23165-53-9

Basic information

• Product Name: 4-CHLORO-2-METHYLPHENYL ISOTHIOCYANATE
• Synonyms: 4-CHLORO-2-METHYLPHENYL ISOTHIOCYANATE;3-chloro-6-isothiocyanatotoluene;4-Chloro-o-tolyl isothiocyanate;4-Chloro-2-methyl isothiocyanate;4-Chloro-1-isothiocyanato-2-methylbenzene;4-Chloro-2-methylphenyl isothiocyate, 98%
• CAS NO: 23165-53-9
• Molecular Formula: C8H6ClNS
• Molecular Weight: 183.66
• EINECS: 245-472-0
• Mol File: 23165-53-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 33-35°C
• Boiling Point: 88-90°C 0,4mm
• Flash Point: 88-90°C/0.4mm
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 0.00855mmHg at 25°C
• Refractive Index: 1.583
• Sensitive: Moisture Sensitive
• BRN: 2963683
• CAS DataBase Reference: 4-CHLORO-2-METHYLPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-2-METHYLPHENYL ISOTHIOCYANATE(23165-53-9)
• EPA Substance Registry System: 4-CHLORO-2-METHYLPHENYL ISOTHIOCYANATE(23165-53-9)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: 23/24/25
• Safety Statements: 23-26-36/37/39-45
• RIDADR: 2811
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 23165-53-9(Hazardous Substances Data)

Usage

General Description

4-Chloro-2-methylphenyl isothiocyanate is a chemical compound with the molecular formula C8H6ClNS. It is a reactive and highly toxic compound that is widely used in the synthesis of pharmaceuticals and agrochemicals. It is also used as a reagent in organic chemistry for the preparation of various compounds. The compound is known for its strong odor and skin irritant properties, and must be handled with extreme caution. Its chemical structure consists of a benzene ring with a chlorine atom and a methyl group attached, along with an isothiocyanate functional group. Due to its toxicity and reactivity, it should be handled and stored in a controlled environment by trained professionals.

InChI:InChI=1/C8H6ClNS/c1-6-4-7(9)2-3-8(6)10-5-11/h2-4H,1H3

Upstream product

• 463-71-8 thiophosgene 
• 95-69-2 4-chloro-2-methylbenzeneamine 
• 3165-93-3 2-methyl-4-chloro-aniline-hydrochloride 

Downstream Products

• 38145-46-9 3-(4-Chloro-2-methyl-phenyl)-1-{[(E)-4-chloro-2-methyl-phenylimino]-methyl}-1-methyl-thiourea 
• 52317-38-1 1-n-propyl-1-methyl-3-(2-methyl-4-chlorophenyl)-thiourea 
• 285125-06-6 (4S)-2-(4-chloro-2-methylphenylimino)-4-isobutyl-1,3-thiazolidine 
• 409132-43-0 [[[[(4-chloro-2-methylphenyl)amino]thioxomethyl]methylamino]oxy]acetic acid 
• 151411-84-6 N-[3-(2-Chloro-6-fluorobenzyloxy)pyrid-2-yl]-N'-(2-methyl-4chlorophenyl)thiourea 
• 1164529-99-0 4-chloro-5-(2-methyl-4-chlorophenylimino)-1,2,3-dithiazole 
• 28217-97-2 N-(4-chloro-2-methylphenyl)-N',N' dimethyl thiourea 
• 38149-09-6 1-{[(E)-4-Bromo-2,5-dimethyl-phenylimino]-methyl}-3-(4-chloro-2-methyl-phenyl)-1-methyl-thiourea 
• 38145-44-7 3-(4-Chloro-2-methyl-phenyl)-1-{[(E)-3,4-dichloro-phenylimino]-methyl}-1-methyl-thiourea 
• 52317-65-4 3-(4-Chloro-2-methyl-phenyl)-1-cyclopentylmethyl-1-methyl-thiourea 
• 52317-43-8 3-(4-Chloro-2-methyl-phenyl)-1-(1,2-dimethyl-propyl)-1-methyl-thiourea 
• 52403-60-8 3-(4-Chloro-2-methyl-phenyl)-1-(1-ethyl-propyl)-1-methyl-thiourea 
• 52403-61-9 3-(4-Chloro-2-methyl-phenyl)-1-methyl-1-pentyl-thiourea 
• 52317-42-7 3-(4-Chloro-2-methyl-phenyl)-1-methyl-1-(1-methyl-butyl)-thiourea 

Relevant articles and documents

Organophosphine-free copper-catalyzed isothiocyanation of amines with sodium bromodifluoroacetate and sulfur

A copper-catalyzed isothiocyanation of amines with sodium bromodifluoroacetate and sulfur in the absence of organophosphine has been established. This approach represents a simple and efficient one-pot synthesis of isothiocyanates, and features excellent functional group tolerance and the use of a cheap, safe and odorless sulfur source. Moreover, this process could directly provide isothiocyanate analogous bioactive molecules, thiocarbonyl-containing pesticides and facile construction of benzoxazole and benzimidazole frames.

Reaction of Thiocarbonyl Fluoride Generated from Difluorocarbene with Amines

The reaction of thiocarbonyl fluoride, generated from difluorocarbene, with various amines under mild conditions is described. Secondary amines, primary amines, and o-phenylenediamines are converted to thiocarbamoyl fluorides, isothiocyanates, and difluoromethylthiolated heterocycles, respectively. Thiocarbamoyl fluorides were further transformed into trifluoromethylated amines by using a one-pot process. Thiocarbonyl fluoride is generated in situ and is rapidly fully converted in one pot under mild conditions; therefore, no special safety precautions are needed.