and Castleman, 1990gas phase; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
19.5298.IMREMcMahon and Ohanessian, 2000Anchor alanine=39.89; RCD

Lead ion (1+) + Methylamine = (Lead ion (1+) • Methylamine)

By formula: Pb+ + CH5N = (Pb+ • CH5N)

Quantity Value Units Method Reference Comment
Δr35.4 ± 0.3kcal/molHPMSGuo and Castleman, 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr30.0cal/mol*KHPMSGuo and Castleman, 1990gas phase; M

(Lead ion (1+) • Methylamine) + Methylamine = (Lead ion (1+) • 2Methylamine)

By formula: (Pb+ • CH5N) + CH5N = (Pb+ • 2CH5N)

Quantity Value Units Method Reference Comment
Δr19.1 ± 0.2kcal/molHPMSGuo and Castleman, 1990gas phase; M
Quantity Value Units Method Reference Comment
Δr19.5cal/mol*KHPMSGuo and Castleman, 1990gas phase; M

IR Spectrum

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, UV/Visible spectrum, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Due to licensing restrictions, this spectrum cannot be downloaded.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Japan AIST/NIMC Database- Spectrum MS-NW- 377
NIST MS number 228024

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


UV/Visible spectrum

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Victor Talrose, Eugeny B. Stern, Antonina A. Goncharova, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Tannenbaum, Coffin, et al., 1953
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 2772
Instrument n.i.g.
Sample pressure 0.01-1.8 mm Hg
Melting point -93.4
Boiling point -6.3

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Aston, Siller, et al., 1937
Aston, J.G.; Siller, C.W.; Messerly, G.H., Heat capacities and entropies of organic compounds. III. Methylamine from 11.5°K. to the boiling point. Heat of vaporization and vapor pressure. The entropy from molecular data, J. Am. Chem. Soc., 1937, 59, 1743-17. [all data]

Lemoult, 1907
Lemoult, M.P., Recherches theoriques et experimentales sur les chaleurs de combustion et de formation des composes organiques, Ann. Chim. Phys., 1907, 12, 395-432. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Muller, 1910
Muller, J.-A., Sur les chaleurs de combustion et les poids specifiques des methylamines, Ann. Chim. Phys., 1910, 20, 116-130. [all data]

Aston, Siller, et al., 1937, 2
Aston, J.G.; Siller, C.W.; Messerly, G.H., Heat capacities and entropies of organic compounds. III. Methylamine from 12K to the boiling point. Heat of vaporization and vapor pressure. The entropy from molecular data, J. Am. Chem. Soc., 1937, 59, 1743-1751. [all data]

Roberts, Emeleus, et al., 1939
Roberts, E.R.; Emeleus, H.J.; Briscoe, H.V.A., Preparation and Prop. of Ethyldideuteramine and Dimethyldeuteramine, J. Chem. Soc., 1939, 1939, 41. [all data]

Emeleus and Briscoe, 1937
Emeleus, H.J.; Briscoe, H.V.A., Preparation and Properties of Methyldideuteramine, J. Chem. Soc., 1937, 1937, 127. [all data]

McNeight and Smyth, 1936
McNeight, S.A.; Smyth, C.P., Non-Rotation of Molecules in a Number of Solids, J. Am. Chem. Soc., 1936, 58, 1718. [all data]

Aston, Siller, et al., 1937, 3
Aston, J.G.; Siller, C.W.; Messerly, G.H., Heat Capacities and Entropies of Organic Compounds III. Methylamine from 11.5 K to the Boiling Point. Heat of Vaporization and Vapor Pressure. The Entropy from Molecular Data, J. Am. Chem. Soc., 1937, 59, 1743. [all data]

Li and Kiran, 1988
Li, L.; Kiran, E., Gas-Liquid Critical Properties of Methylamine + Nitrous Oxide and Methylamine + Ethylene Binary Mixtures, J. Chem. Eng. Data, 1988, 33, 342. [all data]

Kay and Young, 1974
Kay, W.B.; Young, C.L., Int. DATA Ser., Sel. Data Mixtures, Ser. A, 1974, No. 2, 158. [all data]

