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Methyl Alcohol

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Reaction thermochemistry data

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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 as indicated in comments:
MS - José A. Martinho Simões
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
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. 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.

Reactions 251 to 300

sodium methanolate (cr) + (Hydrogen chloride bullet 552Water) (solution) = Methyl Alcohol (l) + sodium chloride (cr)

By formula: CH3NaO (cr) + (HCl bullet 552H2O) (solution) = CH4O (l) + ClNa (cr)

Quantity Value Units Method Reference Comment
Deltar-25.81 ± 0.74kcal/molRSCLeal, Pires de Matos, et al., 1991MS

1,1-Dimethoxybutane + Water = Cyclobutanone + 2Methyl Alcohol

By formula: C6H12O2 + H2O = C4H6O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar6.07 ± 0.07kcal/molCmWiberg, Morgan, et al., 1994liquid phase; ALS

Propane, 1,1-dimethoxy- + Water = Propanal + 2Methyl Alcohol

By formula: C5H12O2 + H2O = C3H6O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar8.999 ± 0.017kcal/molEqkWiberg and Squires, 1981liquid phase; ALS

Propane, 1,1-dimethoxy-2-methyl- + Water = 2Methyl Alcohol + Propanal, 2-methyl-

By formula: C6H14O2 + H2O = 2CH4O + C4H8O

Quantity Value Units Method Reference Comment
Deltar8.698 ± 0.016kcal/molEqkWiberg and Squires, 1981liquid phase; ALS

1,1-Dimethoxy-2-methylbutane + Water = 2Methyl Alcohol + Butanal, 2-methyl-

By formula: C7H16O2 + H2O = 2CH4O + C5H10O

Quantity Value Units Method Reference Comment
Deltar8.134 ± 0.033kcal/molEqkWiberg and Squires, 1981liquid phase; ALS

3,3,3-Trimethoxypropionitrile + Water = Acetic acid, cyano-, methyl ester + 2Methyl Alcohol

By formula: C6H11NO3 + H2O = C4H5NO2 + 2CH4O

Quantity Value Units Method Reference Comment
Deltar-6.14 ± 0.35kcal/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

Norbornadieone + 2Methyl Alcohol = C9H16O2 + Water

By formula: C7H10O + 2CH4O = C9H16O2 + H2O

Quantity Value Units Method Reference Comment
Deltar-16.5 ± 0.8kcal/molCmWiberg, Morgan, et al., 1994gas phase; ALS

Acetic acid, methoxy-, methyl ester + Water = Acetic acid, methoxy- + Methyl Alcohol

By formula: C4H8O3 + H2O = C3H6O3 + CH4O

Quantity Value Units Method Reference Comment
Deltar-15.7 ± 1.4kcal/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

4-Methyl-2-pentanone dimethylacetal + Water = Methyl Isobutyl Ketone + 2Methyl Alcohol

By formula: C8H18O2 + H2O = C6H12O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar3.284 ± 0.013kcal/molCmWiberg and Squires, 1979liquid phase; ALS

Water + Acetic acid, methyl ester = Acetic acid + Methyl Alcohol

By formula: H2O + C3H6O2 = C2H4O2 + CH4O

Quantity Value Units Method Reference Comment
Deltar1.05kcal/molCmCoon and Daniels, 1933liquid phase; solvent: in HCl; ALS

Ethane, 1,1,1-trimethoxy- + Water = Ethyl formate + 2Methyl Alcohol

By formula: C5H12O3 + H2O = C3H6O2 + 2CH4O

Quantity Value Units Method Reference Comment
Deltar-6.29 ± 0.65kcal/molCmHine and Klueppet, 1974liquid phase; ALS

Water + Cyclohexene, 1-methoxy- = Cyclohexanone + Methyl Alcohol

By formula: H2O + C7H12O = C6H10O + CH4O

Quantity Value Units Method Reference Comment
Deltar-3.26 ± 0.17kcal/molEqkHine and Arata, 1976liquid phase; ALS

Cyclobutanone + 2Methyl Alcohol = 1,1-Dimethoxybutane + Water

By formula: C4H6O + 2CH4O = C6H12O2 + H2O

Quantity Value Units Method Reference Comment
Deltar-12.6 ± 0.41kcal/molCmWiberg, Morgan, et al., 1994gas phase; ALS

