Cyclohexane, 1,3-dimethyl-, cis-
- Formula: C8H16
- Molecular weight: 112.2126
- IUPAC Standard InChI: InChI=1S/C8H16/c1-7-4-3-5-8(2)6-7/h7-8H,3-6H2,1-2H3/t7-,8+
- IUPAC Standard InChIKey: SGVUHPSBDNVHKL-OCAPTIKFSA-N
- CAS Registry Number: 638-04-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Stereoisomers:
- Other names: cis-1,3-Dimethylcyclohexane; 1,cis-3-Dimethylcyclohexane; 1,3-dimethyl(cis)-cyclohexane; 1,3-Dimethylcyclohexane, cis-; c-1,3-Dimethylcyclohexane; Cyclohexane, cis-1,3-dimethyl-; NSC 74159
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Normal boiling point
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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
| Tboil (K) | Reference | Comment |
|---|---|---|
| 393.2 | Aldrich Chemical Company Inc., 1990 | BS |
| 393.3 | Majer and Svoboda, 1985 | |
| 393.5 | Pavlov, Klabunovskii, et al., 1975 | Uncertainty assigned by TRC = 0.3 K; TRC |
| 393.7 | Mahmoud, 1968 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 393. | Mann, Muehlstaedt, et al., 1968 | Uncertainty assigned by TRC = 2. K; TRC |
| 393.56 | Natalis, 1960 | Uncertainty assigned by TRC = 0.3 K; TRC |
| 393.2 | Noyce and Nagle, 1953 | Uncertainty assigned by TRC = 1. K; TRC |
| 392.15 | Roebuck and Evering, 1953 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 393.65 | Bazhulin, Ukholin, et al., 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 393.85 | Lecat, 1947 | Uncertainty assigned by TRC = 0.6 K; cis-trans isomer not identified; TRC |
| 393.15 | Osborne and Ginnings, 1947 | Uncertainty assigned by TRC = 0.1 K; TRC |
| 394.15 | Anonymous, 1946 | Uncertainty assigned by TRC = 0.6 K; about 75-80% cis, remainder trans-; TRC |
| 393.75 | Bazhulin, Sterin, et al., 1946 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 393.23 | Forziati, Glasgow, et al., 1946 | Uncertainty assigned by TRC = 0.02 K; called 1,trans-3-dimethylcyclopentane in the article; TRC |
| 393.45 | Anonymous, 1943 | Uncertainty assigned by TRC = 0.3 K; TRC |
| 393.240 | Willingham, 1943 | Uncertainty assigned by TRC = 0.2 K; TRC |
| 397.85 | Anonymous, 1941 | Uncertainty assigned by TRC = 0.3 K; TRC; Data excluded from overall average |
| 392.65 | Mousseron and Paulet, 1939 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 392.7 | Mousseron and Granger, 1938 | Uncertainty assigned by TRC = 2. K; TRC |
| 392.65 | Mousseron and Granger, 1938, 2 | Uncertainty assigned by TRC = 0.5 K; TRC |
| 398.1 | Margolis, 1936 | Uncertainty assigned by TRC = 2. K; TRC; Data excluded from overall average |
| 393.15 | Leslie and White, 1935 | Uncertainty assigned by TRC = 0.7 K; TRC |
| 393.55 | Miller, 1935 | Uncertainty assigned by TRC = 0.3 K; TRC |
| 394.7 | Skita and Schneck, 1922 | Uncertainty assigned by TRC = 2. K; TRC |
References
Go To: Top, Normal boiling point, 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]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Pavlov, Klabunovskii, et al., 1975
Pavlov, V.A.; Klabunovskii, E.I.; Vasina, T.V.; Tyun'kina, N.I.; Liberman, A.L.,
Russ. J. Phys. Chem. (Engl. Transl.), 1975, 49, 1166-9. [all data]
Mahmoud, 1968
Mahmoud, B.H.,
Synthesis of the geometric isomers of the 1,2,4-trimethylcyclohexanes,
J. Prakt. Chem., 1968, 37, 225-33. [all data]
