Benzenemethanol, α,α-dimethyl-
- Formula: C9H12O
- Molecular weight: 136.1910
- IUPAC Standard InChIKey: BDCFWIDZNLCTMF-UHFFFAOYSA-N
- CAS Registry Number: 617-94-7
- 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: α-Cumyl alcohol; 2-Phenylisopropanol; Benzyl alcohol, α,α-dimethyl-; α,α-Dimethylbenzyl alcohol; Dimethylphenylcarbinol; Dimethylphenylmethanol; 1-Hydroxycumene; 2-Phenyl-2-propanol; 2-Propanol, 2-phenyl-; α,α-Dimethylbenzenemethanol; Phenyldimethylcarbinol; 1-Methyl-1-phenylethanol; 2-phenylpropan-2-ol; 2-Hydroxy-2-phenylpropane; NSC 1261; NSC 212537
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Condensed phase thermochemistry data
Go To: Top, 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°solid | -59.85 ± 0.55 | kcal/mol | Ccb | Van-Chin-Syan, Dolbneva, et al., 1984 | see Dolbneva, Dikii, et al., 1984 |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -1196.5 ± 0.53 | kcal/mol | Ccb | Van-Chin-Syan, Dolbneva, et al., 1984 | see Dolbneva, Dikii, et al., 1984; Corresponding ΔfHºsolid = -59.85 kcal/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
Go To: Top, Condensed phase 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:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 475.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 310. | K | N/A | Dolbneva, Dikii, et al., 1982 | Crystal phase 1 phase; Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 346. | K | N/A | Welsh and Drake, 1938 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 15.5 ± 0.1 | kcal/mol | GS | Verevkin, 1999 | Based on data from 311. to 338. K.; AC |
Quantity | Value | Units | Method | Reference | Comment |
ΔsubH° | 19.7 ± 0.2 | kcal/mol | N/A | Verevkin, 1999 | AC |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
15.2 ± 0.1 | 325. | GS | Verevkin, 1999 | Based on data from 311. to 338. K.; AC |
12.6 | 406. | A | Stephenson and Malanowski, 1987 | Based on data from 391. to 423. K.; AC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
19.8 ± 0.2 | 289. | GS | Verevkin, 1999 | Based on data from 276. to 302. K.; AC |
20.9 ± 0.62 | 294. | V | Van-Chin-Syan, Dolbneva, et al., 1984 | see Dolbneva, Dikii, et al., 1984; ALS |
References
Go To: Top, Condensed phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Van-Chin-Syan, Dolbneva, et al., 1984
Van-Chin-Syan, Yu.Ya.; Dolbneva, T.N.; Dikii, M.A.; Cuchmarev, S.K.,
Thermochemistry of derivatives of isopropylbenzene and p-diisopropylbenzene,
Russ. J. Phys. Chem. (Engl. Transl.), 1984, 58, 1783-1785. [all data]
Dolbneva, Dikii, et al., 1984
Dolbneva, T.N.; Dikii, M.A.; Wang, C.H.; Gevus, O.I.,
Thermodynamic properties of derivatives of diisopropylbenzene, Deposited Document, SPSTL 293 Khp-D82. Chem. Abst. 101:22824c, 1984, 1-6. [all data]
Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]
Dolbneva, Dikii, et al., 1982
Dolbneva, T.N.; Dikii, M.A.; Van-Chin-Syan, Yu.Ya.; Gevus, O.I.,
Thermodynamic properties of diisopropylbenzene derivatives,
Deposited Doc. ONIITEkhim Cherkassy, 1982, Doc. No. 293 khp - 82, 1982. [all data]
Welsh and Drake, 1938
Welsh, L.H.; Drake, N.L.,
The Condensation of Tertiary Aryl Substituted Carbinos with Phenol in the Presence of Aluminum Chloride,
J. Am. Chem. Soc., 1938, 60, 59. [all data]
Verevkin, 1999
Verevkin, Sergey P.,
Strain Effects in Phenyl-Substituted Methanes. Geminal Interaction between Phenyl and the Electron-Releasing Substituent in Benzylamines and Benzyl Alcohols,
J. Chem. Eng. Data, 1999, 44, 6, 1245-1251, https://doi.org/10.1021/je990118z
. [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]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change 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°solid Enthalpy of formation of solid at standard conditions ΔsubH Enthalpy of sublimation ΔsubH° Enthalpy of sublimation at standard conditions ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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