1-Methyladamantane
- Formula: C11H18
- Molecular weight: 150.2606
- IUPAC Standard InChIKey: UZUCFTVAWGRMTQ-UHFFFAOYSA-N
- CAS Registry Number: 768-91-2
- 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:
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, Gas Chromatography, 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°gas | -171.7 ± 2.6 | kJ/mol | Ccb | Clark, Knox, et al., 1979 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -169.7 ± 1.4 kJ/mol; Gas flow technique for Hs,see Clark, Knox, et al., 1975 |
ΔfH°gas | -171.5 ± 2.9 | kJ/mol | Ccb | Steele and Watt, 1977 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -175. ± 2. kJ/mol |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, Gas Chromatography, 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 | -237.3 ± 1.3 | kJ/mol | Ccb | Clark, Knox, et al., 1979 | Gas flow technique for Hs,see Clark, Knox, et al., 1975 |
ΔfH°solid | -243. ± 2. | kJ/mol | Ccb | Steele and Watt, 1977 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°solid | -6663.8 ± 1.3 | kJ/mol | Ccb | Clark, Knox, et al., 1979 | Gas flow technique for Hs,see Clark, Knox, et al., 1975; Corresponding ΔfHºsolid = -237.3 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°solid | -6658. ± 2. | kJ/mol | Ccb | Steele and Watt, 1977 | Corresponding ΔfHºsolid = -243. kJ/mol (simple calculation by NIST; no Washburn corrections) |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, 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 by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Kovats' RI, non-polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Capillary | SE-30 | 190. | 1171. | Sarkisova and Pimerzin, 2005 | He; Column length: 50. m; Column diameter: 0.2 mm |
Packed | SE-30 | 150. | 1140. | Yashkin, Kurbatova, et al., 2001 | CHromaton N-AW; Column length: 1. m |
Capillary | Squalane | 110. | 1115.3 | Bender, Said, et al., 1986 | He; Column length: 100. m; Column diameter: 0.25 mm |
Capillary | SE-30 | 110. | 1118. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 120. | 1124. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 130. | 1128. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 140. | 1134. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 145. | 1137. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 100. | 1110. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 110. | 1116. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 125. | 1125. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 140. | 1135. | Bogoslovsky, Anvaer, et al., 1978 | |
Packed | SE-30 | 120. | 1124. | Mitra, Mohan, et al., 1974 | N2, Chrom W; Column length: 6.1 m |
Packed | SE-30 | 130. | 1128. | Mitra, Mohan, et al., 1974 | N2, Chrom W; Column length: 6.1 m |
Packed | SE-30 | 140. | 1134. | Mitra, Mohan, et al., 1974 | N2, Chrom W; Column length: 6.1 m |
Capillary | Squalane | 100. | 1110. | Mitra, Mohan, et al., 1974, 2 | H2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 100. | 1162. | Mitra, Mohan, et al., 1974, 2 | H2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Apiezon L | 140. | 1179. | Hála, Eyem, et al., 1970 | N2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 110. | 1116. | Hála, Eyem, et al., 1970 | N2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 125. | 1125. | Hála, Eyem, et al., 1970 | N2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 140. | 1135. | Hála, Eyem, et al., 1970 | N2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | SE-30 | 145. | 1137. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | SE-30 | 160. | 1151. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | SE-30 | 175. | 1162. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | SE-30 | 190. | 1171. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Kovats' RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | HP-5MS | 1100. | Yang, Wang, et al., 2006 | 30. m/0.25 mm/0.25 μm, 50. C @ 2. min, 6. K/min; Tend: 300. C |
Kovats' RI, polar column, isothermal
Column type | Active phase | Temperature (C) | I | Reference | Comment |
---|---|---|---|---|---|
Packed | Carbowax 20M | 150. | 1315. | Yashkin, Kurbatova, et al., 2001 | Column length: 1. m |