Mann, Muehlstaedt, et al., 1968
Mann, G.; Muehlstaedt, M.; Braband, J.,
Conformation and physical data for alkane and cyclane. III. Alkylcyclohexane C7 to C9,
Tetrahedron, 1968, 24, 3607-14. [all data]
Natalis, 1960
Natalis, P.,
The mass spectra of six cis - and trans - dimethylcyclohexanes,
Bull. Soc. Chim. Belg., 1960, 69, 519-33. [all data]
Noyce and Nagle, 1953
Noyce, D.S.; Nagle, R.J.,
Studies of Configuration II. The Configurations of the 3-Methylcyclohexylamines,
J. Am. Chem. Soc., 1953, 75, 127. [all data]
Roebuck and Evering, 1953
Roebuck, A.K.; Evering, B.L.,
Sulfuric Acid Isomerization of Methylalkanes, Dimethylalkanes, and Dimethylcyclohexanes,
J. Am. Chem. Soc., 1953, 75, 1631. [all data]
Bazhulin, Ukholin, et al., 1949
Bazhulin, P.A.; Ukholin, S.A.; Bulanova, T.F.; Koperina, A.V.; Plate, A.F.; Kazanskii, B.A.,
Izv. Akad. Nauk SSSR, 1949, 1949, 481. [all data]
Lecat, 1947
Lecat, M.,
Some azeotropes of which one constituant is heterocyclic nitrogen,
Ann. Soc. Sci. Bruxelles, Ser. 1, 1947, 61, 73. [all data]
Osborne and Ginnings, 1947
Osborne, N.S.; Ginnings, D.C.,
Measurements of Heat of Vaporization and Heat Capacity for A Number of Hydrocarbons,
J. Res. Natl. Bur. Stand. (U. S.), 1947, 39, 453. [all data]
Anonymous, 1946
Anonymous, R.,
, Am. Pet. Inst. Res. Proj. 45, Ohio State Univ., 1946. [all data]
Bazhulin, Sterin, et al., 1946
Bazhulin, P.A.; Sterin, K.E.; Bulanova, T.F.; Solovova, O.P.; Turova-Pollyak, M.B.; Kazanskii, B.A.,
Izv. Akad. Nauk SSSR, 1946, 1946, 7. [all data]
Forziati, Glasgow, et al., 1946
Forziati, A.F.; Glasgow, A.R.; Willingham, C.B.; Rossini, F.D.,
Specification adn Properties of 29 Paraffin, 4 Alkylcyclopentanes, 10 Alkylcyclohexanes and 8 Alkylbenzene Hydrocarbons,
J. Res. Natl. Bur. Stand. (U. S.), 1946, 36, 129. [all data]
Anonymous, 1943
Anonymous, R.,
, Sunbury Rep. No. 2176, Anglo-Iranian Oil Co., 1943. [all data]
Willingham, 1943
Willingham, C.B.,
, Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1943. [all data]
Anonymous, 1941
Anonymous, R.,
, Am. Pet. Inst. Hydrocarbon Res. Proj., Third Annu. Rep., Ohio State Univ., Aug. 31, 1941. [all data]
Mousseron and Paulet, 1939
Mousseron, M.; Paulet, M.,
Parfum. Mod., 1939, 33, 101. [all data]
Mousseron and Granger, 1938
Mousseron, M.; Granger, R.,
C. R. Hebd. Seances Acad. Sci., 1938, 207, 366-8. [all data]
Mousseron and Granger, 1938, 2
Mousseron, M.; Granger, R.,
Bull. Soc. Chim. Belg., 1938, 1938, 5 1618. [all data]
Margolis, 1936
Margolis, E.I.,
On the Contact Conversion of cis- and trans- Dimethylcyclohexanes,
Ber. Dtsch. Chem. Ges. A, 1936, 69, 1710-3. [all data]
Leslie and White, 1935
Leslie, R.T.; White, J.D.,
Present Status or the Isolation and Identification of The Volatile Hydrocarbons in a Midcontinent Petroleum,
J. Res. Natl. Bur. Stand. (U. S.), 1935, 15, 211. [all data]
Miller, 1935
Miller, O.,
Bull. Soc. Chim. Belg., 1935, 44, 513. [all data]
Skita and Schneck, 1922
Skita, A.; Schneck, A.,
Stereoismerism in Cyclic Hydrocarbons,
Chem. Ber., 1922, 55, 144-52. [all data]
Notes
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- Symbols used in this document:
Tboil Boiling point - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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