Chloromethane

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Condensed phase thermochemistry data

Go To: Top, Phase change data, Reaction thermochemistry data, 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:
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfliquid-24.47 ± 0.36kcal/molReviewManion, 2002derived from recommended ΔfHgas° and ΔvapH°; DRB
Quantity Value Units Method Reference Comment
liquid33.480cal/mol*KN/AMesserly and Aston, 1940DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
19.3293.15Awberg and Griffiths, 1940T = 243 to 303 K. Cp reported at 20°C = 1.598 J/g*K and at 30°C = 1.632 J/g*K.; DH
18.07249.67Messerly and Aston, 1940T = 12 to 249.67 K. Value is unsmoothed experimental datum.; DH
19.4298.Shorthose, 1924T = -30 to 40°C.; DH

Phase change data

Go To: Top, Condensed phase thermochemistry data, Reaction thermochemistry data, 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
DRB - Donald R. Burgess, Jr.
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
Tboil247. ± 10.KAVGN/AAverage of 9 values; Individual data points
Quantity Value Units Method Reference Comment
Tfus182.KN/AAwbery, 1941Uncertainty assigned by TRC = 1.5 K; TRC
Tfus175.55KN/ATimmermans, 1921Uncertainty assigned by TRC = 0.4 K; TRC
Tfus176.5KN/ATimmermans, 1911Uncertainty assigned by TRC = 0.5 K; TRC
Quantity Value Units Method Reference Comment
Ttriple175.43KN/AMesserly and Aston, 1940, 2Uncertainty assigned by TRC = 0.07 K; from T vs 1/f in a calorimter, Resistance thermomter and thermocouple gave same temperature, temp. scale in previous publication; TRC
Ttriple175.44KN/AMesserly and Aston, 1940, 2Uncertainty assigned by TRC = 0.05 K; from T vs 1/f in adiabatic calorimeter, temp. meas. with resistance thermometer & two thermocouples, temp scale described in previous publication; TRC
Quantity Value Units Method Reference Comment
Ptriple0.008587atmN/AMesserly and Aston, 1940, 2Uncertainty assigned by TRC = 0.000013 atm; TRC
Quantity Value Units Method Reference Comment
Tc416. ± 1.KAVGN/AAverage of 6 values; Individual data points
Quantity Value Units Method Reference Comment
Pc66.266atmN/AMansoorian, Hall, et al., 1981Uncertainty assigned by TRC = 0.0066 atm; VP measured up to 408 K,; TRC
Pc65.9190atmN/AHsu and McKetta, 1964Uncertainty assigned by TRC = 0.0400 atm; TRC
Pc65.93atmN/ALeduc, 1909Uncertainty assigned by TRC = 2.0000 atm; TRC
Pc73.03atmN/AVincent and Chappuis, 1886Uncertainty assigned by TRC = 3.0000 atm; TRC
Quantity Value Units Method Reference Comment
ρc7.1895mol/lN/AHsu and McKetta, 1964Uncertainty assigned by TRC = 0.006 mol/l; TRC
ρc7.33mol/lN/ACentnerszwer, 1904Uncertainty assigned by TRC = 0.1 mol/l; extrapolation of rectilnear diam. to Tc; TRC
Quantity Value Units Method Reference Comment
Δvap4.90 ± 0.07kcal/molReviewManion, 2002weighted average of several measurements plus a correction for non-ideality; DRB

Enthalpy of vaporization

ΔvapH (kcal/mol) Temperature (K) Method Reference Comment
5.1470248.94N/AMesserly and Aston, 1940P = 101.325 kPA; DH
5.43235.N/ABeersmans and Jungers, 2010Based on data from 183. to 250. K.; AC
5.26263.N/AGaneff and Jungers, 2010Based on data from 198. to 278. K.; AC
5.26262.AStephenson and Malanowski, 1987Based on data from 247. to 310. K.; AC
5.21383.AStephenson and Malanowski, 1987Based on data from 368. to 416. K.; AC
5.02323.AStephenson and Malanowski, 1987Based on data from 308. to 373. K.; AC
5.62206.N/AThomson, 1946Based on data from 191. to 249. K.; AC
5.40234.N/AMesserly and Aston, 1940Based on data from 192. to 249. K.; AC
4.801293.CYates, 1926ALS
4.80293.CYates, 1926AC

