1-Butyne, 3,3-dimethyl-
- Formula: C6H10
- Molecular weight: 82.1436
- IUPAC Standard InChIKey: PPWNCLVNXGCGAF-UHFFFAOYSA-N
- CAS Registry Number: 917-92-0
- 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: t-Butylacetylene; tert-Butylacetylene; 3,3-Dimethyl-1-Butyne; 3,3-Dimethylbutyne; 3,3,3-Trimethylpropyne; (CH3)3CC≡CH; 3,3-Dimethylbutyne-1
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Gas phase thermochemistry data
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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:
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 |
---|---|---|---|---|---|
ΔfH°gas | 106.1 | kJ/mol | Ccr | Pimenova, Kozina, et al., 1986 | ALS |
ΔfH°gas | 107.0 ± 1.3 | kJ/mol | Ion | Siretskaya, Takhistov, et al., 1986 | ALS |
ΔfH°gas | 106.7 | kJ/mol | N/A | Kupreev and Shimonaev, 1977 | Value computed using ΔfHliquid° value of 78.5±2.4 kj/mol from Kupreev and Shimonaev, 1977 and ΔvapH° value of 28.2 kj/mol from Pimenova, Kozina, et al., 1986.; DRB |
Constant pressure heat capacity of gas
Cp,gas (J/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
36.75 | 50. | Thermodynamics Research Center, 1997 | p=1 bar.; GT |
56.59 | 100. | ||
77.26 | 150. | ||
96.13 | 200. | ||
122.51 | 273.15 | ||
131.31 | 298.15 | ||
131.95 | 300. | ||
164.76 | 400. | ||
192.40 | 500. | ||
215.05 | 600. | ||
233.85 | 700. | ||
249.77 | 800. | ||
263.45 | 900. | ||
275.27 | 1000. | ||
285.5 | 1100. | ||
294.4 | 1200. | ||
302.2 | 1300. | ||
308.9 | 1400. | ||
314.8 | 1500. |
Condensed phase thermochemistry data
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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | 77.9 ± 1.5 | kJ/mol | Ccr | Pimenova, Kozina, et al., 1986 | |
ΔfH°liquid | 77.8 ± 1.3 | kJ/mol | Ion | Siretskaya, Takhistov, et al., 1986 | |
ΔfH°liquid | 78.5 ± 2.4 | kJ/mol | Ccb | Kupreev and Shimonaev, 1977 | |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -3868.1 ± 1.3 | kJ/mol | Ccr | Pimenova, Kozina, et al., 1986 | Corresponding ΔfHºliquid = 77.9 kJ/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°liquid | -3868.7 ± 2.4 | kJ/mol | Ccb | Kupreev and Shimonaev, 1977 | Corresponding ΔfHºliquid = 78.45 kJ/mol (simple calculation by NIST; no Washburn corrections) |
Phase change data
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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
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 311. ± 1. | K | AVG | N/A | Average of 16 out of 18 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 194.94 | K | N/A | Pomerantz, Fookson, et al., 1954 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 192.0 | K | N/A | Van Risseghem, 1922 | Uncertainty assigned by TRC = 1.5 K; TRC |
Tfus | 192. | K | N/A | Timmermans, 1922 | Uncertainty assigned by TRC = 1.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 28.2 | kJ/mol | E | Pimenova, Kozina, et al., 1986 | ALS |
ΔvapH° | 29.20 | kJ/mol | E | Siretskaya, Takhistov, et al., 1986 | ALS |
Gas Chromatography
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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 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 | Squalane | 80. | 467. | Soják, Farkas, et al., 1991 | 107. m/0.25 mm/0.40 μm, H2 |
Van Den Dool and Kratz RI, non-polar column, temperature ramp
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Petrocol DH | 509. | White, Hackett, et al., 1992 | 100. m/0.25 mm/0.5 μm, He, 1. K/min; Tstart: 30. C; Tend: 220. C |
Normal alkane RI, non-polar column, custom temperature program
Column type | Active phase | I | Reference | Comment |
---|---|---|---|---|
Capillary | Methyl Silicone | 498. | Zenkevich and Marinichev, 2001 | Program: not specified |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Pimenova, Kozina, et al., 1986
Pimenova, S.M.; Kozina, M.P.; Gal'chenko, G.L.; Siretskaya, T.V.; Takhistov, V.V.; Kuznetsova, T.S.; Proskurnina, M.V.; Kotel'nikova, T.A.,
Heats of combustion and formation of some compounds with acetylene bonding,
Termodin. Org. Soedin., 1986, 12-16. [all data]
Siretskaya, Takhistov, et al., 1986
Siretskaya, T.V.; Takhistov, V.V.; Pimenova, S.M.; Orlov, V.M.; Pustobaev, V.N.,
Formation enthalpies of acetylene ketones fragments in gas phases,
React. Kinet. Catal. Lett., 1986, 31, 15-19. [all data]
Kupreev and Shimonaev, 1977
Kupreev, A.I.; Shimonaev, G.S.,
Determination of the enthalpies of formation of liquid acetylenic hydrocarbons,
Russ. J. Phys. Chem. (Engl. Transl.), 1977, 51, 826-827. [all data]
Thermodynamics Research Center, 1997
Thermodynamics Research Center,
Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]
Pomerantz, Fookson, et al., 1954
Pomerantz, P.; Fookson, A.; Mears, T.W.; Rothberg, S.; Howard, F.L.,
Synthesis and Physical Properties of Several Acetylenic Hydrocarbons,
J. Res. Natl. Bur. Stand. (U. S.), 1954, 52, 51. [all data]
Van Risseghem, 1922
Van Risseghem, H.,
Synthesis of trimethylethylmethane,
Bull. Soc. Chim. Belg., 1922, 31, 62-6. [all data]
Timmermans, 1922
Timmermans, J.,
Investigation of the Freezing Point of Organic Substances VII,
Bull. Soc. Chim. Belg., 1922, 31, 389. [all data]
Soják, Farkas, et al., 1991
Soják, L.; Farkas, P.; Ostrovský, I.; Janák, J.; Chrétien, J.R.,
Capillary gas chromatography of C5 - C13 branched alkynes on squalane and liquid crystal stationary phases,
J. Chromatogr., 1991, 557, 241-253, https://doi.org/10.1016/S0021-9673(01)87136-3
. [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]
Zenkevich and Marinichev, 2001
Zenkevich, I.G.; Marinichev, A.N.,
Comparison of Topological and Dynamics Molecular Characteristics for Precalculation of Chromatographic Retention Parameters of Organic Compounds (in Russian),
Zh. Struct. Khim., 2001, 42, 5, 893-902. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, Gas Chromatography, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Tboil Boiling point Tfus Fusion (melting) point ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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