Berthoud, 1917
Berthoud, A., Determination of Critical Temperatures and Pressures of Amines and Alkyl Chlorides, J. Chim. Phys. Phys.-Chim. Biol., 1917, 15, 3. [all data]

Majer and Svoboda, 1985
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Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw, Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2 . [all data]

Dykyj, 1970
Dykyj, J., Petrochemica, 1970, 10, 2, 51. [all data]

Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E., The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]

Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D., Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III, J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985 . [all data]

Woodin and Beauchamp, 1978
Woodin, R.L.; Beauchamp, J.L., Bonding of Li+ to Lewis Bases in the Gas Phase. Reversals in Methyl Substituent Effects for Different Reference Acids, J. Am. Chem. Soc., 1978, 100, 2, 501, https://doi.org/10.1021/ja00470a024 . [all data]

Dzidic and Kebarle, 1970
Dzidic, I.; Kebarle, P., Hydration of the Alkali Ions in the Gas Phase. Enthalpies and Entropies of Reactions M+(H2O)n-1 + H2O = M+(H2O)n, J. Phys. Chem., 1970, 74, 7, 1466, https://doi.org/10.1021/j100702a013 . [all data]

Stone and Splinter, 1984
Stone, J.A.; Splinter, D.E., A high-pressure mass spectrometric study of the binding of (CH3)3Sn+ to lewis bases in the gas phase, Int. J. Mass Spectrom. Ion Processes, 1984, 59, 169. [all data]

Davidson and Kebarle, 1976
Davidson, W.R.; Kebarle, P., Binding Energies and Stabilities of Potassium Ion Complexes from Studies of Gas Phase Ion Equilibria K+ + M = K+.M, J. Am. Chem. Soc., 1976, 98, 20, 6133, https://doi.org/10.1021/ja00436a011 . [all data]

Davidson and Kebarle, 1976, 2
Davidson, W.R.; Kebarle, P., Ionic Solvation by Aprotic Solvents. Gas Phase Solvation of the Alkali Ions by Acetonitrile, J. Am. Chem. Soc., 1976, 98, 20, 6125, https://doi.org/10.1021/ja00436a010 . [all data]

Hoyau, Norrman, et al., 1999
Hoyau, S.; Norrman, K.; McMahon, T.B.; Ohanessian, G., A Quantitative Basis for a Scale of Na+ Affinities of Organic and Small Biological Molecules in the Gas Phase, J. Am. Chem. Soc., 1999, 121, 38, 8864, https://doi.org/10.1021/ja9841198 . [all data]

Guo and Castleman, 1990
Guo, B.C.; Castleman, A.W., The Association Reactions of Pb+ Ion with CH3OH and CH3NH2 in the Gas Phase, Int. J. Mass Spectrom. Ion Proc., 1990, 100, 665, https://doi.org/10.1016/0168-1176(90)85101-7 . [all data]

McMahon and Ohanessian, 2000
McMahon, T.B.; Ohanessian, G., An Experimental and Ab Initio Study of the Nature of the Binding in Gas-Phase Complexes of Sodium Ions, Chem. Eur. J., 2000, 6, 16, 2931, https://doi.org/10.1002/1521-3765(20000818)6:16<2931::AID-CHEM2931>3.0.CO;2-7 . [all data]

Meot-Ner (Mautner), 1992
Meot-Ner (Mautner), M., Intermolecular Forces in Organic Clusters, J. Am. Chem. Soc., 1992, 114, 9, 3312, https://doi.org/10.1021/ja00035a024 . [all data]

Holland and Castleman, 1982
Holland, P.M.; Castleman, A.W., The Thermochemical Properties of Gas - Phase Transition Metal Ion Complexes, J. Chem. Phys., 1982, 76, 8, 4195, https://doi.org/10.1063/1.443497 . [all data]

Radisic, Xu, et al., 2002
Radisic, D.; Xu, S.J.; Bowen, K.H., Photoelectron spectroscopy of the anions, CH3NH- and (CH3)(2)N- and the anion complexes, H-(CH3NH2) and (CH3)(2)N-[(CH3)(2)NH), Chem. Phys. Lett., 2002, 354, 1-2, 9-13, https://doi.org/10.1016/S0009-2614(01)01470-1 . [all data]

