Cyclohexane, 1,1-dimethyl-
- Formula: C8H16
- Molecular weight: 112.2126
- IUPAC Standard InChIKey: QEGNUYASOUJEHD-UHFFFAOYSA-N
- CAS Registry Number: 590-66-9
- 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: Gem-Dimethylcyclohexane; 1,1-Dimethylcyclohexane
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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 |
---|---|---|
392.7 | Weast and Grasselli, 1989 | BS |
392.2 | Martinez, Alvarez, et al., 1987 | Uncertainty assigned by TRC = 1. K; TRC |
392.7 | Majer and Svoboda, 1985 | |
392. | Beckwith and Lawrence, 1979 | Uncertainty assigned by TRC = 2. K; TRC |
393. | Krishnamurthi, 1978 | Uncertainty assigned by TRC = 2. K; TRC |
391. | Onopchenko and Schulz, 1975 | Uncertainty assigned by TRC = 5. K; TRC |
393.0 | Puzitskii, Eidus, et al., 1968 | Uncertainty assigned by TRC = 1. K; TRC |
392.69 | Desty and Whyman, 1957 | Uncertainty assigned by TRC = 0.2 K; TRC |
392.69 | Glasgow, Gordon, et al., 1957 | Uncertainty assigned by TRC = 0.15 K; TRC |
390.9 | Goering and McCarron, 1956 | Uncertainty assigned by TRC = 2. K; TRC |
391. | Balandin, Turova-Pollyak, et al., 1955 | Uncertainty assigned by TRC = 3. K; TRC |
393.0 | Chiurdoglu, Fierens, et al., 1950 | Uncertainty assigned by TRC = 2. K; TRC |
393.05 | Bazhulin, Ukholin, et al., 1949 | Uncertainty assigned by TRC = 0.5 K; TRC |
392.72 | Evans, 1949 | Uncertainty assigned by TRC = 0.3 K; TRC |
392.690 | Forziati and Rossini, 1949 | Uncertainty assigned by TRC = 0.02 K; TRC |
392.35 | Buck, Elsner, et al., 1948 | Uncertainty assigned by TRC = 0.3 K; TRC |
392.80 | Shortridge, Craig, et al., 1948 | Uncertainty assigned by TRC = 0.4 K; TRC |
392.72 | Boord, Greenlee, et al., 1945 | Uncertainty assigned by TRC = 0.3 K; TRC |
392.6 | Forziati, 1943 | Uncertainty assigned by TRC = 0.7 K; TRC |
393.25 | Turner and Leslie, 1943 | Uncertainty assigned by TRC = 0.7 K; TRC |
393. | Hibbit and Linstead, 1936 | Uncertainty assigned by TRC = 4. K; TRC |
393.0 | Miller, 1935 | Uncertainty assigned by TRC = 2. K; TRC |
392.6 | Zelinskii, Packendorff, et al., 1935 | Uncertainty assigned by TRC = 1. K; TRC |
393.4 | Chavanne, Miller, et al., 1931 | Uncertainty assigned by TRC = 0.6 K; TRC |
391.4 | Zelinskii, 1923 | Uncertainty assigned by TRC = 3. K; TRC |
392.4 | Zelinskii, 1923, 2 | Uncertainty assigned by TRC = 3. K; TRC |
393. | Eykman, 1919 | Uncertainty assigned by TRC = 2. K; TRC |
392.6 | Zelinskii and Lepeschin, 1913 | Uncertainty assigned by TRC = 2. K; TRC |
378.7 | Crossley and Renouf, 1905 | Uncertainty assigned by TRC = 4. K; TRC; Data excluded from overall average |
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.
