3-Methyl-2-penten-4-yn-1-ol Property

Melting point:

25°C

Boiling point:

144.66°C (rough estimate)

Density 

0.9253 (estimate)

refractive index 

1.4460 (estimate)

pka

14.22±0.10(Predicted)

EPA Substance Registry System

2-Penten-4-yn-1-ol, 3-methyl- (105-29-3)

Safety

RIDADR 

2705

HazardClass 

8

PackingGroup 

II

Hazard and Precautionary Statements (GHS)

3-Methyl-2-penten-4-yn-1-ol Chemical Properties,Usage,Production

Description

3-Methyl-2-penten-4-yn-1-ol, also known as C6 alcohol or 3-methylpent-2-en-4-yn-1-ol, is a derivative of methyl vinyl ketone and acetylene. (Z)-3-Methyl-2-penten-4-yn-1-ol is a pharmaceutical intermediate for the production of vitamin A. Its stereoisomer, (Z)-3-methyl-2-penten-4-yn-1-ol, is also a useful intermediate for the manufacture of astaxanthin, zeaxanthin and further carotenoids.

Chemical Properties

3-Methyl-2-penten-4-yn-1-ol has cis and trans isomers. E type: oily liquid, boiling point 165-167℃, relative density 0.922, refractive index 1.4850, flash point 65℃; Z type: oily liquid, boiling point 89-92℃/4kPa, relative density 0.897, refractive index 1.4930, flash point 75 °C. Both isomers are easy to polymerize, and they will explode when heated to above 120°C in a sealed tube.

Uses

Used as intermediate of vitamin A acetate.

Synthesis

3-Methyl-2-penten-4-yn-1-ol is synthesized by allyl rearrangement fo methyl vinyl ethynyl methanol at 80°C under moderate acid.