6279-36-3

Basic information

• Product Name: 1-chloro-4-[(4-methylphenoxy)methyl]benzene
• Synonyms: 1-Chloro-4-[(4-methylphenoxy)methyl]benzene; 4-Chlorobenzyl 4-methylphenyl ether; benzene, 1-chloro-4-[(4-methylphenoxy)methyl]-
• CAS NO: 6279-36-3
• Molecular Formula: C₁₄H₁₃ClO
• Molecular Weight: 232.7054
• Mol File: 6279-36-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 337.7°C at 760 mmHg
• Flash Point: 158.4°C
• Density: 1.149g/cm³
• Vapor Pressure: 0.000202mmHg at 25°C
• Refractive Index: 1.577
• CAS DataBase Reference: 1-chloro-4-[(4-methylphenoxy)methyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-4-[(4-methylphenoxy)methyl]benzene(6279-36-3)
• EPA Substance Registry System: 1-chloro-4-[(4-methylphenoxy)methyl]benzene(6279-36-3)

Safety Data

• Hazardous Substances Data: 6279-36-3(Hazardous Substances Data)

Usage

Chemical classification

Chlorinated aromatic compound
It contains a benzene ring with a chlorine atom attached, making it a derivative of an aromatic compound.

Common use

Building block in organic synthesis
It serves as a starting material for the synthesis of various other organic compounds.

Applications

Pharmaceutical, agrochemical, and dye production
The compound is utilized in the manufacturing of drugs, chemicals for agriculture, and coloring agents.

Structural components

Benzene ring with a chlorine atom at the first position (1-chloro)
4-[(4-methylphenoxy)methyl] group at the fourth position (4-[(4-methylphenoxy)methyl]benzene)

4-methylphenoxy group structure

A benzene ring with a methyl group at the fourth position
An oxygen atom attached to the first position of the benzene ring
The oxygen atom is connected to a methyl group

Industrial and scientific research applications

The compound is employed in various industrial processes and contributes to scientific research in the fields of chemistry and materials science.

Upstream product

• 106-44-5 p-cresol 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 6627-55-0 2-bromo-p-cresol 
• 622-95-7 4-chlorobenzyl bromide 

Relevant articles and documents

Bu3SnH mediated oxidative radical cyclisations: Synthesis of 6H-benzo[c]chromen-6-ones

Attempts to synthesise 6H-benzo[c]chromen-6-ones by Bu3SnH mediated cyclisation of o-(benzoyl)aryl radicals failed because of the preferred trans conformation of the ester. This problem was overcome by using cyclisation of o-(benzyloxy)aryl and o-[(aryloxy)methyl]aryl radicals to yield 6H-benzo[c]chromenes followed by oxidation to the 6H-benzo[c]chromen-6-ones. 3-Methoxy-6H-benzo[c]chromen-6-one 1, one of the main biologically active constituents of shilajit, a herbal medicine used in countries surrounding the Himalayan mountains, was synthesised using Bu3SnH mediated cyclisation of 1-benzyloxy-2,4-dibromo-5-methoxybenzene 31 to yield 3-methoxy-6H-benzo[c]chromene 25 followed by PCC oxidation of the 6-position. In order to avoid the problems of rearrangement, the aryl radical cyclisation must be designed such that whichever way the spirodienyl intermediate rearranges, the same product is obtained. For instance, the Bu3SnH mediated cyclisation of 1-iodo- and 1-bromo-2-(3-methoxy-phenyloxymethyl)benzenes 22 and 23 respectively gave both the isomers, 1-methoxy-6H-benzo[c]chromenes 24 and 3-methoxy-6H-benzo[c]chromenes 25 via rearrangement of the intermediate spirodienyl radical. The synthesised 6H-benzo[c]chromenes were oxidised in high yield to the corresponding 6H-benzo[c]chromen-6-ones. The mechanism of the 'oxidative' Bu3SnH mediated cyclisation is discussed.