Top Qs
Timeline
Chat
Perspective

1-Hexyne

Chemical compound From Wikipedia, the free encyclopedia

1-Hexyne
Remove ads

1-Hexyne is a hydrocarbon consisting of a straight six-carbon chain having a terminal alkyne. Its molecular formula is HC2C4H9. A colorless liquid, it is one of three isomers of hexyne.[1] It is used as a reagent in organic synthesis.

Quick Facts Names, Identifiers ...
Remove ads

Synthesis and reactions

1-Hexyne can be prepared by the reaction of monosodium acetylide with butyl bromide:[1]

NaC2H + BrC4H9 → HC2C4H9 + NaBr

Its reactivity illustrates the behavior of terminal alkylacetylenes. The hexyl derivative is common test substrate because it is conveniently volatile. It undergoes deprotonation at C-3 and C-1 with butyl lithium:

HC2C4H9 + 2 BuLi → LiC2CH(Li)C3H7 + 2 BuH

This reaction allows alkylation at the 3-position.[2]

Catechol borane adds to 1-hexyne to give the 1-hexenyl borane. [3]

1-Hexyne reacts with diethyl fumarate to produce n-hexylsuccinic acid.[4]

Remove ads

See also

References

Loading related searches...

Wikiwand - on

Seamless Wikipedia browsing. On steroids.

Remove ads