2,4-Hexadiyne
- Formula: C6H6
- Molecular weight: 78.1118
- 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
- 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.
Phase change data
Go To: Top, References, Notes
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
- 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.