Naphthalene, decahydro-, cis-

Formula: C₁₀H₁₈
Molecular weight: 138.2499
IUPAC Standard InChI: InChI=1S/C10H18/c1-2-6-10-8-4-3-7-9(10)5-1/h9-10H,1-8H2/t9-,10+
IUPAC Standard InChIKey: NNBZCPXTIHJBJL-AOOOYVTPSA-N
CAS Registry Number: 493-01-6
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:
- Naphthalene, decahydro-, trans-
- Naphthalene, decahydro-
Other names: cis-Bicyclo[4.4.0]Decane; cis-Decahydronaphthalene; cis-Decalin; cis-Perhydronaphthalene; Decahydronaphthalene, (Z)-; c-Decahydronaphthalene; c-Decalin; Decahydronaphthalene, cis; (Z)-Decahydronaphthalene; Bicyclo[4.4.0]decane, isomer # 2; cis-Decahydronapthalene
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Gas phase thermochemistry data

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Data compiled as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity	Value	Units	Method	Reference	Comment
Δ_fH°_gas	-40.45 ± 0.55	kcal/mol	Ccb	Speros and Rossini, 1960	ALS
Δ_fH°_gas	-40.54	kcal/mol	N/A	Davies and Gilbert, 1941	Value computed using Δ_fH_liquid° value of -219.9±1.3 kj/mol from Davies and Gilbert, 1941 and Δ_vapH° value of 50.3 kj/mol from Speros and Rossini, 1960.; DRB

Constant pressure heat capacity of gas

C_p,gas (cal/mol*K)	Temperature (K)	Reference	Comment
9.500	50.	Dorofeeva O.V., 1988	Recommended values agree with results of statistical calculations [ Miyazawa T., 1958, Chang S., 1970] within their uncertainties. These functions are also reproduced in the reference book [ Frenkel M., 1994].; GT
14.31	100.
19.83	150.
25.848	200.
36.264	273.15
40.19 ± 0.24	298.15
40.480	300.
56.506	400.
71.121	500.
83.528	600.
93.922	700.
102.67	800.
110.08	900.
116.38	1000.
121.76	1100.
126.36	1200.
130.31	1300.
133.71	1400.
136.65	1500.

Constant pressure heat capacity of gas

C_p,gas (cal/mol*K)	Temperature (K)	Reference	Comment
56.589	400.	Miyazawa T., 1958	GT
65.010	450.	Miyazawa T., 1958	GT

Reaction thermochemistry data

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Data compiled by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

Naphthalene, decahydro-, cis- =

By formula: C₁₀H₁₈ = C₁₀H₁₈

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-2.69	kcal/mol	Eqk	Nuzzi, 1984	liquid phase; GC
Δ_rH°	-3.19	kcal/mol	Eqk	Nuzzi, 1984	gas phase; GC

5 + = Naphthalene, decahydro-, cis-

By formula: 5H₂ + C₁₀H₈ = C₁₀H₁₈

Quantity	Value	Units	Method	Reference	Comment
Δ_rH°	-76.0	kcal/mol	Eqk	Frye and Weitkamp, 1969	gas phase

Gas phase ion energetics data

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Data evaluated as indicated in comments:
L - Sharon G. Lias

Data compiled as indicated in comments:
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Quantity	Value	Units	Method	Reference	Comment
IE (evaluated)	9.32 ± 0.05	eV	N/A	N/A	L

Ionization energy determinations

IE (eV)	Method	Reference	Comment
9.32 ± 0.05	PI	Mikaya and Zaikin, 1980	LLK
9.427 ± 0.003	EI	Mikaya and Zaikin, 1980	LLK
9.40	PE	Dewar and Worley, 1969	RDSH

Appearance energy determinations

Ion	AE (eV)	Other Products	Method	Reference	Comment
C₆H₁₀⁺	10.89 ± 0.02	?	EI	Natalis, 1962	RDSH
C₇H₁₂⁺	10.72 ± 0.02	C₃H₆	EI	Natalis, 1962	RDSH

Gas Chromatography

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Data compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director