Entropy of vaporization

ΔvapS (cal/mol*K) Temperature (K) Reference Comment
20.68248.94Messerly and Aston, 1940P; DH

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
303. to 416.34.912871427.52945.137Hsu and McKetta, 1964Coefficents calculated by NIST from author's data.
198. to 278.4.21936951.561-23.468Ganeff and Jungers, 1948Coefficents calculated by NIST from author's data.
183. to 249.44.14883916.223-28.466Beersmans and Jungers, 1947Coefficents calculated by NIST from author's data.

Enthalpy of sublimation

ΔsubH (kcal/mol) Temperature (K) Reference Comment
7.55 ± 0.02151.Bah and Dupont-Pavlovsky, 1995Based on data from 130. to 172. K.; AC

Enthalpy of fusion

ΔfusH (kcal/mol) Temperature (K) Reference Comment
1.537175.44Messerly and Aston, 1940DH
1.53174.5Domalski and Hearing, 1996AC

Entropy of fusion

ΔfusS (cal/mol*K) Temperature (K) Reference Comment
8.762175.44Messerly and Aston, 1940DH

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, Condensed phase thermochemistry data, Phase change data, 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:
B - John E. Bartmess
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
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

Chlorine anion + Chloromethane = (Chlorine anion • Chloromethane)

By formula: Cl- + CH3Cl = (Cl- • CH3Cl)

Quantity Value Units Method Reference Comment
Δr10.4 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Δr11.7 ± 2.0kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B
Δr12.2 ± 2.0kcal/molIMRELarson and McMahon, 1984gas phase; B,M
Δr8.60 ± 0.20kcal/molTDAsDougherty, Dalton, et al., 1974gas phase; B,M
Δr15.2 ± 2.0kcal/molTDAsYamdagni and Kebarle, 1971gas phase; B
Quantity Value Units Method Reference Comment
Δr20.5cal/mol*KN/ALarson and McMahon, 1984, 2gas phase; switching reaction(Cl-)t-C4H9OH, Entropy change calculated or estimated; French, Ikuta, et al., 1982; M
Δr15.3cal/mol*KHPMSDougherty, Dalton, et al., 1974gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr5.80 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Δr4.84kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B
Δr6.1 ± 2.0kcal/molIMRELarson and McMahon, 1984gas phase; B,M
Δr4.10 ± 0.50kcal/molTDAsDougherty, Dalton, et al., 1974gas phase; B
Δr10.8 ± 2.0kcal/molTDAsYamdagni and Kebarle, 1971gas phase; B

CH2Cl- + Hydrogen cation = Chloromethane

By formula: CH2Cl- + H+ = CH3Cl

Quantity Value Units Method Reference Comment
Δr399.6 ± 2.5kcal/molEndoHierl, Henchman, et al., 1992gas phase; HO- + ClCH3: 8.8±2.3 kcal/mol endo; B
Δr396.0 ± 3.1kcal/molG+TSIngemann and Nibbering, 1985gas phase; B
Δr396.6 ± 4.6kcal/molEIAERogers, Simpson, et al., 2010gas phase; B
Δr400.0 ± 2.0kcal/molIMRBPoutsma, Nash, et al., 1997gas phase; B
Δr399.1 ± 4.1kcal/molG+TSHenchman, Hierl, et al., 1985gas phase; HO- + MeCl: 0.38±0.1 eV endo; B
Quantity Value Units Method Reference Comment
Δr389.1 ± 3.0kcal/molIMREIngemann and Nibbering, 1985gas phase; B
Δr392.2 ± 4.0kcal/molIMRBHenchman, Hierl, et al., 1985gas phase; HO- + MeCl: 0.38±0.1 eV endo; B

