159854-35-0

Basic information

• Product Name: (E)-3-Hydroxy-1-phenyl-4-vinyl-1,5-hexadiene
• CAS NO: 159854-35-0
• Molecular Weight: 200.28
• Mol File: 159854-35-0.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (E)-3-Hydroxy-1-phenyl-4-vinyl-1,5-hexadiene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-Hydroxy-1-phenyl-4-vinyl-1,5-hexadiene(159854-35-0)
• EPA Substance Registry System: (E)-3-Hydroxy-1-phenyl-4-vinyl-1,5-hexadiene(159854-35-0)

Safety Data

• Hazardous Substances Data: 159854-35-0(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 116997-87-6 ethyl-1,4-pentadien-3-yl carbonate 
• 52022-82-9 (E)-5-bromopenta-1,3-diene 
• 40596-30-3 (E)-1-chloro-2,4-pentadiene 

Relevant articles and documents

Facile and Highly Stereoselective Synthesis of Homoallylic Alcohols Using Organosilicon Intermediates

Allyltrichlorosilanes regioselectively reacted with aldehydes in N,N-dimethylformamide (DMF) without a catalyst to afford the corresponding homoallylic alcohols in high yields.The reactions proceeded under neutral conditions, and syn- and anti-homoallylic alcohols were stereoselectively obtained from (Z)- and (E)-allyltrichlorosilanes, respectively.In these reactions, DMF coordinated to the silicon atom of the allyltrichlorosilanes to form hypervalent silicates, which in turn reacted with aldehydes smoothly.Solvent effects in these reactions were also examined.The reactions were applied to the one-pot synthesis of homoallylic alcohols from allylic chlorides via organosilicon intermediates.While syn-homoallylic alcohols were prepared from (Z)-allyl chlorides, anti-homoallylic alcohols were obtained from (E)-allyl chlorides.Unique regioselectivities in the reactions of 1-chloro-2,4-pentadiene were also found.Finally, the one-pot synthesis of homoallylic alcohols from 1,3-dienes is reported.

Indium mediated γ-pentadienylation of conjugated aldehydes: Synthons for hydrindanes by an oxy-Cope-cycloaddition strategy

The addition of pentadienylindium to unsaturated aldehydes afforded the alcohols 7, from 1,2-addition, substituted with a 1,4-diene unit. Subsequent anionic oxy-Cope rearrangement provided the Michael 1,4-addition product 8. Wittig reaction followed by in