Kovats' RI, non-polar column, isothermal

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Column type	Active phase	Temperature (C)	I	Reference	Comment
Capillary	HP-1	100.	1096.	Zhang, Li, et al., 1992	N2; Column length: 25. m; Column diameter: 0.20 mm
Capillary	HP-1	100.	1096.	Zhang, Li, et al., 1992	N2; Column length: 25. m; Column diameter: 0.20 mm
Packed	OV-101	120.	1109.	Litvinenko, Isakova, et al., 1988	He, Chromaton W AW; Column length: 2.4 m
Packed	SE-30	150.	1130.	Tiess, 1984	Ar, Gas Chrom Q (80-100 mesh); Column length: 3. m
Capillary	OV-101	100.	1097.	Boneva, Papazova, et al., 1983	N2; Column length: 85. m; Column diameter: 0.28 mm
Capillary	OV-101	100.	1097.	Boneva, Papazova, et al., 1983	N2; Column length: 85. m; Column diameter: 0.28 mm
Capillary	OV-101	110.	1102.	Boneva, Papazova, et al., 1983	N2; Column length: 85. m; Column diameter: 0.28 mm
Capillary	OV-101	90.	1090.	Boneva, Papazova, et al., 1983	N2; Column length: 85. m; Column diameter: 0.28 mm
Capillary	SE-30	70.	1081.5	Tóth, 1983	N2; Column length: 15. m; Column diameter: 0.25 mm
Capillary	SE-30	130.	1120.	Bredael, 1982	Column length: 100. m; Column diameter: 0.5 mm
Capillary	SE-30	150.	1132.	Bredael, 1982	Column length: 100. m; Column diameter: 0.5 mm
Capillary	SE-30	80.	1087.	Bredael, 1982	Column length: 100. m; Column diameter: 0.5 mm
Capillary	Squalane	86.	1101.4	Macák, Nabivach, et al., 1982	N2; Column length: 50. m; Column diameter: 0.25 mm
Capillary	Squalane	96.	1106.2	Macák, Nabivach, et al., 1982	N2; Column length: 50. m; Column diameter: 0.25 mm
Capillary	OV-101	140.	1124.8	Gerasimenko, Kirilenko, et al., 1981	N2; Column length: 50. m; Column diameter: 0.3 mm
Capillary	OV-101	160.	1137.7	Gerasimenko, Kirilenko, et al., 1981	N2; Column length: 50. m; Column diameter: 0.3 mm
Capillary	Squalane	86.	1101.4	Nabivach, Bur'yan, et al., 1978	Column length: 50. m; Column diameter: 0.25 mm
Capillary	Squalane	96.	1106.2	Nabivach, Bur'yan, et al., 1978	Column length: 50. m; Column diameter: 0.25 mm
Capillary	Squalane	90.	1100.	Engewald, Epsch, et al., 1976	N2; Column length: 100. m; Column diameter: 0.23 mm
Capillary	Squalane	100.	1114.	Mitra, Mohan, et al., 1974	H2; Column length: 50. m; Column diameter: 0.2 mm
Capillary	Squalane	120.	1119.	Schomburg, 1966
Packed	Methyl Silicone	130.	1106.	Antheaume and Guiochon, 1965

Kovats' RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	OV-101	1085.	Hayes and Pitzer, 1982	110. m/0.25 mm/0.20 μm, He, 1. K/min; T_start: 35. C; T_end: 200. C

Kovats' RI, polar column, isothermal

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Column type	Active phase	Temperature (C)	I	Reference	Comment
Capillary	PEG-20M	70.	1223.0	Tóth, 1983	N2; Column length: 30. m; Column diameter: 0.3 mm