Water + Cyclohexane, 1,1-dimethoxy- = Cyclohexanone + 2Methyl Alcohol

By formula: H2O + C8H16O2 = C6H10O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar6.90 ± 0.03kcal/molCmWiberg, Morgan, et al., 1994liquid phase; ALS

Methane, trimethoxy- + Water = Methyl formate + 2Methyl Alcohol

By formula: C4H10O3 + H2O = C2H4O2 + 2CH4O

Quantity Value Units Method Reference Comment
Deltar-2.29 ± 0.28kcal/molCmHine and Klueppet, 1974liquid phase; ALS

1-Propene, 2-methoxy- + Water = Methyl Alcohol + Acetone

By formula: C4H8O + H2O = CH4O + C3H6O

Quantity Value Units Method Reference Comment
Deltar-5.75 ± 0.11kcal/molEqkHine and Arata, 1976liquid phase; ALS

Ethane, 1,2-dimethoxy- + Water = 2Methyl Alcohol + Acetaldehyde

By formula: C4H10O2 + H2O = 2CH4O + C2H4O

Quantity Value Units Method Reference Comment
Deltar8.6 ± 0.2kcal/molEqkWiberg, Morgan, et al., 1994liquid phase; ALS

Water + 1,1-Dimethoxycyclopentane = Cyclopentanone + 2Methyl Alcohol

By formula: H2O + C7H14O2 = C5H8O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar3.9 ± 0.4kcal/molCmWiberg, Morgan, et al., 1994liquid phase; ALS

1,1,1,3,3,3-Hexafluoro-2-methoxy-2-propanol = Methyl Alcohol + 2-Propanone, 1,1,1,3,3,3-hexafluoro-

By formula: C4H4F6O2 = CH4O + C3F6O

Quantity Value Units Method Reference Comment
Deltar21.3 ± 0.3kcal/molCmRogers and Rapiejko, 1971liquid phase; Hydration; ALS

Acetic acid, cyano-, methyl ester + Water = Acetic acid, cyano- + Methyl Alcohol

By formula: C4H5NO2 + H2O = C3H3NO2 + CH4O

Quantity Value Units Method Reference Comment
Deltar-13.0 ± 0.5kcal/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

Benzene, (trimethoxymethyl)- + Water = 2Methyl Alcohol + Benzoic acid, methyl ester

By formula: C10H14O3 + H2O = 2CH4O + C8H8O2

Quantity Value Units Method Reference Comment
Deltar-4.13 ± 0.09kcal/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

Methyl propionate + Water = Methyl Alcohol + Propanoic acid

By formula: C4H8O2 + H2O = CH4O + C3H6O2

Quantity Value Units Method Reference Comment
Deltar-14.38 ± 0.22kcal/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

Methyl isobutyrate + Water = Methyl Alcohol + Propanoic acid, 2-methyl-

By formula: C5H10O2 + H2O = CH4O + C4H8O2

Quantity Value Units Method Reference Comment
Deltar-14.72 ± 0.24kcal/molEqkGuthrie and Cullimore, 1980liquid phase; ALS

Methyl Alcohol + Acetone = 1-Propene, 2-methoxy- + Water

By formula: CH4O + C3H6O = C4H8O + H2O

Quantity Value Units Method Reference Comment
Deltar5.75 ± 0.11kcal/molEqkHine and Arata, 1976liquid phase; ALS

Butanal + 2Methyl Alcohol = Butane, 1,1-dimethoxy + Water

By formula: C4H8O + 2CH4O = C6H14O2 + H2O

Quantity Value Units Method Reference Comment
Deltar-14.1 ± 0.3kcal/molCmWiberg, Morgan, et al., 1994gas phase; ALS

Cyclopentanone + 2Methyl Alcohol = Water + 1,1-Dimethoxycyclopentane

By formula: C5H8O + 2CH4O = H2O + C7H14O2

Quantity Value Units Method Reference Comment
Deltar-10.4 ± 0.3kcal/molCmWiberg, Morgan, et al., 1994gas phase; ALS

Cyclohexanone + 2Methyl Alcohol = Water + Cyclohexane, 1,1-dimethoxy-

By formula: C6H10O + 2CH4O = H2O + C8H16O2

Quantity Value Units Method Reference Comment
Deltar-12.9 ± 0.3kcal/molCmWiberg, Morgan, et al., 1994gas phase; ALS