(CH2Cl+ • Chloromethane) + Chloromethane = (CH2Cl+ • 2Chloromethane)

By formula: (CH2Cl+ • CH3Cl) + CH3Cl = (CH2Cl+ • 2CH3Cl)

Quantity Value Units Method Reference Comment
Δr5.7kcal/molHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr6.9cal/mol*KHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
4.4182.HPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

(CH4Cl+ • Chloromethane) + Chloromethane = (CH4Cl+ • 2Chloromethane)

By formula: (CH4Cl+ • CH3Cl) + CH3Cl = (CH4Cl+ • 2CH3Cl)

Quantity Value Units Method Reference Comment
Δr4.2kcal/molHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr1.1cal/mol*KHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
4.0182.HPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

CH2Cl+ + Chloromethane = (CH2Cl+ • Chloromethane)

By formula: CH2Cl+ + CH3Cl = (CH2Cl+ • CH3Cl)

Quantity Value Units Method Reference Comment
Δr6.9kcal/molHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr-3.7cal/mol*KHPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

Free energy of reaction

ΔrG° (kcal/mol) T (K) Method Reference Comment
8.1312.HPMSLuczynski, Malicki, et al., 1974gas phase; DG from graph, Entropy change is questionable; M

C3H7+ + Chloromethane = (C3H7+ • Chloromethane)

By formula: C3H7+ + CH3Cl = (C3H7+ • CH3Cl)

Quantity Value Units Method Reference Comment
Δr22.9kcal/molPHPMSSen Sharma and Kebarle, 1978gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr44.5cal/mol*KPHPMSSen Sharma and Kebarle, 1978gas phase; Entropy change is questionable; M

Methyl cation + Chloromethane = (Methyl cation • Chloromethane)

By formula: CH3+ + CH3Cl = (CH3+ • CH3Cl)

Quantity Value Units Method Reference Comment
Δr62.0kcal/molPHPMSMcMahon, Heinis, et al., 1988gas phase; switching reaction(CH3+)N2, Entropy change calculated or estimated, uses MCA(N2) = 48.3 kcal/mol; Foster, Williamson, et al., 1974; M

Bromine anion + Chloromethane = (Bromine anion • Chloromethane)

By formula: Br- + CH3Cl = (Br- • CH3Cl)

Quantity Value Units Method Reference Comment
Δr10.9 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Quantity Value Units Method Reference Comment
Δr4.85 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B

CN- + Chloromethane = (CN- • Chloromethane)

By formula: CN- + CH3Cl = (CN- • CH3Cl)

Quantity Value Units Method Reference Comment
Δr10.2 ± 1.0kcal/molTDAsLi, Ross, et al., 1996gas phase; B
Quantity Value Units Method Reference Comment
Δr4.90 ± 0.20kcal/molTDAsLi, Ross, et al., 1996gas phase; B

CH3Cl2- + 2Chloromethane = C2H6Cl3-

By formula: CH3Cl2- + 2CH3Cl = C2H6Cl3-

Quantity Value Units Method Reference Comment
Δr11.10kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Δr3.94kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C2H6Cl3- + 3Chloromethane = C3H9Cl4-

By formula: C2H6Cl3- + 3CH3Cl = C3H9Cl4-

Quantity Value Units Method Reference Comment
Δr8.40kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Δr2.14kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C3H9Cl4- + 4Chloromethane = C4H12Cl5-

By formula: C3H9Cl4- + 4CH3Cl = C4H12Cl5-

Quantity Value Units Method Reference Comment
Δr7.60kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Δr1.34kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C4H12Cl5- + 5Chloromethane = C5H15Cl6-