Van Den Dool and Kratz RI, non-polar column, temperature ramp

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Column type	Active phase	I	Reference	Comment
Capillary	DB-5	1089.5	Song, Lai, et al., 2003	30. m/0.25 mm/0.25 μm, He, 2. K/min; T_start: 40. C; T_end: 310. C
Capillary	DB-5	1096.1	Song, Lai, et al., 2003	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 40. C; T_end: 310. C
Capillary	DB-5	1100.4	Song, Lai, et al., 2003	30. m/0.25 mm/0.25 μm, He, 6. K/min; T_start: 40. C; T_end: 310. C
Capillary	DB-5	1071.6	Xu, van Stee, et al., 2003	30. m/0.25 mm/1. μm, He, 2.5 K/min; T_start: 50. C; T_end: 200. C
Capillary	DB-5	1089.5	Lai and Song, 1995	30. m/0.25 mm/0.25 μm, He, 2. K/min; T_start: 40. C; T_end: 310. C
Capillary	DB-5	1096.1	Lai and Song, 1995	30. m/0.25 mm/0.25 μm, He, 4. K/min; T_start: 40. C; T_end: 310. C
Capillary	DB-5	1100.4	Lai and Song, 1995	30. m/0.25 mm/0.25 μm, He, 6. K/min; T_start: 40. C; T_end: 310. C
Capillary	Petrocol DH	1090.	White, Hackett, et al., 1992	100. m/0.25 mm/0.5 μm, He, 1. K/min; T_start: 30. C; T_end: 220. C
Capillary	Ultra-1	1078.85	Haynes and Pitzer, 1985	50. m/0.22 mm/0.33 μm, He, 1. K/min; T_start: -30. C; T_end: 240. C
Capillary	Ultra-1	1086.83	Haynes and Pitzer, 1985	50. m/0.22 mm/0.33 μm, He, 2. K/min; T_start: -30. C; T_end: 240. C
Capillary	Ultra-1	1092.00	Haynes and Pitzer, 1985	50. m/0.22 mm/0.33 μm, He, 3. K/min; T_start: -30. C; T_end: 240. C
Capillary	Ultra-2	1092.50	Haynes and Pitzer, 1985	50. m/0.22 mm/0.33 μm, He, 1. K/min; T_start: -30. C; T_end: 240. C
Capillary	Ultra-2	1101.09	Haynes and Pitzer, 1985	50. m/0.22 mm/0.33 μm, He, 2. K/min; T_start: -30. C; T_end: 240. C
Capillary	Ultra-2	1107.06	Haynes and Pitzer, 1985	50. m/0.22 mm/0.33 μm, He, 3. K/min; T_start: -30. C; T_end: 240. C
Capillary	OV-101	1085.	Hayes and Pitzer, 1981	108. m/0.25 mm/0.2 μm, 1. K/min; T_start: 35. C; T_end: 200. C

Van Den Dool and Kratz RI, polar column, custom temperature program

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Column type	Active phase	I	Reference	Comment
Capillary	Carbowax 20M	1235.	Whitfield, Shea, et al., 1981	Column length: 150. m; Column diameter: 0.75 mm; Program: not specified

Normal alkane RI, non-polar column, isothermal

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Column type	Active phase	Temperature (C)	I	Reference	Comment
Capillary	Squalane	120.	1119.	Rang, Kurashova, et al., 1982	He; Column length: 50. m; Column diameter: 0.25 mm
Capillary	Squalane	110.	1113.	Papazova and Pankova, 1975	N2; Column length: 100. m; Column diameter: 0.25 mm
Capillary	Squalane	130.	1123.	Papazova and Pankova, 1975	N2; Column length: 100. m; Column diameter: 0.25 mm
Capillary	SE-30	150.	1101.	Vanek, Podrouzková, et al., 1970	N2; Column length: 50. m; Column diameter: 0.25 mm
Capillary	SE-30	175.	1116.	Vanek, Podrouzková, et al., 1970	N2; Column length: 50. m; Column diameter: 0.25 mm
Packed	Polydimethyl siloxane	147.	1124.	Ferrand, 1962

Normal alkane RI, non-polar column, temperature ramp

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	1089.	Kotowska, Zalikowski, et al., 2012	30. m/0.25 mm/0.25 μm, Helium, 35. C @ 5. min, 3. K/min, 300. C @ 15. min
Capillary	Petrocol DH	1093.	Supelco, 2012	100. m/0.25 mm/0.50 μm, Helium, 20. C @ 15. min, 15. K/min, 220. C @ 30. min
Capillary	RTX-1	1097.	Arey J.S., Nelson R.K., et al., 2005	7. m/0.1 mm/0.4 μm, 35. C @ 5. min, 0.66 K/min; T_end: 180. C
Capillary	OV-1	1103.	Orav, Kailas, et al., 1999	2. K/min; T_start: 50. C; T_end: 160. C
Capillary	Ultra-1	1099.	Elizalde-González, Hutfliess, et al., 1996	50. m/0.2 mm/0.33 μm, H2, 3. K/min, 300. C @ 35. min; T_start: 60. C

Normal alkane RI, non-polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	HP-5 MS	1097.	Kotowska, Zalikowski, et al., 2012	30. m/0.25 mm/0.25 μm, Helium; Program: not specified
Capillary	Polymethylsiloxane, (PMS-20000)	1082.	Cornwell and Cordano, 2003	Program: not specified
Capillary	DB-1	1092.	Peng, 1996	30. m/0.53 mm/1.5 μm; Program: 40 0C (4 min) 8 0C/min -> 200 0C (1 min) 5 0C/min -> 280 0C (20 min)

Normal alkane RI, polar column, isothermal

View large format table.