MacKay, Hemsworth, et al., 1976
MacKay, G.J.; Hemsworth, R.S.; Bohme, D.K., Absolute gas-phase acidities of CH3NH2, C2H5NH2, (CH3)2NH, and (CH3)3N, Can. J. Chem., 1976, 54, 1624. [all data]

Li and Stone, 1990
Li, X.; Stone, A.J., Gas-Phase (CH3)3Si+ Affinities of Alkylamines and Proton Affinities of Trimethylsilyl Alkylamines, Int. J. Mass Spectrom. Ion Proc., 1990, 101, 2-3, 149, https://doi.org/10.1016/0168-1176(90)87008-5 . [all data]

Wojtyniak and Stone, 1986
Wojtyniak, A.C.M.; Stone, A.J., A High-Pressure Mass Spectrometric Study of the Bonding of Trimethylsilylium to Oxygen and Aromatic Bases, Can. J. Chem., 1986, 74, 59. [all data]

Yamdagni and Kebarle, 1973
Yamdagni, R.; Kebarle, P., Gas - Phase Basicites of Amines. Hydrogen Bonding in Proton - Bound Amine Dimers and Proton - Induced Cyclization of alpha, omega - Diamines, J. Am. Chem. Soc., 1973, 95, 11, 3504, https://doi.org/10.1021/ja00792a010 . [all data]

Meot-Ner, 1984
Meot-Ner, (Mautner), The Ionic Hydrogen Bond. 4. Intramolecular and Multiple Bonds. Proton Affinities, Hydration and Complexes of Amides and Amino Acid Derivatives, J. Am. Chem. Soc., 1984, 106, 2, 278, https://doi.org/10.1021/ja00314a003 . [all data]

Holm, 1983
Holm, T., Acta Chem. Scand. B, 1983, 37, 797. [all data]

Issoire and Long, 1960
Issoire, J.; Long, C., Etude de la thermodynamique chimique de la reaction de formation des methylamines, Bull. Soc. Chim. France, 1960, 2004-2012. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T., Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]

Baldwin, Loudon, et al., 1977
Baldwin, M.A.; Loudon, A.G.; Webb, K.S.; Cardnell, P.C., Charge location and fragmentation under electron impact. V-The ionization potentials of (methylated) phosphoramides, guanidines, formamides, acetamides, ureas and thioureas, Org. Mass Spectrom., 1977, 12, 279. [all data]

Aue, Webb, et al., 1976
Aue, D.H.; Webb, H.M.; Bowers, M.T., Quantitative proton affinities, ionization potentials, and hydrogen affinities of alkylamines, J. Am. Chem. Soc., 1976, 98, 311. [all data]

Vovna and Vilesov, 1974
Vovna, V.I.; Vilesov, F.I., Photoelectron spectra the structure of molecular orbitals of methyl amines, Opt. Spectrosc., 1974, 36, 251. [all data]

Maier and Turner, 1973
Maier, J.P.; Turner, D.W., Steric inhibition of resonance studied by molecular photoelectron spectroscopy Part 3. Anilines, Phenols and Related Compounds, J. Chem. Soc. Faraday Trans. 2, 1973, 69, 521. [all data]

Elbel, Dieck, et al., 1982
Elbel, S.; Dieck, H.T.; Demuth, R., Photoelectron sSpectra of group V compounds. IX. The relative perfluoroalkyl substituent effect, J. Fluorine Chem., 1982, 19, 349. [all data]

Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W., 30.4-nm He(II) photoelectron spectra of organic molecules, J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [all data]

Utsunomiya, Kobayashi, et al., 1980
Utsunomiya, C.; Kobayashi, T.; Nagakura, S., Photoelectron angular distribution measurements for some aliphatic alcohols, amines, halides, Bull. Chem. Soc. Jpn., 1980, 53, 1216. [all data]

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SenSharma and Franklin, 1973
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Loudon, A.G.; Webb, K.S., The nature of the [C2H6N]+ and [CH4N]+ ions formed by electron impact on methylated formamides, acetamides, ureas, thioureas and hexamethylphosphoramide, Org. Mass Spectrom., 1977, 12, 283. [all data]

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Notes

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Henry's Law data, Gas phase ion energetics data, Ion clustering data, IR Spectrum, Mass spectrum (electron ionization), UV/Visible spectrum, References