1-Hexyne is a

hydrocarbon In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and Hydrophobe, hydrophobic; their odor is usually fain ...

consisting of a

straight Straight may refer to: Slang * Straight, slang for heterosexual ** Straight-acting, normal person * Straight, a member of the straight edge subculture Sport and games * Straight, an alternative name for the cross, a type of punch in boxing * Str ...

six-

carbon Carbon () is a chemical element; it has chemical symbol, symbol C and atomic number 6. It is nonmetallic and tetravalence, tetravalent—meaning that its atoms are able to form up to four covalent bonds due to its valence shell exhibiting 4 ...

chain having a terminal alkyne. Its

molecular formula A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as paren ...

is . A colorless liquid, it is one of three isomers of hexyne. It is used as a reagent in organic synthesis.

Synthesis and reactions

1-Hexyne can be prepared by the reaction of

monosodium acetylide Monosodium acetylide, also known as sodium hydrogen acetylide, is an organosodium compound with the formula . It is a sodium Salt (chemistry), salt of acetylene, consisting of sodium cations () and hydrogen acetylide anions (). It is a derived from ...

with butyl bromide: : 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 Butyllithium may refer to one of 5 isomeric organolithium reagents of which 3 are commonly used in chemical synthesis: * ''n''-Butyllithium, abbreviated BuLi or nBuLi * ''sec''-Butyllithium, abbreviated ''sec''-BuLi or sBuLi, has 2 stereoisomers, ...

: : This reaction allows alkylation at the 3-position. Catechol borane adds to 1-hexyne to give the 1-hexenyl borane. 1-Hexyne reacts with diethyl

fumarate Fumaric acid or ''trans''-butenedioic acid is an organic compound with the formula HO2CCH=CHCO2H. A white solid, fumaric acid occurs widely in nature. It has a fruit-like taste and has been used as a food additive. Its E number is E297. The sa ...

to produce .

References

{{DEFAULTSORT:Hexyne, 1- Alkynes

Synthesis and reactions

See also

References