Cyclopentanol, 1-methyl-
- Formula: C6H12O
- Molecular weight: 100.1589
- IUPAC Standard InChIKey: CAKWRXVKWGUISE-UHFFFAOYSA-N
- CAS Registry Number: 1462-03-9
- 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. - Other names: 1-Hydroxy-1-methylcyclopentane; 1-Methylcyclopentanol; 1-Methyl-1-cyclopentanol
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Gas 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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°gas | -67.94 ± 0.34 | kcal/mol | Ccb | Blokhin, Kabo, et al., 1997 | ALS |
ΔfH°gas | -68.12 | kcal/mol | N/A | Wiberg, Wasserman, et al., 1985 | Value computed using ΔfHsolid° value of -352.0±0.8 kj/mol from Wiberg, Wasserman, et al., 1985 and ΔsubH° value of 67.0 kj/mol from Blokhin, Kabo, et al., 1997.; DRB |
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°solid | -83.953 | kcal/mol | Ccb | Blokhin, Kabo, et al., 1997 | |
ΔfH°solid | -84.12 ± 0.18 | kcal/mol | Cac | Wiberg, Wasserman, et al., 1985 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -890.25 ± 0.27 | kcal/mol | Ccb | Blokhin, Kabo, et al., 1997 | Corresponding ΔfHºsolid = -83.948 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 408.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Tboil | 409.65 | K | N/A | Walling and Padwa, 1963 | Uncertainty assigned by TRC = 2. K; TRC |
Tboil | 406. | K | N/A | Lutz, Bearse, et al., 1948 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 306. | K | N/A | Brown and Borkowski, 1952 | Uncertainty assigned by TRC = 3. K; TRC |
Tfus | 309. | K | N/A | Lutz, Bearse, et al., 1948 | Uncertainty assigned by TRC = 3. K; TRC |
Tfus | 297.8 | K | N/A | White and Bishop, 1940 | Uncertainty assigned by TRC = 0.6 K; TRC |
Tfus | 308.65 | K | N/A | Timmermans and Hennaut-Roland, 1937 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tfus | 309. | K | N/A | Zelinskii and Namjetkin, 1902 | Uncertainty assigned by TRC = 4. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 16.01 ± 0.036 | kcal/mol | V | Blokhin, Kabo, et al., 1997 | ALS |
ΔsubH° | 16.0 | kcal/mol | N/A | Blokhin, Kabo, et al., 1997 | DRB |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.9 | 369. | A | Stephenson and Malanowski, 1987 | Based on data from 354. to 407. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.01 | 310.2 | Wiberg, Wasserman, et al., 1985 | AC |
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 by: John E. Bartmess
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
C6H11O- + =
By formula: C6H11O- + H+ = C6H12O
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔrH° | 372.7 ± 2.0 | kcal/mol | CIDC | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy. |
Quantity | Value | Units | Method | Reference | Comment |
ΔrG° | 366.1 ± 2.1 | kcal/mol | H-TS | Haas and Harrison, 1993 | gas phase; Both metastable and 50 eV collision energy. |
References
Go To: Top, Gas phase thermochemistry data, 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.
Blokhin, Kabo, et al., 1997
Blokhin, A.V.; Kabo, G.J.; Kozyro, A.A.; Ivashkevich, L.S.; Krasulin, A.P.; Diky, V.V.; Maksimuk, Yu.V.,
Thermodynamic properties of 1-methylcyclopentanol and 1-chloro-1-methylcyclopentane in the ideal gas state,
Thermochim. Acta, 1997, 292, 19-29. [all data]
Wiberg, Wasserman, et al., 1985
Wiberg, K.B.; Wasserman, D.J.; Martin, E.J.; Murcko, M.A.,
Enthalpies of hydration of alkenes. 3. Cycloalkenes,
J. Am. Chem. Soc., 1985, 107, 6019-6022. [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]
Walling and Padwa, 1963
Walling, C.; Padwa, A.,
Positive Halogen Compounds VI. Effects of Structure and Medium on the β-Scission of Alkoxy Radicals,
J. Am. Chem. Soc., 1963, 85, 1593. [all data]
Lutz, Bearse, et al., 1948
Lutz, G.A.; Bearse, A.E.; Leonard, J.E.; Croxton, F.C.,
Studies in the Methylcyclopentane Series. I. Preparation and Reactions of Methylcyclopentyl Monochlorides,
J. Am. Chem. Soc., 1948, 70, 4135-38. [all data]
Brown and Borkowski, 1952
Brown, H.C.; Borkowski, M.,
1-Chloro-1-methylcycloalkanes,
J. Am. Chem. Soc., 1952, 74, 1894. [all data]
White and Bishop, 1940
White, A.H.; Bishop, W.S.,
Dielectric Evidence of Molecular Rotation in the Crystals of Certain Non-aromatic Compounds,
J. Am. Chem. Soc., 1940, 62, 8-16. [all data]
Timmermans and Hennaut-Roland, 1937
Timmermans, J.; Hennaut-Roland, M.,
Works from International Bureau at Physical-Chemical Standards. VIII. Physical constants of 20 organic compounds,
J. Chim. Phys. Phys.-Chim. Biol., 1937, 34, 693. [all data]
Zelinskii and Namjetkin, 1902
Zelinskii, N.D.; Namjetkin, S.,
Synthesis of 1-Methylcyclopentanol,
Ber. Dtsch. Chem. Ges., 1902, 35, 2683. [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]
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]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Reaction thermochemistry data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔrG° Free energy of reaction at standard conditions ΔrH° Enthalpy of reaction at standard conditions ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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