114467-66-2

Basic information

• Product Name: 2,5-Hexadien-1-ol, 4-phenyl-, (E)-
• CAS NO: 114467-66-2
• Molecular Formula: C12H14O
• Molecular Weight: 174.243
• Mol File: 114467-66-2.mol

Chemical Properties

• CAS DataBase Reference: 2,5-Hexadien-1-ol, 4-phenyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Hexadien-1-ol, 4-phenyl-, (E)-(114467-66-2)
• EPA Substance Registry System: 2,5-Hexadien-1-ol, 4-phenyl-, (E)-(114467-66-2)

Safety Data

• Hazardous Substances Data: 114467-66-2(Hazardous Substances Data)

Usage

Commonly known as

trans-4-phenyl-2,5-hexadien-1-ol

Properties

unsaturated alcohol with a phenyl group, double bond in trans configuration

Uses

synthesis of organic molecules, production of fragrances, flavors, and pharmaceuticals

Biological activities

anti-inflammatory and antioxidant properties

Potential use

precursor in organic synthesis

Upstream product

• 89368-01-4 2-styryloxirane 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 107-19-7 propargyl alcohol 
• 4392-24-9 Cinnamyl bromide 

Relevant articles and documents

Carboindation of Alkynes. Regio- and Stereoselective Allylation of Carbon-Carbon Triple Bonds of Alkynols by Allylic Indium Reagents

Allylindium sesquihalides undergo smooth allylindation with terminal alkynes bearing a neighboring hydroxyl group at 100-140 deg C to give allylalkenols.The coupling occurred regioselectively at the γ-carbon of the allylindium reagents via syn-addition, whereas the regioselectivity concerning the alkynol depends upon the structures of both allylindium and alkynol.The allylation of nonfunctionalized alkynes is less efficient, requiring higher reaction temperature (150-180 deg C) and giving lower yields.Mechanistic considerations suggest a hydroxyl-assisted concerted process for the allylindation of alkynols, whereas a radical pathway is more likely for nonfunctionalized alkynes.Three monoterpene alcohols, i.e., yomogi alcohol, achillenol, and isomyrcenol, were conveniently prepared via allylindation of appropriate alkynols.

Carboindation of alkynols. A facile synthesis of yomogi alcohol

Carboindation of alkynols by ally lie indium sesquihalides proceeded in DMF at 100 - 140 °C via a synaddition; yomogi alcohol was prepared in onepot by this method.

PALLADIUM CATALYZED COUPLING OF ORGANOSTANNANES WITH VINYL EPOXIDES

The coupling reaction of organotin reagents with vinyl epoxides, catalyzed by palladium, takes place at ambient temperatures, regioselectively, giving predominately the 1,4-addition product.Both aryl- and vinylstannanes undergo coupling in high yields, wh