By formula: C4H12Cl5- + 5CH3Cl = C5H15Cl6-

Quantity Value Units Method Reference Comment
Δr6.20kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Δr0.83kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C5H15Cl6- + 6Chloromethane = C6H18Cl7-

By formula: C5H15Cl6- + 6CH3Cl = C6H18Cl7-

Quantity Value Units Method Reference Comment
Δr5.80kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Δr0.43kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C6H18Cl7- + 7Chloromethane = C7H21Cl8-

By formula: C6H18Cl7- + 7CH3Cl = C7H21Cl8-

Quantity Value Units Method Reference Comment
Δr4.80kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Δr0.63kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C7H21Cl8- + 8Chloromethane = C8H24Cl9-

By formula: C7H21Cl8- + 8CH3Cl = C8H24Cl9-

Quantity Value Units Method Reference Comment
Δr4.70kcal/molN/AHiraoka, Mizuno, et al., 2001gas phase; B
Quantity Value Units Method Reference Comment
Δr0.53kcal/molTDAsHiraoka, Mizuno, et al., 2001gas phase; B

C2H5+ + Chloromethane = (C2H5+ • Chloromethane)

By formula: C2H5+ + CH3Cl = (C2H5+ • CH3Cl)

Quantity Value Units Method Reference Comment
Δr30.7kcal/molPHPMSSen Sharma and Kebarle, 1978gas phase; M
Quantity Value Units Method Reference Comment
Δr30.7cal/mol*KPHPMSSen Sharma and Kebarle, 1978gas phase; M

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

By formula: Li+ + CH3Cl = (Li+ • CH3Cl)

Quantity Value Units Method Reference Comment
Δr25.kcal/molICRStaley and Beauchamp, 1975gas phase; switching reaction(Li+)H2O, from graph; Dzidic and Kebarle, 1970 interpolated; M

C4H9+ + Chloromethane = (C4H9+ • Chloromethane)

By formula: C4H9+ + CH3Cl = (C4H9+ • CH3Cl)

Quantity Value Units Method Reference Comment
Δr8.4kcal/molPHPMSSharma, Meza de Hojer, et al., 1985gas phase; M
Quantity Value Units Method Reference Comment
Δr19.3cal/mol*KPHPMSSharma, Meza de Hojer, et al., 1985gas phase; M

CH6N+ + Chloromethane = (CH6N+ • Chloromethane)

By formula: CH6N+ + CH3Cl = (CH6N+ • CH3Cl)

Quantity Value Units Method Reference Comment
Δr10.7kcal/molPHPMSMeot-Ner, 1984gas phase; M
Quantity Value Units Method Reference Comment
Δr20.6cal/mol*KPHPMSMeot-Ner, 1984gas phase; M

Hydrogen + Chloromethane = Methane + Hydrogen chloride

By formula: H2 + CH3Cl = CH4 + HCl

Quantity Value Units Method Reference Comment
Δr-19.3 ± 0.1kcal/molChydLacher, Emery, et al., 1956gas phase; ALS

References

Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Notes

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

Manion, 2002
Manion, J.A., Evaluated Enthalpies of Formation of the Stable Closed Shell C1 and C2 Chlorinated Hydrocarbons, J. Phys. Chem. Ref. Data, 2002, 31, 1, 123-172, https://doi.org/10.1063/1.1420703 . [all data]

Messerly and Aston, 1940
Messerly, G.H.; Aston, J.G., The heat capacity and entropy, heats of fusion and vaporization and the vapor pressure of methyl chloride, J. Am. Chem. Soc., 1940, 62, 886-890. [all data]

Awberg and Griffiths, 1940
Awberg, J.H.; Griffiths, E., The specific heat of liquid methyl chloride, Proc. Phys. Soc. (London), 1940, 52, 770-776. [all data]

Shorthose, 1924
Shorthose, D.N., G. B. DSIR, Food Invest. Board, Spec. Rept., 1924, No. 19, 16pp. [all data]