2Methyl Alcohol + Acetaldehyde = Ethane, 1,2-dimethoxy- + Water

By formula: 2CH4O + C2H4O = C4H10O2 + H2O

Quantity Value Units Method Reference Comment
Deltar-14.8 ± 0.3kcal/molCmWiberg, Morgan, et al., 1994gas phase; ALS

Methyl nitrite + Hydrogen chloride = Nitrosyl chloride + Methyl Alcohol

By formula: CH3NO2 + HCl = ClNO + CH4O

Quantity Value Units Method Reference Comment
Deltar2.14 ± 0.20kcal/molEqkRay and Gershon, 1962gas phase; ALS

2Methyl Alcohol + Acetone = Water + Propane, 2,2-dimethoxy-

By formula: 2CH4O + C3H6O = H2O + C5H12O2

Quantity Value Units Method Reference Comment
Deltar-11.1 ± 0.3kcal/molCmWiberg, Morgan, et al., 1994gas phase; ALS

Methyl nitrite + Nitric acid = 2Nitrogen dioxide + Methyl Alcohol

By formula: CH3NO2 + HNO3 = 2NO2 + CH4O

Quantity Value Units Method Reference Comment
Deltar15.89kcal/molEqkSilverwood and Thomas, 1967gas phase; ALS

F6S- + Methyl Alcohol = (F6S- bullet Methyl Alcohol)

By formula: F6S- + CH4O = (F6S- bullet CH4O)

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
4.5308.PHPMSKnighton, Zook, et al., 1990gas phase; M

Perfluoro(methylcyclohexane) anion + Methyl Alcohol = (Perfluoro(methylcyclohexane) anion bullet Methyl Alcohol)

By formula: C7F14- + CH4O = (C7F14- bullet CH4O)

Free energy of reaction

DeltarG° (kcal/mol) T (K) Method Reference Comment
6.4308.PHPMSKnighton, Zook, et al., 1990gas phase; M

Propane, 2-methoxy-2-methyl- = 1-Propene, 2-methyl- + Methyl Alcohol

By formula: C5H12O = C4H8 + CH4O

Quantity Value Units Method Reference Comment
Deltar9.51 ± 0.1kcal/molCmArntz and Gottlieb, 1985gas phase; At 319K; ALS

C10H11ClZr (cr) + Methyl Alcohol (l) = C11H13ClOZr (cr) + Hydrogen (g)

By formula: C10H11ClZr (cr) + CH4O (l) = C11H13ClOZr (cr) + H2 (g)

Quantity Value Units Method Reference Comment
Deltar-19.4 ± 0.33kcal/molRSCDiogo, Simoni, et al., 1993MS

(Magnesium ion (1+) bullet 2Methyl Alcohol) + Methyl Alcohol = (Magnesium ion (1+) bullet 3Methyl Alcohol)

By formula: (Mg+ bullet 2CH4O) + CH4O = (Mg+ bullet 3CH4O)

Quantity Value Units Method Reference Comment
Deltar21.9 ± 2.1kcal/molCIDTAndersen, Muntean, et al., 2000RCD

(Magnesium ion (1+) bullet Methyl Alcohol) + Methyl Alcohol = (Magnesium ion (1+) bullet 2Methyl Alcohol)

By formula: (Mg+ bullet CH4O) + CH4O = (Mg+ bullet 2CH4O)

Quantity Value Units Method Reference Comment
Deltar28.8 ± 1.6kcal/molCIDTAndersen, Muntean, et al., 2000RCD

CH3LiO (cr) + Water (l) = HLiO (cr) + Methyl Alcohol (l)

By formula: CH3LiO (cr) + H2O (l) = HLiO (cr) + CH4O (l)

Quantity Value Units Method Reference Comment
Deltar-1.2 ± 0.55kcal/molRSCLeal and Martinho Simões, 1993MS

2-Methyl-1-butene + Methyl Alcohol = Butane, 1-methoxy-2-methyl-

By formula: C5H10 + CH4O = C6H14O

Quantity Value Units Method Reference Comment
Deltar-8.56 ± 0.31kcal/molEqkSerda, Izquierdo, et al., 1995liquid phase; ALS

2-Butene, 2-methyl- + Methyl Alcohol = Butane, 1-methoxy-2-methyl-

By formula: C5H10 + CH4O = C6H14O

Quantity Value Units Method Reference Comment
Deltar-7.84 ± 0.33kcal/molEqkSerda, Izquierdo, et al., 1995liquid phase; ALS

