α-Terpineol
- Formula: C10H18O
- Molecular weight: 154.2493
- IUPAC Standard InChI: InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3/t9-/m1/s1
- IUPAC Standard InChIKey: WUOACPNHFRMFPN-SECBINFHSA-N
- CAS Registry Number: 98-55-5
- 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. - Stereoisomers:
- Other names: 3-Cyclohexene-1-methanol, α,α4-trimethyl-; p-Menth-1-en-8-ol; Terpineol schlechthin; Terpineol, α; α-Terpinol; α,α,4-Trimethyl-3-Cyclohexene-1-methanol; alpha-Terpineol; 2-(4-methylcyclohex-3-enyl)propan-2-ol; Menth-1-en-8-ol; dl-α-Terpineol; 1-p-Menthen-8-ol; (.+/-.)-α-Terpineol; 2-(4-Methyl-3-cyclohexenyl)-2-propanol; 8-Hydroxy-p-menth-1-ene; NSC 21449; PC 593; Terpineol 350; 4-(2-Hydroxy-2-propyl)-1-methylcyclohexene; Terpineol; (+)-α-Terpineol; 1-α-terpineol; α-terpineole; Terpenol; 2-(4-methylcyclohex-3-enyl)propan-2-ol (α-terpineol); α-terpinenol
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Phase change data
Go To: Top, IR Spectrum, 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
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 490.7 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
| Tboil | 491.15 | K | N/A | Lecat, 1930 | Uncertainty assigned by TRC = 0.4 K; not clear that this is a new measurement; TRC |
| Tboil | 491.0 | K | N/A | Lecat, 1926 | Uncertainty assigned by TRC = 0.5 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 308.15 | K | N/A | Serpinskii, Voitkevich, et al., 1958 | Uncertainty assigned by TRC = 1. K; TRC |
| Tfus | 312. | K | N/A | Kay and Perkin, 1906 | Uncertainty assigned by TRC = 4. K; TRC |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 12.9 | 340. | A | Stephenson and Malanowski, 1987 | Based on data from 325. to 491. K.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 357.0 to 490.1 | 4.42321 | 1844.962 | -74.617 | Pickett and Peterson, 1929 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 19.1 | 297.5 | A | Stephenson and Malanowski, 1987 | Based on data from 287. to 308. K.; AC |
IR Spectrum
Go To: Top, Phase change data, References, Notes
Data compiled by: Coblentz Society, Inc.
Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
References
Go To: Top, Phase change data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Lecat, 1930
Lecat, M.,
Azeotropism in Binary Mixtures Containing an Alcohol Mixed with an amine, a nitro derivative, an ether or water.,
Z. Anorg. Allg. Chem., 1930, 186, 119. [all data]
Lecat, 1926
Lecat, M.,
New binary azeotropes: 3rd list,
Ann. Soc. Sci. Bruxelles, Ser. B, 1926, 45, 284-94. [all data]
Serpinskii, Voitkevich, et al., 1958
Serpinskii, V.V.; Voitkevich, S.A.; Lyuboshits, N.Yu.,
Trudy Vsesoyuz. Nauch.-Issledovatel. Inst. Sintet. I. Natural. Dushistykh Veshchestv, 1958, 4, 125. [all data]
Kay and Perkin, 1906
Kay, F.W.; Perkin, W.H.,
Experiments on the synthesis of the terpenes: viii synthesis of the optically active modifications of delta(3)-p-menthenol(8) and delta(3.8(9)) -p-menthadiene,
J. Chem. Soc., 1906, 89, 839-56. [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]
Pickett and Peterson, 1929
Pickett, O.A.; Peterson, J.M.,
Terpenes and Terpene Alcohols. I. Vapor Pressure-Temperature Relationships,
Ind. Eng. Chem., 1929, 21, 4, 325-326, https://doi.org/10.1021/ie50232a013
. [all data]
Notes
Go To: Top, Phase change data, IR Spectrum, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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