Column type	Active phase	Temperature (C)	I	Reference	Comment
Capillary	PEG-20M	120.	1276.	Rang, Kurashova, et al., 1982	He; Column length: 100. m; Column diameter: 0.25 mm
Capillary	Carbowax 20M	125.	1260.	Vanek, Podrouzková, et al., 1970	N2; Column length: 50. m; Column diameter: 0.25 mm

Normal alkane RI, polar column, custom temperature program

View large format table.

Column type	Active phase	I	Reference	Comment
Capillary	Carbowax 20M	1223.	Cornwell and Cordano, 2003	Program: not specified
Capillary	DB-Wax	1232.	Peng, 1996	30. m/0.53 mm/1.0 μm; Program: 40 0C (4 min) 4 0C/min -> 200 0C (20 min)
Capillary	DB-Wax	1227.	Peng, Yang, et al., 1991	Program: not specified
Capillary	DB-Wax	1232.	Peng, Yang, et al., 1991	Program: not specified

References

Go To: Top, Gas phase thermochemistry data, Reaction thermochemistry data, Gas phase ion energetics data, Gas Chromatography, Notes

Speros and Rossini, 1960
Speros, D.M.; Rossini, F.D., Heats of combustion and formation of naphthalene, the two methylnaphthalenes, cis and trans decahydronaphthalene and related compounds, J. Phys. Chem., 1960, 64, 1723-1727. [all data]

Davies and Gilbert, 1941
Davies, G.F.; Gilbert, E.C., The heat of combustion of cis- and trans-decahydronaphthalene, J. Am. Chem. Soc., 1941, 63, 1585-1586. [all data]

Dorofeeva O.V., 1988
Dorofeeva O.V., Thermodynamic Properties of Polycyclic Aromatic Hydrocarbons in the Gaseous Phase. Institute for High Temperatures, USSR Academy of Sciences, Preprint No.1-238 (in Russian), Moscow, 1988. [all data]

Miyazawa T., 1958
Miyazawa T., Thermodynamic functions for gaseous cis- and trans-decalins from 298 to 1000 K, J. Am. Chem. Soc., 1958, 80, 60-62. [all data]

Chang S., 1970
Chang S., The heats of combustion and strain energies of bicyclo[n.m.0]alkanes, J. Am. Chem. Soc., 1970, 92, 3109-3118. [all data]

Frenkel M., 1994
Frenkel M., Thermodynamics of Organic Compounds in the Gas State, Vol. I, II, Thermodynamics Research Center, College Station, Texas, 1994, 1994. [all data]

Nuzzi, 1984
Nuzzi, M., cis-Decalin = trans-decalin reaction. Experimental equilibrium constants and thermodynamic functions of its liquid isomers, Riv. Combust, 1984, 38, 293-297. [all data]

Frye and Weitkamp, 1969
Frye, C.G.; Weitkamp, A.W., Equilibrium hydrogenations of multi-ring aromatics, J. Chem. Eng. Data, 1969, 14, 372-376. [all data]

Mikaya and Zaikin, 1980
Mikaya, A.I.; Zaikin, V.G., Determination of the difference in enthalpies of formation of the cis- and trans-isomers of bicyclo[4.3.0]nonane and bicyclo[4.4.0]decane using appearance potentials, Izv. Akad. Nauk SSSR, Ser. Khim., 1980, 6, 1286. [all data]

Dewar and Worley, 1969
Dewar, M.J.S.; Worley, S.D., Photoelectron spectra of molecules. I. Ionization potentials of some organic molecules and their interpretation, J. Chem. Phys., 1969, 50, 654. [all data]

Natalis, 1962
Natalis, P., Note sur le comportement des isomeres cis et trans de la decaline soumis a l'impact electronique, Bull. Soc. Roy. Sci. Liege, 1962, 31, 803. [all data]