Butane, 2-methoxy-2-methyl- = 2-Methyl-1-butene + Methyl Alcohol

By formula: C6H14O = C5H10 + CH4O

Quantity Value Units Method Reference Comment
Deltar16.24 ± 0.093kcal/molEqkRozhnov, Safronov, et al., 1991liquid phase; ALS

Propylene Carbonate + 2Methyl Alcohol = Propylene Glycol + Carbonic acid, dimethyl ester

By formula: C4H6O3 + 2CH4O = C3H8O2 + C3H6O3

Quantity Value Units Method Reference Comment
Deltar-1.66kcal/molKinZhang and Luo, 1991liquid phase; ALS

sodium methanolate (cr) + Water (l) = Sodium hydroxide (cr) + Methyl Alcohol (l)

By formula: CH3NaO (cr) + H2O (l) = HNaO (cr) + CH4O (l)

Quantity Value Units Method Reference Comment
Deltar-1.6 ± 0.57kcal/molRSCLeal, Pires de Matos, et al., 1991MS

Methyl Alcohol + Nitric acid = Methyl nitrate + Water

By formula: CH4O + HNO3 = CH3NO3 + H2O

Quantity Value Units Method Reference Comment
Deltar-6.60kcal/molEqkRubtsov, 1986liquid phase; ALS

1-Propene, 2-methyl- + Methyl Alcohol = Propane, 2-methoxy-2-methyl-

By formula: C4H8 + CH4O = C5H12O

Quantity Value Units Method Reference Comment
Deltar-8.08kcal/molCmSol, Perics, et al., 1994liquid phase; ALS

Cobalt ion (1+) + Methyl Alcohol = (Cobalt ion (1+) bullet Methyl Alcohol)

By formula: Co+ + CH4O = (Co+ bullet CH4O)

Quantity Value Units Method Reference Comment
Deltar35.4 ± 1.9kcal/molCIDTRodgers and Armentrout, 2000RCD

Ketene + Methyl Alcohol = Acetic acid, methyl ester

By formula: C2H2O + CH4O = C3H6O2

Quantity Value Units Method Reference Comment
Deltar-36.93kcal/molCmRice and Greenberg, 1934gas phase; ALS

References

Go To: Top, Reaction thermochemistry data, Notes

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

Leal, Pires de Matos, et al., 1991
Leal, J.P.; Pires de Matos, A.; Martinho Simões, J.A., J. Organometal. Chem., 1991, 403, 1. [all data]

Wiberg, Morgan, et al., 1994
Wiberg, K.B.; Morgan, K.M.; Maltz, H., Thermochemistry of carbonyl reactions. 6. A study of hydration equilibria, J. Am. Chem. Soc., 1994, 116, 11067-11077. [all data]

Wiberg and Squires, 1981
Wiberg, K.B.; Squires, R.R., Thermochemical studies of carbonyl reactions. 2. Steric effects in acetal and ketal hydrolysis, J. Am. Chem. Soc., 1981, 103, 4473-4478. [all data]

Guthrie and Cullimore, 1980
Guthrie, J.P.; Cullimore, P.A., Effect of the acyl substituent on the equilibrium constant for hydration of esters, Can. J. Chem., 1980, 58, 1281-1294. [all data]

Wiberg and Squires, 1979
Wiberg, K.B.; Squires, R.R., Thermodynamics of hydrolysis aliphatic ketals. An entropy component of steric effects, J. Am. Chem. Soc., 1979, 101, 5512-5515. [all data]

Coon and Daniels, 1933
Coon, E.D.; Daniels, F., An isothermal calorimeter for slow reactions, J. Phys. Chem., 1933, 37, 1-12. [all data]

Hine and Klueppet, 1974
Hine, J.; Klueppet, A.W., Structural effects on rates and equilibria. XVIII. Thermodynamic stability of ortho esters, J. Am. Chem. Soc., 1974, 96, 2924-2929. [all data]

Hine and Arata, 1976
Hine, J.; Arata, K., Keto-Enol tautomerism. II. The calorimetrical determination of the equilibrium constants for keto-enol tautomerism for cyclohexanone, Bull. Chem. Soc. Jpn., 1976, 49, 3089-3092. [all data]