Awbery, 1941
Awbery, J.H., Philos. Mag., 1941, 31, 247. [all data]

Timmermans, 1921
Timmermans, J., The Freezing Points of Organic Substances IV. New Exp. Determinations, Bull. Soc. Chim. Belg., 1921, 30, 62. [all data]

Timmermans, 1911
Timmermans, J., Researches on the freezing point of organic liquid compounds, Bull. Soc. Chim. Belg., 1911, 25, 300. [all data]

Messerly and Aston, 1940, 2
Messerly, G.H.; Aston, J.G., The Heat Capacity and Entropy, Heats of Fusion and Vaporization and the Vapor Pressure of Methyl Chloride, J. Am. Chem. Soc., 1940, 62, 886-90. [all data]

Mansoorian, Hall, et al., 1981
Mansoorian, H.; Hall, K.R.; Holste, J.C.; Eubank, P.T., The density of gaseous ethane and of fluid methyl chloride and the vapor pressure of methyl chloride, J. Chem. Thermodyn., 1981, 13, 1001-24. [all data]

Hsu and McKetta, 1964
Hsu, C.C.; McKetta, J.J., Pressure-Volume-Temperature Properties of Methyl Chloride, J. Chem. Eng. Data, 1964, 9, 1, 45-51, https://doi.org/10.1021/je60020a014 . [all data]

Leduc, 1909
Leduc, A., Compressibility of gases between 0 atm and 3 atm and at all temperatures, C. R. Hebd. Seances Acad. Sci., 1909, 148, 407. [all data]

Vincent and Chappuis, 1886
Vincent, C.; Chappuis, J., J. Phys. Theor. Appl., 1886, 5, 58. [all data]

Centnerszwer, 1904
Centnerszwer, M., An Application of the Method of Cailletet and Mathias to Determine Critical Volume., Z. Phys. Chem., Stoechiom. Verwandtschaftsl., 1904, 49, 199. [all data]

Beersmans and Jungers, 2010
Beersmans, J.; Jungers, J.C., Synthèse et Étude des Chlorure, Bromure et Iodure de Deutérométhyle, Bull. Soc. Chim. Belges, 2010, 56, 5-8, 238-250, https://doi.org/10.1002/bscb.19470560506 . [all data]

Ganeff and Jungers, 2010
Ganeff, Jean M.; Jungers, Joseph C., Tensions de vapeur du système CH3Cl «63743» CH2Cl2, Bull. Soc. Chim. Belges, 2010, 57, 1-3, 82-87, https://doi.org/10.1002/bscb.19480570109 . [all data]

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]

Thomson, 1946
Thomson, George Wm., The Antoine Equation for Vapor-pressure Data., Chem. Rev., 1946, 38, 1, 1-39, https://doi.org/10.1021/cr60119a001 . [all data]

Yates, 1926
Yates, G.W.C., LXXIV. Latent heats of vaporization of ethyl and methyl chlorides, Philos. Mag., 1926, 2, 817-826. [all data]

Ganeff and Jungers, 1948
Ganeff, J.M.; Jungers, J.C., Tensions de Vapeur du Systeme CH3Cl - CH2Cl2, Bull. Soc. Chim. Belg., 1948, 57, 1-3, 82-87, https://doi.org/10.1002/bscb.19480570109 . [all data]

Beersmans and Jungers, 1947
Beersmans, J.; Jungers, J.C., Synthese et Etude des Chlorure, Bromure et Iodure de Deuteromethyle, Bull. Soc. Chim. Belg., 1947, 56, 5-8, 238-250, https://doi.org/10.1002/bscb.19470560506 . [all data]

Bah and Dupont-Pavlovsky, 1995
Bah, A.; Dupont-Pavlovsky, N., Vapor Pressure of Solid Chloromethane, J. Chem. Eng. Data, 1995, 40, 4, 869-870, https://doi.org/10.1021/je00020a028 . [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]