Zhang, Li, et al., 1992
Zhang, M.J.; Li, S.D.; Chen, B.J., Compositional studies of high-temperature coal tar by GC/FTIR analysis of light oil fractions, Chromatographia, 1992, 33, 3/4, 138-146, https://doi.org/10.1007/BF02275894 . [all data]

Litvinenko, Isakova, et al., 1988
Litvinenko, G.S.; Isakova, L.A.; Rubanyk, N.N., Quantitative correlation between structure of stereoisomeric saturated cyclic compounds and gas-chromatographic retention indices. I. Methysubstituted, Izv. AN Kaz. SSR, Ser. Khim., 1988, 5, 54-66. [all data]

Tiess, 1984
Tiess, D., Gaschromatographische Retentionsindices von 125 leicht- bis mittelflüchtigen organischen Substanzen toxikologisch-analytischer Relevanz auf SE-30, Wiss. Z. Wilhelm-Pieck-Univ. Rostock Math. Naturwiss. Reihe, 1984, 33, 6-9. [all data]

Boneva, Papazova, et al., 1983
Boneva, St.; Papazova, D.; Dimov, N., Retention Indices of aromatic hydrocarbons on glass and metal capillary columns with stationary phase OV-101, Jahrb. Chem. Tech. Hochschule Burgas, 1983, 18, 143-148. [all data]

Tóth, 1983
Tóth, T., Use of capillary gas chromatography in collecting retention and chemical information for the analysis of complex petrochemical mixtures, J. Chromatogr., 1983, 279, 157-165, https://doi.org/10.1016/S0021-9673(01)93614-3 . [all data]

Bredael, 1982
Bredael, P., Retention indices of hydrocarbons on SE-30, J. Hi. Res. Chromatogr. Chromatogr. Comm., 1982, 5, 6, 325-328, https://doi.org/10.1002/jhrc.1240050610 . [all data]

Macák, Nabivach, et al., 1982
Macák, J.; Nabivach, V.; Buryan, P.; Sindler, S., Dependence of retention indices of alkylbenzenes on their molecular structure, J. Chromatogr., 1982, 234, 2, 285-302, https://doi.org/10.1016/S0021-9673(00)81867-1 . [all data]

Gerasimenko, Kirilenko, et al., 1981
Gerasimenko, V.A.; Kirilenko, A.V.; Nabivach, V.M., Capillary gas chromatography of aromatic compounds found in coal tar fractions, J. Chromatogr., 1981, 208, 1, 9-16, https://doi.org/10.1016/S0021-9673(00)87953-4 . [all data]

Nabivach, Bur'yan, et al., 1978
Nabivach, V.M.; Bur'yan, P.; Matsak, I., Retention indices of aromatic hydrocarbons on a squalane capillary column, Zh. Anal. Khim., 1978, 33, 7, 1108-1113. [all data]

Engewald, Epsch, et al., 1976
Engewald, W.; Epsch, K.; Welsch, Th.; Graefe, J., Molekülstruktur und Retentionsverhalten. VI. Retentionsverhalten von bicycle[n.m.0]alkanen bei der gas-adsorptions- und gas-verteilungs-chromatographie, J. Chromatogr., 1976, 119, 119-128, https://doi.org/10.1016/S0021-9673(00)86776-X . [all data]

Mitra, Mohan, et al., 1974
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]

Schomburg, 1966
Schomburg, G., Gaschromatographische Retentionsdaten und struktur chemischer verbindungen. III. Alkylverzweigte und ungesättigte cyclische Kohlenwasserstoffe, J. Chromatogr., 1966, 23, 18-41, https://doi.org/10.1016/S0021-9673(01)98653-4 . [all data]

Antheaume and Guiochon, 1965
Antheaume, J.; Guiochon, G., Application de la chromatographie en phase gazeuse à l'étude de la composition des fractions moyennes d'un brut pétrolier, Bull. Soc. Chim. Fr., 1965, 2, 298-307. [all data]

Hayes and Pitzer, 1982
Hayes, P.C., Jr.; Pitzer, E.W., Characterizing petroleum- and shale-derived jet fuel distillates via temperature-programmed Kováts indices, J. Chromatogr., 1982, 253, 179-198, https://doi.org/10.1016/S0021-9673(01)88376-X . [all data]