Rogers and Rapiejko, 1971
Rogers, F.E.; Rapiejko, R.J., Thermochemistry of carbonyl addition reactions. I. Addition of water and methanol to hexafluoroacetone, J. Am. Chem. Soc., 1971, 93, 4596-1597. [all data]

Ray and Gershon, 1962
Ray, J.D.; Gershon, A.A., The heat of formation of gaseous methyl nitrite, J. Phys. Chem., 1962, 66, 1750-1752. [all data]

Silverwood and Thomas, 1967
Silverwood, R.; Thomas, J.H., Reaction between methanol and nitrogen dioxide. Part 1.-Low-temperature reaction and the thermodynamic constants of methyl nitrite, J. Chem. Soc. Faraday Trans., 1967, 63, 2476-2479. [all data]

Knighton, Zook, et al., 1990
Knighton, W.B.; Zook, D.R.; Grimsrud, E.P., Cluster-Assisted Decomposition Reactions of the Molecular Anions of SF6 and C7F14, J. Am. Soc. Mass Spectrom., 1990, 1, 5, 372, https://doi.org/10.1016/1044-0305(90)85017-G . [all data]

Arntz and Gottlieb, 1985
Arntz, H.; Gottlieb, K., High-pressure heat-flow calorimeter determination of the enthalpy of reaction for the synthesis of methyl t-butyl ether from methanol and 2-methylpropene, J. Chem. Thermodyn., 1985, 17, 967-972. [all data]

Diogo, Simoni, et al., 1993
Diogo, H.P.; Simoni, J.A.; Minas da Piedade, M.E.; Dias, A.R.; Martinho Simões, J.A., J. Am. Chem. Soc., 1993, 115, 2764. [all data]

Andersen, Muntean, et al., 2000
Andersen, A.; Muntean, F.; Walter, D.; Rue, C.; Armentrout, P.B., Collision-Induced Dissociation and Theoretical Studies of Mg+ Complexes with CO, CO2, NH3, CH4, CH3OH, and C6H6, J. Phys. Chem. A, 2000, 104, 4, 692, https://doi.org/10.1021/jp993031t . [all data]

Leal and Martinho Simões, 1993
Leal, J.P.; Martinho Simões, J.A., J. Organometal. Chem., 1993, 460, 131. [all data]

Serda, Izquierdo, et al., 1995
Serda, J.A.; Izquierdo, J.F.; Tejero, J.; Cunill, F.; Iborra, M., Equilibrium and thermodynamics for 2-methyl-2-methoxybutane liquid-phase decomposition, Thermochim. Acta, 1995, 259, 111-120. [all data]

Rozhnov, Safronov, et al., 1991
Rozhnov, A.M.; Safronov, V.V.; Verevkin, S.P.; Sharonov, K.G.; Alenin, V.I., Enthalpy of combustion and enthalpy of vaporization of 2-ethyl-2-methoxypropane and thermodynamics of its gas-phase synthesis from (methanol + a 2-methylbutene), J. Chem. Thermodyn., 1991, 23, 629-635. [all data]

Zhang and Luo, 1991
Zhang, S.; Luo, Y., Kinetics and technological conditions for the synthesis of dimethyl carbonate, Chem. React. Eng. Tech., 1991, 7, 10-19. [all data]

Rubtsov, 1986
Rubtsov, Yu.I., Thermodynamic calculation of equilibrium in nitration of alcohols, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1986, 19-22. [all data]

Sol, Perics, et al., 1994
Sol, L.; Perics, M.A.; Cunill, F.; Iborra, M., Reaction calorimetry study of the liquid-phase synthesis of tert-butyl methyl ether, Ind. Eng. Chem. Res., 1994, 33, 2578-2583. [all data]

Rodgers and Armentrout, 2000
Rodgers, M.T.; Armentrout, P.B., Noncovalent Metal-Ligand Bond Energies as Studied by Threshold Collision-Induced Dissociation, Mass Spectrom. Rev., 2000, 19, 4, 215, https://doi.org/10.1002/1098-2787(200007)19:4<215::AID-MAS2>3.0.CO;2-X . [all data]

Rice and Greenberg, 1934
Rice, F.O.; Greenberg, J., Ketene. III. Heat of formation and heat of reaction with alcohols, J. Am. Chem. Soc., 1934, 38, 2268-2270. [all data]


Notes

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