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]
Martinez, Alvarez, et al., 1987
Martinez, A.G.; Alvarez, R.M.; Casado, M.M.; Subramanian, L.R.; Hanack, M.,
Studies on the reduction of cyclic 1,3-diketones via their triflates,
Tetrahedron, 1987, 43, 1, 275-9. [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]
Beckwith and Lawrence, 1979
Beckwith, A.L.J.; Lawrence, T.,
The effect of non - bonded interactions on the Regioselectivity of cyclization of the hex-5-eryl redical,
J. Chem. Soc. Perkin Trans.2, 1979, No. 11, 1535-9. [all data]
Krishnamurthi, 1978
Krishnamurthi, S.,
Rapid reduction of alykl tosylates with lithium triethylborohydride,
J. Organomet. Chem., 1978, 156, 171-81. [all data]
Onopchenko and Schulz, 1975
Onopchenko, A.; Schulz, J.G.D.,
Electron transfer with aliphatic substrates, oxidations of cycloalisphatic substrates with cobalt(III) and manganese(III) ions alone and in the presence of oxygen,
J. Org. Chem., 1975, 40, 3338-43. [all data]
Puzitskii, Eidus, et al., 1968
Puzitskii, K.V.; Eidus, Y.T.; Bulanova, T.F.; Ryabova, K.G.; Sergeeva, N.S.,
Vapor - phase catalytic reduction of the acid chlorides of some cyclic carboxylic acids,
Izv. Akad. Nauk SSSR. Ser. Khim., 1968, 1968, 1117-20. [all data]
Desty and Whyman, 1957
Desty, D.H.; Whyman, B.H.F.,
Anal. Chem., 1957, 29, 320. [all data]
Glasgow, Gordon, et al., 1957
Glasgow, A.R.; Gordon, R.J.; Willingham, C.B.; Mair, B.J.; Rossini, F.D.,
Hydrocarbons in the 116 deg C to 126 deg C Fraction of Petroleum,
Anal. Chem., 1957, 29, 357. [all data]
Goering and McCarron, 1956
Goering, H.L.; McCarron, F.H.,
J. Am. Chem. Soc., 1956, 78, 2270-4. [all data]
Balandin, Turova-Pollyak, et al., 1955
Balandin, A.A.; Turova-Pollyak, M.B.; Kan, S.,
Catalytic transformations of cyclohexane hydrocarbons on aluminosilicate catalyst.,
Dokl. Akad. Nauk SSSR, 1955, 105, 716-19. [all data]
Chiurdoglu, Fierens, et al., 1950
Chiurdoglu, G.; Fierens, P.J.C.; Henkert, C.,
Equilibrium of Isomerization of Cyclcic Hydrocarbons I. Isomerization by Aluminum Chloride of Cyclopentane and Cyclohexane Hydrocarbons, C8H16,
Bull. Soc. Chim. Belg., 1950, 59, 140. [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]
Evans, 1949
Evans, G.L.,
, Ph.D. Thesis, Ohio State Univ., Columbus, OH, 1949. [all data]
Forziati and Rossini, 1949
Forziati, A.F.; Rossini, F.D.,
J. Res. Natl. Bur. Stand. (U. S.), 1949, 43, 473. [all data]
Buck, Elsner, et al., 1948
Buck, F.R.; Elsner, B.B.; Forbes, E.J.; Morrell, S.H.; Smith, J.C.; Wallsgrove, E.R.,
The Use of Zinc Alkyls in the Preparation of Hydrocarbons with a Quaternary Carbon Atom,
J. Inst. Pet., 1948, 34, 339. [all data]
Shortridge, Craig, et al., 1948
Shortridge, R.W.; Craig, R.A.; Greenlee, K.W.; Derfer, J.M.; Boord, C.E.,
The Synthesis of Some Cyclopropane and Spirane Hydrocarbons,
J. Am. Chem. Soc., 1948, 70, 946. [all data]
Boord, Greenlee, et al., 1945
Boord, C.E.; Greenlee, K.W.; Perilstein, W.L.,
, Am. Pet. Inst. Res. Proj. 45, Seventh Annu. Rep., Ohio State Univ., June 30, 1945. [all data]
Forziati, 1943
Forziati, A.F.,
, Am. Pet. Inst. Res. Proj. 6, Natl. Bur. Stand., 1943. [all data]
Turner and Leslie, 1943
Turner, E.E.; Leslie, M.S.,
Unpublished, Univ. of Cambridge, Cambridge, England, 1943. [all data]
Hibbit and Linstead, 1936
Hibbit, D.C.; Linstead, R.P.,
Fused Carbon Rings Part VII. THe Preparation of Cyclic Hydrocarbons from Unsaturated Tertiary Alcohols. The Synthesis of Cis-9-methyloctalin and -decalin and A Proof of the Presence of Angular Methyl,
J. Chem. Soc., 1936, 1936, 470. [all data]
Miller, 1935
Miller, O.,
Bull. Soc. Chim. Belg., 1935, 44, 513. [all data]
Zelinskii, Packendorff, et al., 1935
Zelinskii, N.D.; Packendorff, K.; Ghochllowa, E.G.,
Preparation and Properties of gem Dimethylcyclohexanes by Nobel Metal Catalysis,
Ber. Dtsch. Chem. Ges., 1935, 68, 98-101. [all data]
Chavanne, Miller, et al., 1931
Chavanne, G.; Miller, O.; Cornet,
Bull. Soc. Chim. Belg., 1931, 40, 673. [all data]
Zelinskii, 1923
Zelinskii, N.D.,
Preparation of 1.1-Dimethylcyclohexane by Catalytic Hydrogneation,
Ber. Dtsch. Chem. Ges., 1923, 56, 1716-8. [all data]
Zelinskii, 1923, 2
Zelinskii, N.D.,
Ber. Dtsch. Chem. Ges., 1923, 56, 1718. [all data]
Eykman, 1919
Eykman, J.F.,
Natuurkd. Verh. Hollandsche Maatschappij Wet. Haarlem, 1919, 8, 438. [all data]
Zelinskii and Lepeschin, 1913
Zelinskii, N.D.; Lepeschin, W.L.,
Zh. Russ. Fiz.-Khim. O-va., Chast Khim., 1913, 45, 613. [all data]
Crossley and Renouf, 1905
Crossley, A.W.; Renouf, N.,
Synthesis opf 1:1-Dimethylhexahydrobenzene and of 1,1-Dimethyl-Δ3- tetrahydrobenzene,
J. Chem. Soc., 1905, 87, 1487. [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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