3-Hexyne

3-Hexyne is the organic compound with the formula C2H5CCC2H5. This colorless liquid is one of three isomeric hexynes. 3-Hexyne forms with 5-decyne, 4-octyne, and 2-butyne a series of symmetric alkynes. It is a reagent in organometallic chemistry.[1]

Structure of the coordination complex NbCl3(dimethoxyethane)(3-hexyne).[2]
3-Hexyne
Names
IUPAC name
Hex-3-yne
Other names
Diethylacetylene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.977
UNII
Properties
C6H10
Molar mass 82.14 g/mol
Appearance Colorless liquid
Density 0.723 g/cm3
Melting point −105 °C (−157 °F; 168 K)
Boiling point 81 to 82 °C (178 to 180 °F; 354 to 355 K)
low
Hazards
R-phrases (outdated) R11 R36/37/38 R65
S-phrases (outdated) S16 S26 S36 S62
Flash point −14 °C (7 °F; 259 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References

  1. Maynard, R. B.; Borodinsky, L.; Grimes, R. N. (1984). 2,3-Diethyl-2,3-dicarba-nido -hexaborane(8). Inorganic Syntheses. 22. pp. 211–214. doi:10.1002/9780470132531.ch49. ISBN 9780470132531.
  2. Arteaga-Müller, Rocío; Tsurugi, Hayato; Saito, Teruhiko; Yanagawa, Masao; Oda, Seiji; Mashima, Kazushi (2009). "New Tantalum Ligand-Free Catalyst System for Highly Selective Trimerization of Ethylene Affording 1-Hexene: New Evidence of a Metallacycle Mechanism". Journal of the American Chemical Society. 131 (15): 5370–5371. doi:10.1021/ja8100837. PMID 20560633.
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