2,4-Hexadiyne
- Formula: C6H6
- Molecular weight: 78.1118
- IUPAC Standard InChI: InChI=1S/C6H6/c1-3-5-6-4-2/h1-2H3
- IUPAC Standard InChIKey: PCTCNWZFDASPLA-UHFFFAOYSA-N
- CAS Registry Number: 2809-69-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: Dimethylbutadiyne; Dimethyldiacetylene; CH3C≡CC≡CCH3; Hexa-2,4-diyne
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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
AC - William E. Acree, Jr., James S. Chickos
DH - Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 402. to 403. | K | N/A | Farchan Laboratories, 1990 | BS |
| Tboil | 402.7 | K | N/A | Weast and Grasselli, 1989 | BS |
| Tboil | 403. | K | N/A | Prevost, 1926 | Uncertainty assigned by TRC = 3. K; not clear whether this compound or 1,3-hexadiyne; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Tfus | 337. | K | N/A | Pauling, Springall, et al., 1939 | Uncertainty assigned by TRC = 2. K; TRC |
| Tfus | 338. | K | N/A | Prevost, 1926 | Uncertainty assigned by TRC = 3. K; not clear whether this compound or 1,3-hexadiyne; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| Ttriple | 337.84 | K | N/A | Meyer and Meyer, 1986 | Uncertainty assigned by TRC = 0.15 K; TRC |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔvapH° | 10.1 | kcal/mol | E | Luk'yanova, Pimenova, et al., 1992 | ALS |
| ΔvapH° | 10.2 | kcal/mol | EB | Meyer and Meyer, 1986, 2 | Based on data from 364. to 408. K.; AC |
Enthalpy of sublimation
| ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 11. ± 0.5 | 307. | MM | Batley, Mraw, et al., 1982 | Based on data from 282. to 333. K.; AC |
Enthalpy of phase transition
| ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 0.2382 | 117.9 | crystaline, II | crystaline, I | Batley, Mraw, et al., 1982 | DH |
Entropy of phase transition
| ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 2.01 | 117.9 | crystaline, II | crystaline, I | Batley, Mraw, et al., 1982 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Farchan Laboratories, 1990
Farchan Laboratories,
Research Chemicals Catalog, Farchan Laboratories, Gainesville, FL, 1990, 91. [all data]
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]
Prevost, 1926
Prevost, C.,
The Catalytic Dehydrogenation of Vinylalcoylcarbinols,
C. R. Hebd. Seances Acad. Sci., 1926, 183, 853. [all data]
Pauling, Springall, et al., 1939
Pauling, L.; Springall, H.D.; Palmer, K.J.,
The Electron Diffraction Investigation of Methylacetylene, Dimethyl- acetylene, Dimethyldiacetylene, Methyl Cyanide, Diacetylene and Cyanogen cyanogen,
J. Am. Chem. Soc., 1939, 61, 927-8. [all data]
Meyer and Meyer, 1986
Meyer, E.F.; Meyer, J.J.,
Vapor Pressure of 2,4-Hexadiyne: Solid(0-21 deg C) and Liquid (91-135 deg C),
J. Chem. Eng. Data, 1986, 31, 273. [all data]
Luk'yanova, Pimenova, et al., 1992
Luk'yanova, V.A.; Pimenova, S.M.; Timofeeva, L.P.; Kozina, M.P.; Kolesov, V.P.; Tarakanova, A.V.,
Standard enthalpies of formation of some derivatives of diacetylene,
Russ. J. Phys. Chem. (Engl. Transl.), 1992, 66, 1083-1085. [all data]
Meyer and Meyer, 1986, 2
Meyer, Edwin F.; Meyer, John J.,
Vapor pressure of 2,4-hexadiyne: solid (0-21.degree.C) and liquid (91-135.degree.C),
J. Chem. Eng. Data, 1986, 31, 3, 273-274, https://doi.org/10.1021/je00045a004
. [all data]
Batley, Mraw, et al., 1982
Batley, M.; Mraw, S.; Staveley, L.A.K.; Overs, A.H.; Owen, M.C.; Thomas, R.K.; White, J.W.,
The structure and dynamics of crystalline 2,4-hexadiyne. I. Crystal structure, thermodynamics, and model calculations,
Mol. Phys., 1982, 45(5), 1015-1034. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔsubH Enthalpy of sublimation ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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