31089-49-3

Basic information

• Product Name: 4-benzyl-2-chlorophenol
• Synonyms: 4-benzyl-2-chlorophenol;Phenol, 2-chloro-4-(phenylmethyl)-
• CAS NO: 31089-49-3
• Molecular Formula: C₁₃H₁₁ClO
• Molecular Weight: 218.67884
• EINECS: 250-460-3
• Mol File: 31089-49-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 332°C at 760 mmHg
• Flash Point: 154.6°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 7.81E-05mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: 4-benzyl-2-chlorophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzyl-2-chlorophenol(31089-49-3)
• EPA Substance Registry System: 4-benzyl-2-chlorophenol(31089-49-3)

Safety Data

• Hazardous Substances Data: 31089-49-3(Hazardous Substances Data)

Usage

General Description

4-benzyl-2-chlorophenol, also known as 2-chloro-4-(phenylmethyl)phenol, is a chemical compound with the molecular formula C13H11ClO. It is a phenolic compound that is used as an antiseptic and disinfectant in various personal care and healthcare products. It exhibits both antimicrobial and antifungal properties, making it suitable for use in products like soaps, lotions, and mouthwashes. 4-benzyl-2-chlorophenol is also utilized in the preservation of industrial and household products, such as paints and adhesives. However, due to its potential toxicity and environmental impact, the use of this chemical is regulated in many countries.

InChI:InChI=1/C13H11ClO/c14-12-9-11(6-7-13(12)15)8-10-4-2-1-3-5-10/h1-7,9,15H,8H2

Upstream product

• 95-57-8 2-monochlorophenol 
• 100-44-7 benzyl chloride 
• 100-51-6 benzyl alcohol 
• 7446-70-0 aluminium trichloride 
• 101-53-1 p-benzylphenol 
• 100-39-0 benzyl bromide 

Downstream Products

• 38932-58-0 4-benzyl-2,6-dichloro-phenol 

Relevant articles and documents

Identification, library synthesis and anti-vibriosis activity of 2-benzyl-4-chlorophenol from cultures of the marine bacterium Shewanella halifaxensis

Summer Gut Syndrome (SGS) is caused by various Vibrio bacterial species and can have negative effects on aquaculture farms worldwide. In New Zealand, SGS is caused by Vibrio harveyii infecting King Salmon (Oncorhynchus tshawytscha). To find leads for the prevention of SGS, we screened the inhibitory effects of 16 strains of Shewanella upon V. harveyii growth in competitive solid phase cultures. The detailed investigation of Shewanella halifaxensis IRL548 revealed 2-benzyl-4-chlorophenol (1), a known, commercially available antibacterial agent, as the major bioactive component. Synthesis of a small library of congeners to confirm the natural product identity and to provide a structure-activity relationship for the observed activity was also completed. Compound 1 exhibits moderate activity against two pathogenic microorganisms.

ALKYLATION OF 2- AND 4-CHLOROPHENOLS BY ALKYL HALIDES IN THE PRESENCE OF SMALL AMOUNTS OF CATALYSTS

The alkylation of 2-chlorophenol by benzyl chloride, chlorocyclohexane, chlorocyclopentane, sec-butyl bromide, and 1- and 2-bromopentanes in the presence of 1.06.10-3 - 1.06.10-2 mole of catalyst (a Lewis acid) was investigated.Competing alkylations of chlorophenols and phenol with benzyl chloride, realized under identical conditions, showed that the reactivity of the substrate decreases in the order: phenol > 3-chlorophenol > 4-chlorophenol >= 2-chlorophenol.The ratio of the 6- and 4-isomers of benzyl-2-chlorophenols is not affected by the nature of the anion in the catalyst.During the alkylation of 4-chlorophenol with butyl bromide and bromopentane the main product is sec-alkyl-4-chlorophenol (yield 86-90percent), and 4-9percent of the alkyl-4-chlorophenol is formed.