Song, Lai, et al., 2003
Song, C.; Lai, W.-C.; Madhusudan Reddy, K.; Wei, B., Chapter 7. Temperature-programmed retention indices for GC and GC-MS of hydrocarbon fuels and simulated distillation GC of heavy oils in Analytical advances for hydrocarbon research, Hsu,C.S., ed(s)., Kluwer Academic/Plenum Publishers, New York, 2003, 147-193. [all data]

Xu, van Stee, et al., 2003
Xu, X.; van Stee, L.L.P.; Williams, J.; Beens, J.; Adahchour, M.; Vreuls, R.J.J.; Brinkman, U.A.Th.; Lelieveld, J., Comprehensive two-dimensional gas chromatography (GC×GC) measurements of volatile organic compounds in the atmosphere, Atmos. Chem. Phys., 2003, 3, 3, 665-682, https://doi.org/10.5194/acp-3-665-2003 . [all data]

Lai and Song, 1995
Lai, W.-C.; Song, C., Temperature-programmed retention indices for g.c. and g.c.-m.s. analysis of coal- and petroleum-derived liquid fuels, Fuel, 1995, 74, 10, 1436-1451, https://doi.org/10.1016/0016-2361(95)00108-H . [all data]

White, Hackett, et al., 1992
White, C.M.; Hackett, J.; Anderson, R.R.; Kail, S.; Spock, P.S., Linear temperature programmed retention indices of gasoline range hydrocarbons and chlorinated hydrocarbons on cross-linked polydimethylsiloxane, J. Hi. Res. Chromatogr., 1992, 15, 2, 105-120, https://doi.org/10.1002/jhrc.1240150211 . [all data]

Haynes and Pitzer, 1985
Haynes, P.C., Jr.; Pitzer, E.W., Disengaging solutes in shale- and petroleum-derived jet fuels by altering GC programmed temperature rates, J. Hi. Res. Chromatogr. Chromatogr. Comm., 1985, 8, 5, 230-242, https://doi.org/10.1002/jhrc.1240080504 . [all data]

Hayes and Pitzer, 1981
Hayes, P.C., Jr.; Pitzer, E.W., Kovats indices as a tool in characterizing hydrocarbon fuels in temperature programmed glass capillary gas chromatography. Part 1. Qualitative identification, Inhouse rpt. for Air Force Wright Aeronautical Labs., Air Force Wright Aeronautical Labs., Wright-Patterson AFB, Ohio, 1981, 75. [all data]

Whitfield, Shea, et al., 1981
Whitfield, F.B.; Shea, S.R.; Gillen, K.J.; Shaw, K.J., Volatile components from the roots of Acacia pulchella R.Br. and their effect on Phytophthora cinnamomi rands, Aust. J. Bot., 1981, 29, 2, 195-208, https://doi.org/10.1071/BT9810195 . [all data]

Rang, Kurashova, et al., 1982
Rang, S.; Kurashova, E.Kh.; Musaev, I.A.; Strenze, T.V.; Joepera, E.; Eisen, O.; Sanin, P.I., Gas-chromatographic characteristics of stereoisomers of the bicyblo[4.4.0]decane series, Neftekhimiya, 1982, 22, 3, 303-308. [all data]

Papazova and Pankova, 1975
Papazova, D.I.; Pankova, M.C., Identification of individual aromatic hydrocarbons in kerosene fraction (b.p. 150-250 °), J. Chromatogr., 1975, 105, 2, 411-414, https://doi.org/10.1016/S0021-9673(01)82276-7 . [all data]

Vanek, Podrouzková, et al., 1970
Vanek, J.; Podrouzková, B.; Landa, S., Gas chromatographic behaviour of tricyclic saturated hydrocarbons. The relation between the retention indices and the stereochemical structure of the tricyclanes, J. Chromatogr., 1970, 52, 77-86, https://doi.org/10.1016/S0021-9673(01)96546-X . [all data]

Ferrand, 1962
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Notes

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Symbols used in this document:

AE	Appearance energy
C_p,gas	Constant pressure heat capacity of gas
IE (evaluated)	Recommended ionization energy
Δ_fH°_gas	Enthalpy of formation of gas at standard conditions
Δ_rH°	Enthalpy of reaction at standard conditions

Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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