Capillary | Carbowax 20M | 145. | 1313. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | Carbowax 20M | 160. | 1325. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | Carbowax 20M | 175. | 1348. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Polydimethyl siloxane | 1137. | Bayat and Abad, 2011 | Program: not specified |
Capillary | Polydimethyl siloxane | 1137. | Bayat and Abad M.F.Y., 2011 | Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Clark, Knox, et al., 1979
Clark, T.; Knox, T.M.O.; McKervey, M.A.; Mackle, H.; Rooney, J.J.,
Thermochemistry of bridged-ring substances. Enthalpies of formation of some diamondoid hydrocarbons and of perhydroquinacene. Comparisons with data from empirical force field calculations,
J. Am. Chem. Soc., 1979, 101, 2404-2410. [all data]
Pedley, Naylor, et al., 1986
Pedley, J.B.; Naylor, R.D.; Kirby, S.P.,
Thermochemical Data of Organic Compounds, Chapman and Hall, New York, 1986, 1-792. [all data]
Clark, Knox, et al., 1975
Clark, T.; Knox, T.M.; Mackle, H.; McKervey, M.A.; Rooney, J.J.,
Calorimetric evaluation of enthalpies of formation of some bridged-ring hydrocarbons. Comparison with data from empirical force field calculations.,
J. Am. Chem. Soc., 1975, 97, 3835-3836. [all data]
Steele and Watt, 1977
Steele, W.V.; Watt, I.,
The standard enthalpies of formation of adamantanoid compounds 4. Methyladamantanes,
J. Chem. Thermodyn., 1977, 9, 843-849. [all data]
Sarkisova and Pimerzin, 2005
Sarkisova, V.S.; Pimerzin, A.A.,
Gas chromatographic characteristics and boiling points of diadamantanes,
Pet. Chem. USSR (Engl. Transl.), 2005, 45, 1, 63-66. [all data]
Yashkin, Kurbatova, et al., 2001
Yashkin, S.N.; Kurbatova, S.V.; Buryak, A.K.,
Gas chromatography of halogenated adamantanes,
Russ. Chem. Bull. (Engl. Transl.), 2001, 50, 5, 828-832, https://doi.org/10.1023/A:1011350908009
. [all data]
Bender, Said, et al., 1986
Bender, A.O.; Said, E.Z.; Abdulsada, A.K.,
Gas chromatographic identification of adamantanes in some Iraqi crude oils,
Analyst, 1986, 111, 5, 575-576, https://doi.org/10.1039/an9861100575
. [all data]
Bogoslovsky, Anvaer, et al., 1978
Bogoslovsky, Yu.N.; Anvaer, B.I.; Vigdergauz, M.S.,
Chromatographic constants in gas chromatography (in Russian), Standards Publ. House, Moscow, 1978, 192. [all data]
Mitra, Mohan, et al., 1974
Mitra, G.D.; Mohan, G.; Sinha, A.,
Advances in the utilization of the retention index system for characterizing hydrocarbons in complex mixtures by gas chromatography,
J. Chromatogr., 1974, 99, 215-230, https://doi.org/10.1016/S0021-9673(00)90857-4
. [all data]
Mitra, Mohan, et al., 1974, 2
Mitra, G.D.; Mohan, G.; Sinha, A.,
Gas chromatographic analysis of complex hydrocarbon mixtures,
J. Chromatogr. A, 1974, 91, 633-648, https://doi.org/10.1016/S0021-9673(01)97944-0
. [all data]
Hála, Eyem, et al., 1970
Hála, S.; Eyem, J.; Burkhard, J.; Landa, S.,
Retention indices of adamantanes,
J. Chromatogr. Sci., 1970, 8, 4, 203-209, https://doi.org/10.1093/chromsci/8.4.203
. [all data]
Burkhard, Vais, et al., 1969
Burkhard, J.; Vais, J.; Vodicka, L.; Landa, S.,
Adamantane and its derivatives. XVI. The gas chromatographic characterization of adamantane derivatives,
J. Chromatogr., 1969, 42, 207-218, https://doi.org/10.1016/S0021-9673(01)80617-8
. [all data]
Yang, Wang, et al., 2006
Yang, C.; Wang, Z.D.; Hollebone, B.P.; Peng, X.; Fingas, M.; Landriault, M.,
GC/MS Quantitation of diamondoid compounds in crude oils and petroleum products,
Environmental Forensics, 2006, 7, 4, 377-390, https://doi.org/10.1080/15275920600996396
. [all data]
Bayat and Abad, 2011
Bayat, Z.; Abad, M.F.Y.,
Quantitative structure-property relationship (QSPR) study of Kovats retention indices of some of adamantane derivatives by the genetic algorithm amd nultiply linear regression (GA-MLR) method,
Petroleum Coal, 2011, 53, 2, 132-140. [all data]
Bayat and Abad M.F.Y., 2011
Bayat, Z.; Abad M.F.Y.,
Computational approaches to the prediction of the Kovats retention index (RI) for adamantane derivatives (AD) as a drug,
J. Chem. Pharm. Res., 2011, 3, 1, 48-55. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Gas Chromatography, References
- Symbols used in this document:
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 - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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