1541-15-7

Basic information

• Product Name: 1,3,5-Cycloheptatriene, 2-phenyl-
• CAS NO: 1541-15-7
• Molecular Formula: C13H12
• Molecular Weight: 168.238
• Mol File: 1541-15-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3,5-Cycloheptatriene, 2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-Cycloheptatriene, 2-phenyl-(1541-15-7)
• EPA Substance Registry System: 1,3,5-Cycloheptatriene, 2-phenyl-(1541-15-7)

Safety Data

• Hazardous Substances Data: 1541-15-7(Hazardous Substances Data)

Usage

Class

Cyclic hydrocarbon, cycloheptatriene

Molecular weight

186.21 g/mol

Physical state

Colorless liquid at room temperature

Uses

Intermediate in the synthesis of various organic compounds (pharmaceuticals, agrochemicals, polymer materials)

Applications in organic chemistry

Reactant in cycloaddition and cyclopropanation reactions

Description

Versatile building block in organic synthesis

Upstream product

• 1541-11-3 7-phenylcycloheptatriene 
• 1018955-90-2 6-phenylbicyclo[3.2.0]hept-2-en-6-ol 

Downstream Products

• 1203-68-5 2-Phenylbenzaldehyde 
• 906436-33-7 3-([1,1'-biphenyl]-4-ylmethylene)pentane-2,4-dione 
• 1204-60-0 biphenyl-3-carbaldehyde 
• 3218-36-8 4-Phenylbenzaldehyde 

Relevant articles and documents

An oxidative rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol to 1,1′-biphenyl-carbaldehydes: A mechanistic study

Acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0]heptan-6-ol gave 1,1′-biphenyl and 1,1′-biphenyl-carbaldehydes in small amounts as well as the expected rearrangement products. A detailed study of the reaction mechanism revealed that the conversion occurs via an oxidative process through the consecutive formation of cycloheptadienes, cycloheptatrienes, and 1,1′-biphenyls. The acid-catalyzed rearrangement of 6-phenylbicyclo[3.2.0] hept-2-en-6-ols gave 1- and 2-phenylcycloheptatrienes directly, from which 1,1′-biphenyl and 1,1′-biphenyl-carbaldehydes were obtained by oxidation.

Base-catalysed isomerization of 7-phenyl-1,3,5-cycloheptatriene

Under the influence of basic alcohol, 7-phenyl-1,3,5-cycloheptatriene (7c) forms its 1-, 2- and 3-isomers (viz. 1c, 2c and 3c) in parallel reactions, contrary to suggestions made in the literature.The activation parameters for these reactions are given.The difference in behaviour (in isomerization and exchange reactions under basic conditions) between 7-(methoxycarbonyl)-1,3,5-cycloheptatriene (7b) and 7-phenyl-1,3,5-cyclopentatriene (7c) is explained by the weaker electron-attracting properties of the phenyl ring as compared to the methoxycarbonyl substituent.