2-Methyladamantane
- Formula: C11H18
- Molecular weight: 150.2606
- IUPAC Standard InChIKey: VMODAALDMAYACB-UHFFFAOYSA-N
- CAS Registry Number: 700-56-1
- 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: Tricyclo[3.3.1.13,7]decane, 2-methyl-
- Permanent link for this species. Use this link for bookmarking this species for future reference.
- Information on this page:
- Other data available:
- Options:
Data at NIST subscription sites:
NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.
Gas phase thermochemistry data
Go To: Top, Mass spectrum (electron ionization), 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 | -36.3 ± 1.0 | kcal/mol | Ccb | Clark, Knox, et al., 1979 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -35.66 ± 0.62 kcal/mol; Gas flow technique for Hs, see Clark, Knox, et al., 1975 |
ΔfH°gas | -36.18 ± 0.96 | kcal/mol | Ccb | Steele and Watt, 1977 | Reanalyzed by Pedley, Naylor, et al., 1986, Original value = -37.4 ± 0.5 kcal/mol |
Mass spectrum (electron ionization)
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: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
Notice: This spectrum may be better viewed with a Javascript and HTML 5 enabled browser.
Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
Due to licensing restrictions, this spectrum cannot be downloaded.
Owner | NIST Mass Spectrometry Data Center Collection (C) 2014 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
---|---|
Origin | Chemical Concepts |
NIST MS number | 187018 |
Gas Chromatography
Go To: Top, Gas phase thermochemistry data, Mass spectrum (electron ionization), 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 |
---|---|---|---|---|---|
Packed | SE-30 | 150. | 1200. | Yashkin, Kurbatova, et al., 2001 | CHromaton N-AW; Column length: 1. m |
Capillary | Squalane | 110. | 1176.2 | Bender, Said, et al., 1986 | He; Column length: 100. m; Column diameter: 0.25 mm |
Capillary | SE-30 | 110. | 1166. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 120. | 1175. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 130. | 1182. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 140. | 1192. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 145. | 1192. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | SE-30 | 150. | 1200. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 100. | 1168. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 110. | 1175. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 125. | 1182. | Bogoslovsky, Anvaer, et al., 1978 | |
Capillary | Squalane | 140. | 1192. | Bogoslovsky, Anvaer, et al., 1978 | |
Packed | SE-30 | 120. | 1175. | Mitra, Mohan, et al., 1974 | N2, Chrom W; Column length: 6.1 m |
Packed | SE-30 | 130. | 1182. | Mitra, Mohan, et al., 1974 | N2, Chrom W; Column length: 6.1 m |
Capillary | SE-30 | 130. | 1187. | Mitra, Mohan, et al., 1974, 2 | H2; Column length: 6.1 m; Column diameter: 3.18 mm |
Capillary | SE-30 | 140. | 1192. | Mitra, Mohan, et al., 1974, 2 | H2; Column length: 6.1 m; Column diameter: 3.18 mm |
Capillary | SE-30 | 150. | 1200. | Mitra, Mohan, et al., 1974, 2 | H2; Column length: 6.1 m; Column diameter: 3.18 mm |
Capillary | Squalane | 100. | 1162. | Mitra, Mohan, et al., 1974, 2 | H2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 100. | 1168. | Mitra, Mohan, et al., 1974, 2 | H2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 110. | 1175. | Hála, Eyem, et al., 1970 | N2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 125. | 1182. | Hála, Eyem, et al., 1970 | N2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | Squalane | 140. | 1192. | Hála, Eyem, et al., 1970 | N2; Column length: 50. m; Column diameter: 0.2 mm |
Capillary | SE-30 | 145. | 1196. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | SE-30 | 160. | 1209. | 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 | 1168. | 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. | 1407. | Yashkin, Kurbatova, et al., 2001 | Column length: 1. m |
Capillary | Carbowax 20M | 145. | 1400. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | Carbowax 20M | 160. | 1420. | Burkhard, Vais, et al., 1969 | N2; Column length: 50. m; Column diameter: 0.27 mm |
Capillary | Carbowax 20M | 175. | 1442. | 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 | 1196. | Bayat and Abad, 2011 | Program: not specified |
Capillary | Polydimethyl siloxane | 1196. | Bayat and Abad M.F.Y., 2011 | Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Mass spectrum (electron ionization), 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]
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, Mass spectrum (electron ionization), Gas Chromatography, References
- Symbols used in this document:
ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
- The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
- Customer support for NIST Standard Reference Data products.