95-66-9

Basic information

• Product Name: 4-CHLORO-M-XYLENE
• Synonyms: 4-CHLORO-M-XYLENE;1-CHLORO-2,4-DIMETHYLBENZENE;m-Xylene, 4-chloro-;4-Chloro-m-xylene,97%;4-CHLORO-M-XYLENE 98%;S26-37;2,4-Dimethyl-1-chlorobenzene;4-Chloro-1,3-dimethylbenzene
• CAS NO: 95-66-9
• Molecular Formula: C₈H₉Cl
• Molecular Weight: 140.61
• Product Categories: Halogen toluene;Chlorine Compounds
• Mol File: 95-66-9.mol
• Article Data: 23

Chemical Properties

• Melting Point: -32 °C
• Boiling Point: 187 °C
• Flash Point: 62.1 °C
• Appearance: /
• Density: 1.06
• Vapor Pressure: 0.866mmHg at 25°C
• Refractive Index: 1.5220-1.5260
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-CHLORO-M-XYLENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-M-XYLENE(95-66-9)
• EPA Substance Registry System: 4-CHLORO-M-XYLENE(95-66-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36
• Hazardous Substances Data: 95-66-9(Hazardous Substances Data)

Usage

Uses

4-Chloro-m-xylene is used as a reagent in the synthesis of 5-aryloxy-2,4-thiazolidinediones as potent GPR40 agonists.

InChI:InChI=1/C8H9Cl/c1-6-3-4-8(9)7(2)5-6/h3-5H,1-2H3

Upstream product

• 34896-68-9 2-chloro-5-methylbenzyl chloride 
• 27876-29-5 acetic acid-(2,4,6,N-tetrachloro-anilide) 
• 64-19-7 acetic acid 
• 108-38-3 m-xylene 
• 7791-25-5 sulfuryl dichloride 
• 7553-56-2 iodine 
• 7782-50-5 chlorine 
• 7705-08-0 iron(III) chloride 
• 7446-70-0 aluminium trichloride 
• 95-47-6 o-xylene 
• 106-43-4 para-chlorotoluene 
• 88-61-9 2,4-dimethylbenzenesulfonic acid 
• 35709-99-0 chlorocarbonic acid-(2,4-dimethyl-phenyl ester) 
• 95-68-1 2,4-Xylidine 

Downstream Products

• 7697-29-2 4-chloro-3-methylbenzoic acid 
• 2845-85-4 4-chloroisophthalic acid 
• 27260-64-6 4-chloro-1,3-bis-(trichloromethyl)-benzene 
• 117890-58-1 4-(bromomethyl)-1-chloro-2-methylbenzene 
• 69383-68-2 1-chloro-2,4-dimethyl-5-nitrobenzene 
• 103039-07-2 1-(2-chloro-3,5-dimethyl-phenyl)-ethanone 
• 13520-08-6 1-chloro-2,4-bis-dichloromethyl-benzene 
• 95-68-1 2,4-Xylidine 
• 4706-89-2 2,4-dimethylcumene 
• 1483-60-9 1-(sec-butyl)-2,4-dimethylbenzene 
• 21789-36-6 2,4-dimethylbenzonitrile 
• 214360-64-2 2-(2,4-bismethylphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 1019453-85-0 2-(2,4-dimethylphenylsulphanyl)benzeneamine 
• 508233-74-7 vortioxetine 

Relevant articles and documents

Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes

A variety of arenes and heteroarenes are chlorinated in moderate to excellent yields using N-chlorosuccinimide (NCS) under visible-light activated conditions. A screening of known organic dye photocatalysts resulted in the identification of methylene green as the most efficient catalyst to use with NCS. According to mechanistic studies described within, the reaction is speculated to proceed via a single electron oxidation of NCS utilizing methylene green under visible-light photoredox pathway. The photo-oxidation of NCS amplifies the electrophilicity of the chlorine atom of the NCS, thus leading to enhanced reactivity as a chlorinating reagent with aromatic substrates.

Aromatic substitution in ball mills: Formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX

Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed. The Royal Society of Chemistry.

Regiospecific chlorination of xylenes using K-10 montmorrillonite clay

Regiospecific chlorination of xylenes has been developed by employing NCS as a reagent and K-10 montmorrillonite clay as a solid support. Copyright Taylor & Francis Group, LLC.