Cyclohexanol, 2-methyl-, trans-
- Formula: C7H14O
- Molecular weight: 114.1855
- IUPAC Standard InChIKey: NDVWOBYBJYUSMF-BQBZGAKWSA-N
- CAS Registry Number: 7443-52-9
- 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. - Species with the same structure:
- Stereoisomers:
- Other names: trans-2-Methylcyclohexanol; 2-Methylcyclohexanol
- Information on this page:
- Other data available:
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Condensed phase 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -100.68 | kcal/mol | Ccb | Skita and Faust, 1931 | Authors' ΔU=-9074.7±4 cal/g |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -1033.03 ± 0.79 | kcal/mol | Ccb | Eliel and Haber, 1958 | Corresponding ΔfHºliquid = -103.53 kcal/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -1035.89 ± 0.80 | kcal/mol | Ccb | Skita and Faust, 1931 | Authors' ΔU=-9074.7±4 cal/g; Corresponding ΔfHºliquid = -100.67 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change 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 by: Robert L. Brown and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 440.6 | K | N/A | Aldrich Chemical Company Inc., 1990 |
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:
B - John E. Bartmess
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
C7H13O- + =
By formula: C7H13O- + H+ = C7H14O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 372.6 ± 2.0 | kcal/mol | CIDC | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
ΔrH° | 371.7 ± 2.2 | kcal/mol | G+TS | Majumdar, Clairet, et al., 1992 | gas phase; Acidity adjusted to 1987 acidity scale; B |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 366.0 ± 2.1 | kcal/mol | H-TS | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy.; B |
ΔrG° | 365.1 ± 2.1 | kcal/mol | CIDC | Majumdar, Clairet, et al., 1992 | gas phase; Acidity adjusted to 1987 acidity scale; B |
By formula: C7H14O = C7H14O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 0.9 ± 0.1 | kcal/mol | Eqk | Kabo and Frenkel, 1983 | gas phase; ALS |
ΔrH° | 0.9 ± 0.1 | kcal/mol | Eqk | Frenkel and Kabo, 1979 | liquid phase; ALS |
By formula: C7H14O = H2 + C7H12O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 15.9 ± 0.57 | kcal/mol | Eqk | Fedoseenko, Yursha, et al., 1983 | gas phase; At 493 K; ALS |
Gas phase ion energetics 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 by: John E. Bartmess
De-protonation reactions
C7H13O- + =
By formula: C7H13O- + H+ = C7H14O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 372.6 ± 2.0 | kcal/mol | CIDC | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy. |
ΔrH° | 371.7 ± 2.2 | kcal/mol | G+TS | Majumdar, Clairet, et al., 1992 | gas phase; Acidity adjusted to 1987 acidity scale |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 366.0 ± 2.1 | kcal/mol | H-TS | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy. |
ΔrG° | 365.1 ± 2.1 | kcal/mol | CIDC | Majumdar, Clairet, et al., 1992 | gas phase; Acidity adjusted to 1987 acidity scale |
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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Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
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 |
Mass spectrum (electron ionization)
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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
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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-7713 |
NIST MS number | 227878 |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, Gas phase ion energetics data, IR Spectrum, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Skita and Faust, 1931
Skita, A.; Faust, W.,
474. Uber die Bildungs-Geschwindigkeiten der stereomeren Methyl-cyclohexanole,
Ber., 1931, 64, 2878-2892. [all data]
Eliel and Haber, 1958
Eliel, E.L.; Haber, R.G.,
The boiling points of the methylcyclohexanols-an exception to the conformational rule,
J. Org. Chem., 1958, 23, 2041. [all data]
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Haas and Harrison, 1993
Haas, M.J.; Harrison, A.G.,
The Fragmentation of Proton-Bound Cluster Ions and the Gas-Phase Acidities of Alcohols,
Int. J. Mass Spectrom. Ion Proc., 1993, 124, 2, 115, https://doi.org/10.1016/0168-1176(93)80003-W
. [all data]
Majumdar, Clairet, et al., 1992
Majumdar, T.K.; Clairet, F.; Tabet, J.C.; Cooks, R.G.,
PAs of halogenated uridines,
J. Am. Chem . Soc., 1992, 114, 2897. [all data]
Kabo and Frenkel, 1983
Kabo, G.J.; Frenkel, M.L.,
Thermodynamics of diastereomeric transformations of alcohols with different carbon-skeleton structures,
J. Chem. Thermodyn., 1983, 15, 377-381. [all data]
Frenkel and Kabo, 1979
Frenkel, M.L.; Kabo, G.Ya.,
Thermodynamics of stereoisomeric transformations of methylcyclohexanols,
Termodin. Org. Soedin., 1979, 104-106. [all data]
Fedoseenko, Yursha, et al., 1983
Fedoseenko, V.I.; Yursha, I.A.; Kabo, G.Ya.,
Equilibrium and thermodynamics of cyclohexanol dehydrogenation reactions,
Dokl. Akad. Nauk BSSR, 1983, 27, 926-929. [all data]
Notes
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- Symbols used in this document:
Tboil Boiling point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions 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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