5538-41-0

Basic information

• Product Name: CHLOROXYLENOL RELATED COMPOUND A (25 MG) (2- CHLORO-3,5-DIMETHYLPHENOL)
• Synonyms: CHLOROXYLENOL RELATED COMPOUND A (25 MG) (2- CHLORO-3,5-DIMETHYLPHENOL);2-chloro-3,5-xylenol;Phenol, 2-chloro-3,5-dimethyl-;Einecs 226-898-6;Chloroxylenol Related CoMpound A
• CAS NO: 5538-41-0
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.60946
• EINECS: 226-898-6
• Mol File: 5538-41-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 115-116℃
• Boiling Point: 231℃
• Flash Point: 93℃
• Appearance: /
• Density: 1.183
• Vapor Pressure: 0.0431mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.72±0.15(Predicted)
• CAS DataBase Reference: CHLOROXYLENOL RELATED COMPOUND A (25 MG) (2- CHLORO-3,5-DIMETHYLPHENOL)(CAS DataBase Reference)
• NIST Chemistry Reference: CHLOROXYLENOL RELATED COMPOUND A (25 MG) (2- CHLORO-3,5-DIMETHYLPHENOL)(5538-41-0)
• EPA Substance Registry System: CHLOROXYLENOL RELATED COMPOUND A (25 MG) (2- CHLORO-3,5-DIMETHYLPHENOL)(5538-41-0)

Safety Data

• Hazardous Substances Data: 5538-41-0(Hazardous Substances Data)

Usage

Uses

2-Chloro-3,5-dimethylphenol is an impurity in the synthesis of Chloroxylenol (C427950) an antiseptic and germicide. Chloroxylenol is used for mildew prevention. Chloroxylenol is also an antibacterial; antiseptic (topical and urinary).

InChI:InChI=1/C8H9ClO/c1-5-3-6(2)8(9)7(10)4-5/h3-4,10H,1-2H3

Upstream product

• 108-68-9 3,5-Dimethylphenol 
• 67-66-3 chloroform 

Downstream Products

• 860510-71-0 3-chloro-2-hydroxy-4,6-dimethyl-benzyl alcohol 
• 62924-32-7 2-Chloro-1-methoxy-3,5-dimethyl-benzene 
• 57399-37-8 4-(3-Chlor-4-methoxy-2,6-dimethylphenyl)-2-butanon 
• 57399-36-7 3-Chlor-2,6-dimethyl-4-methoxybenzylchlorid 
• 57399-39-0 trans-3-Methyl-5-(3-chlor-4-methoxy-2,6-dimethylphenyl)-2-pentenol-1 
• 57399-46-9 trans-3-Methyl-5-(3-chlor-4-methoxy-2,6-dimethylphenyl)-2-pentenal 
• 62924-23-6 trans-3-Methyl-5-(3-chlor-4-methoxy-2,6-dimethylphenyl)-2-pentensaeureethylester 
• 859784-53-5 2,4-dibromo-6-chloro-3,5-dimethylphenol 

Relevant articles and documents

para-Selective chlorination of cresols and m-xylenol using sulfuryl chloride in the presence of poly(alkylene sulfide)s

Chlorination of o-cresol, m-cresol, and m-xylenol using sulfuryl chloride in the presence of a range of poly(alkylene sulfide)s and a Lewis acid (aluminum or ferric chloride) has been studied. The sulfur containing catalysts used led to the production of para-chlorophenols in high yields and higher para/ortho ratios than for reactions in the absence of such poly(alkylene sulfide)s. The effectiveness of the polymers was found to be dependent on the length of the spacer groups between the sulfur atoms. For example, polymers with shorter spacers provided high yields of 4-chloro-o-cresol (ca. 97%), while polymers with at least one longer spacer provided high yields of both 4-chloro-m-cresol (up to 94.6%) and 4-chloro-m-xylenol (up to 97.6%).

Regioselective synthesis of important chlorophenols in the presence of methylthioalkanes with remote SMe, OMe or OH substituents

Various methylthio alcohols, methoxy(methylthio)alkanes and bis(methylthio)alkanes have been used as regioselectivity modifiers in the chlorination reactions of various phenols at room temperature. The process involves the use of a slight excess of sulfuryl chloride in the presence of aluminum or ferric chloride as an activator. Methylthio alcohols, methoxy(methylthio)alkanes and bis(methylthio)alkanes having 2 and 3 methylene groups as a spacer were found to be good for the para-selective chlorination of o-cresol and phenol. On the other hand, methylthio alcohols, methoxy(methylthio)alkanes and bis(methylthio)alkanes having 6 and 9 methylene groups were found to be good for the selective para-chlorination of m-xylenol and m-cresol. Calculations using density functional theory on bis(methylthio)alkanes have suggested two different types of stable chlorinated intermediates depending on the number of methylene units as a spacer.

Comparison of cyclic and polymeric disulfides as catalysts for the regioselective chlorination of phenols

Two cyclic and two polymeric disulfides have been synthesized and established to be useful catalysts for the chlorination of m-xylenol, o-cresol, m-cresol and phenol using freshly distilled sulfuryl chloride in the presence of aluminum or ferric chloride as a co-catalyst at room temperature. The yields of p-isomers and para/ortho ratios were higher compared to cases where no catalyst was used with most catalysts for most phenols even when a very low concentration of disulfide was used.