61847-97-0Relevant academic research and scientific papers
The influence of distal substitution on the base-induced isomerization of long-chain terminal alkynes
Mohammad, Innus,Mun, JiYoung,Onorato, Amber,Morton, Martha D.,Saleh, Abdullah I.,Smith, Michael B.
, p. 4162 - 4165 (2017)
When compared to a long-straight chain terminal alkyne, a long chain terminal alkyne with a distal isopropyl unit (isobranched) isomerizes about two times faster when treated with strong base under identical conditions, and appears to follow pseudo first order kinetics. In both cases, equilibration to a 95–97:5–3 mixture of terminal:internal alkyne accompanies isomerization. The difference in rate may be due to an unusual folding of both long-chain alkynes, bringing the distal substituent close to the carbon-carbon-triple bond moiety. The distal isopropyl moiety may provide unanticipated steric hindrance that disrupts such folding, making the propargylic proton more available for reaction with base.
ETHYLIDYNE ALKYNES FROM ISOPROPYLIDENE OLEFINS
Abidi, S. L.
, p. 267 - 270 (2007/10/02)
A number of isopropylidene olefins was reacted with sodium nitrite in AcOH-H2O to give the corresponding ethylidyne alkynes with net loss of a CH4 unit.
