1009-81-0

Basic information

• Product Name: 1,5-Hexadienylbenzene.
• Synonyms: 1,5-Hexadienylbenzene.
• CAS NO: 1009-81-0
• Molecular Formula: C₁₂H₁₄
• Molecular Weight: 158.23956
• Mol File: 1009-81-0.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 218.34°C (rough estimate)
• Appearance: /
• Density: 0.9005
• Refractive Index: 1.5421
• CAS DataBase Reference: 1,5-Hexadienylbenzene.(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Hexadienylbenzene.(1009-81-0)
• EPA Substance Registry System: 1,5-Hexadienylbenzene.(1009-81-0)

Safety Data

• Hazardous Substances Data: 1009-81-0(Hazardous Substances Data)

Usage

Synonyms

Benzene, 1,5-hexadienyl-; Styrylbenzene

Physical state

Colorless liquid

Odor

Strong aromatic

Uses

a. Fragrance ingredient in perfumes and scented products
b. Synthesis of various organic compounds

Toxicity

Low toxicity

Chemical structure

Benzene ring with a 1,5-hexadienyl group attached

Characteristic properties

a. Strong aromatic odor
b. Colorless liquid
c. Low toxicity

Applications

a. Fragrance and chemical industries
b. Perfume production
c. Synthesis of organic compounds

Upstream product

• 106-95-6 allyl bromide 
• 4392-24-9 Cinnamyl bromide 
• 67-56-1 methanol 
• 138971-29-6 Phosphoric acid diethyl ester 1-phenyl-hex-5-enyl ester 
• 151513-34-7 6-(Phenylthio)-6-phenyl-1-hexene 
• 71-43-2 benzene 
• 144121-60-8 1-phenylhex-5-en-1-ol 
• 14996-78-2 2-phenylcycloheptanone 
• 66680-87-3 (E)-1-phenyl-(2-tributylstannyl)ethene 
• 14660-38-9 Δ³-butenylmercury chloride 
• 53317-08-1 9-allyl-9-bora-bicyclo[3.3.1]nonane 
• 16277-67-1 3-methoxy-1-phenylpropene 
• 4518-65-4 (1-methoxyprop-1-en-1-yl)benzene 
• 72824-04-5 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 110-15-6 succinic acid 
• 65-85-0 benzoic acid 
• 50397-92-7 3-methyl-2-phenylcyclopent-2-en-1-one 
• 1105107-68-3 2-benzylhex-5-enoic acid 
• 22524-25-0 1-phenylhex-5-en-1-one 

Relevant articles and documents

Branched/linear selectivity in palladium-catalyzed allyl-allyl cross-couplings: the role of ligands

Abstract While Pd-catalyzed allyl-allyl cross-couplings in the presence of small-bite-angle bidentate ligands reliably furnish the branched regioisomer with high levels of selectivity, cross-couplings in the presence of large-bite-angle bidentate ligands

A regioselectivity switch in Pd-catalyzed hydroallylation of alkynes

By exploiting the reactivity of a vinyl-Pd species, we control the regioselectivity in hydroallylation of alkynes under Pd-hydride catalysis. A monophosphine ligand and carboxylic acid combination promotes 1,5-dienes through a pathway involving isomerization of alkynes to allenes. In contrast, a bisphosphine ligand and copper cocatalyst favor 1,4-dienes via a mechanism that involves transmetalation. Our study highlights how to access different isomers by diverting a common organometallic intermediate.

Indium(i)-catalyzed alkyl-allyl coupling between ethers and an allylborane

An efficient method for alkyl-allyl cross-coupling between ethers and a 9-BBN-derived allylborane catalyzed by indium(i) triflate has been developed. The allylborane proved to be essential to obtain the desired products in high yields. The reaction displayed good substrate scope including high functional group tolerance. The Royal Society of Chemistry 2011.