Li, Ross, et al., 1996
Li, C.; Ross, P.; Szulejko, J.; McMahon, T.B., High-Pressure Mass Spectrometric Investigations of the Potential Energy Surfaces of Gas-Phase Sn2 Reactions., J. Am. Chem. Soc., 1996, 118, 39, 9360, https://doi.org/10.1021/ja960565o . [all data]

Hiraoka, Mizuno, et al., 2001
Hiraoka, K.; Mizuno, T.; Iino, T.; Eguchi, D.; Yamabe, S., Characteristic changes of bond energies for gas-phase cluster ions of halide ions with methane and chloromethanes, J. Phys. Chem. A, 2001, 105, 20, 4887-4893, https://doi.org/10.1021/jp010143n . [all data]

Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B., Hydrogen bonding in gas phase anions. An experimental investigation of the interaction between chloride ion and bronsted acids from ICR chloride exchange equilibria, J. Am. Chem. Soc., 1984, 106, 517. [all data]

Dougherty, Dalton, et al., 1974
Dougherty, R.C.; Dalton, J.; Roberts, J.D., SN2 reactions in the gas phase: Structure of the transition state, Org. Mass Spectrom., 1974, 8, 77. [all data]

Yamdagni and Kebarle, 1971
Yamdagni, R.; Kebarle, P., Hydrogen bonding energies to negative ions from gas phase measurements of ionic equilibria, J. Am. Chem. Soc., 1971, 93, 7139. [all data]

Larson and McMahon, 1984, 2
Larson, J.W.; McMahon, T.B., Gas phase negative ion chemistry of alkylchloroformates, Can. J. Chem., 1984, 62, 675. [all data]

French, Ikuta, et al., 1982
French, M.A.; Ikuta, S.; Kebarle, P., Hydrogen bonding of O-H and C-H hydrogen donors to Cl-. Results from mass spectrometric measurement of the ion-molecule equilibria RH + Cl- = RHCl-, Can. J. Chem., 1982, 60, 1907. [all data]

Hierl, Henchman, et al., 1992
Hierl, P.M.; Henchman, M.J.; Paulson, J.F., Threshold Energies for the Reactions HO- + MeX - MeOH + X- measured by Tandem Mass Spectrometry: Acidities of MeCl and MeBr, Int. J. Mass Spectrom. Ion Proc., 1992, 117, 475, https://doi.org/10.1016/0168-1176(92)80109-E . [all data]

Ingemann and Nibbering, 1985
Ingemann, S.; Nibbering, N.M.M., Gas-phase acidity of CH3X [X = P(CH3)2, SCH3, F, Cl, Br, I] compounds, J. Chem. Soc. Perkin Trans. 2, 1985, 837. [all data]

Rogers, Simpson, et al., 2010
Rogers, N.J.; Simpson, M.J.; Tuckett, R.P.; Dunn, K.F.; Latimer, C.J., Vacuum-UV negative photoion spectroscopy of CH3F, CH3Cl and CH3Br, Phys. Chem. Chem. Phys., 2010, 12, 36, 10971-10980, https://doi.org/10.1039/c0cp00234h . [all data]

Poutsma, Nash, et al., 1997
Poutsma, J.C.; Nash, J.J.; Paulino, J.A.; Squires, R.R., Absolute Heats of Formation of Phenylcarbene and Vinylcarbene, J. Am. Chem. Soc., 1997, 119, 20, 4686, https://doi.org/10.1021/ja963918s . [all data]

Henchman, Hierl, et al., 1985
Henchman, M.; Hierl, P.M.; Paulson, J.F., Nucleophilic displacement vs. proton tranfer: The system OH-.(H2O)0,1,2 + CH3Cl in the relative energy range 0.03-5 eV, J. Am. Chem. Soc., 1985, 107, 2812. [all data]

Luczynski, Malicki, et al., 1974
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Notes

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