Methyl Alcohol

• Formula: CH₄O
• Molecular weight: 32.0419
• IUPAC Standard InChI: InChI=1S/CH4O/c1-2/h2H,1H3 Copy

  
• IUPAC Standard InChIKey: OKKJLVBELUTLKV-UHFFFAOYSA-N Copy
• 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:
  • Methan-d3-ol
  • Methanol-o-d1
  • Methanol-D4
• 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
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data (reactions 251 to 300)
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data: reactions 1 to 50, reactions 51 to 100, reactions 101 to 150, reactions 151 to 200, reactions 201 to 250
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Vibrational and/or electronic energy levels
  • Gas Chromatography
  • Fluid Properties
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Reaction thermochemistry data

Go To: Top, 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:
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

 (cr) + ( • 552) (solution) =  (l) +  (cr)

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

 +  =  + 2

By formula: C₆H₁₂O₂ + H₂O = C₄H₆O + 2CH₄O

 +  =  + 2

By formula: C₅H₁₂O₂ + H₂O = C₃H₆O + 2CH₄O

 +  = 2 + 

By formula: C₆H₁₄O₂ + H₂O = 2CH₄O + C₄H₈O

 +  = 2 + 

By formula: C₇H₁₆O₂ + H₂O = 2CH₄O + C₅H₁₀O

 +  =  + 2

By formula: C₆H₁₁NO₃ + H₂O = C₄H₅NO₂ + 2CH₄O

 + 2 = C₉H₁₆O₂ + 

By formula: C₇H₁₀O + 2CH₄O = C₉H₁₆O₂ + H₂O

 +  =  + 

By formula: C₄H₈O₃ + H₂O = C₃H₆O₃ + CH₄O

 +  =  + 2

By formula: C₈H₁₈O₂ + H₂O = C₆H₁₂O + 2CH₄O

 +  =  + 

By formula: H₂O + C₃H₆O₂ = C₂H₄O₂ + CH₄O

 +  =  + 2

By formula: C₅H₁₂O₃ + H₂O = C₃H₆O₂ + 2CH₄O

 +  =  + 

By formula: H₂O + C₇H₁₂O = C₆H₁₀O + CH₄O

 + 2 =  + 

By formula: C₄H₆O + 2CH₄O = C₆H₁₂O₂ + H₂O

 +  =  + 2

By formula: H₂O + C₈H₁₆O₂ = C₆H₁₀O + 2CH₄O

 +  =  + 2

By formula: C₄H₁₀O₃ + H₂O = C₂H₄O₂ + 2CH₄O

 +  =  + 

By formula: C₄H₈O + H₂O = CH₄O + C₃H₆O

 +  = 2 + 

By formula: C₄H₁₀O₂ + H₂O = 2CH₄O + C₂H₄O

 +  =  + 2

By formula: H₂O + C₇H₁₄O₂ = C₅H₈O + 2CH₄O

=  + 

By formula: C₄H₄F₆O₂ = CH₄O + C₃F₆O

 +  =  + 

By formula: C₄H₅NO₂ + H₂O = C₃H₃NO₂ + CH₄O

 +  = 2 + 

By formula: C₁₀H₁₄O₃ + H₂O = 2CH₄O + C₈H₈O₂

 +  =  + 

By formula: C₄H₈O₂ + H₂O = CH₄O + C₃H₆O₂

 +  =  + 

By formula: C₅H₁₀O₂ + H₂O = CH₄O + C₄H₈O₂

 +  =  + 

By formula: CH₄O + C₃H₆O = C₄H₈O + H₂O

 + 2 =  + 

By formula: C₄H₈O + 2CH₄O = C₆H₁₄O₂ + H₂O

 + 2 =  + 

By formula: C₅H₈O + 2CH₄O = H₂O + C₇H₁₄O₂

 + 2 =  + 

By formula: C₆H₁₀O + 2CH₄O = H₂O + C₈H₁₆O₂

2 +  =  + 

By formula: 2CH₄O + C₂H₄O = C₄H₁₀O₂ + H₂O

 +  =  + 

By formula: CH₃NO₂ + HCl = ClNO + CH₄O

2 +  =  + 

By formula: 2CH₄O + C₃H₆O = H₂O + C₅H₁₂O₂

 +  = 2 + 

By formula: CH₃NO₂ + HNO₃ = 2NO₂ + CH₄O

F₆S^- +  = (F₆S^- • )

By formula: F₆S^- + CH₄O = (F₆S^- • CH₄O)

Free energy of reaction

 +  = ( • )

By formula: C₇F₁₄^- + CH₄O = (C₇F₁₄^- • CH₄O)

Free energy of reaction

=  + 

By formula: C₅H₁₂O = C₄H₈ + CH₄O

C₁₀H₁₁ClZr (cr) +  (l) = C₁₁H₁₃ClOZr (cr) +  (g)

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

( • 2) +  = ( • 3)

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

( • ) +  = ( • 2)

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

CH₃LiO (cr) +  (l) = HLiO (cr) +  (l)

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

 +  =

By formula: C₅H₁₀ + CH₄O = C₆H₁₄O

 +  =

By formula: C₅H₁₀ + CH₄O = C₆H₁₄O

=  + 

By formula: C₆H₁₄O = C₅H₁₀ + CH₄O

 + 2 =  + 

By formula: C₄H₆O₃ + 2CH₄O = C₃H₈O₂ + C₃H₆O₃

 (cr) +  (l) =  (cr) +  (l)

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

 +  =  + 

By formula: CH₄O + HNO₃ = CH₃NO₃ + H₂O

 +  =

By formula: C₄H₈ + CH₄O = C₅H₁₂O

 +  = ( • )

By formula: Co⁺ + CH₄O = (Co⁺ • CH₄O)

 +  =

By formula: C₂H₂O + CH₄O = C₃H₆O₂

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

Go To: Top, Reaction thermochemistry data, References

• Symbols used in this document:
  

  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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