2-Hexyne

Source: Wikipedia, the free encyclopedia.
2-Hexyne
Names
Preferred IUPAC name
Hex-2-yne
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.011.015 Edit this at Wikidata
EC Number
  • 212-117-6
UNII
  • InChI=1S/C6H10/c1-3-5-6-4-2/h3,5H2,1-2H3
    Key: MELUCTCJOARQQG-UHFFFAOYSA-N
  • CCCC#CC
Properties
C6H10
Molar mass 82.146 g·mol−1
Density 0.7317
Melting point −88 °C (−126 °F; 185 K)[1]
Boiling point 83.8 °C (182.8 °F; 356.9 K)[2]
1.4135
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation markGHS08: Health hazard
Danger
H225, H304, H315, H319
P210, P233, P240, P241, P242, P243, P264, P280, P301+P310, P302+P352, P303+P361+P353, P305+P351+P338, P321, P331, P332+P313, P337+P313, P362, P370+P378, P403+P235, P405, P501
Related compounds
Related compounds
 3-Hexyne, 1-Hexyne
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Hexyne is an organic compound that belongs to the alkyne group. Just like its isomers, it also has the chemical formula of C6H10.

Reactions

2-Hexyne can be semi

hydrogenated to yield 2-hexene or fully hydrogenated to hexane.[3] With appropriate noble metal catalysts it can selectively form cis-2-hexene.[4]

2-Hexyne can act as a ligand on gold atoms.[5]

With strong sulfuric acid, the ketone

2-hexanone is produced. However this reaction also causes polymerization and charring.[6]

Under heat and pressure 2-hexyne polymerizes to linear oligomers and polymers. This can be hastened by some catalysts such as

molybdenum pentachloride with tetraphenyl tin. However Ziegler–Natta catalysts have no action as the triple bond is hindered.[7]

References

  1. doi:10.1021/ja01855a050
    .
  2. doi:10.1021/ja01174a017
    .
  3. doi:10.1016/0304-5102(89)80220-2
    .
  4. doi:10.1021/ja00424a021
    .
  5. PMID 20222666
    .
  6. doi:10.1021/ja01270a061
    .
  7. doi:10.1021/ma00230a005
    .
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