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

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

Uses

Used in Pharmaceutical Synthesis:
4-Chloro-2-methylphenyl isothiocyanate is used as a key intermediate in the synthesis of various pharmaceuticals. Its reactivity allows for the formation of diverse chemical structures, contributing to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Production:
4-CHLORO-2-METHYLPHENYL ISOTHIOCYANATE is also utilized in the production of agrochemicals, where it serves as a building block for the creation of pesticides and other agricultural chemicals. Its incorporation into these products can enhance their effectiveness in controlling pests and diseases in crops.
Used as a Reagent in Organic Chemistry:
4-Chloro-2-methylphenyl isothiocyanate is employed as a reagent in organic chemistry for the preparation of a wide range of compounds. Its unique chemical structure enables specific reactions that are crucial for the synthesis of complex organic molecules, facilitating advancements in chemical research and development.
Used in Research and Development:
Due to its reactivity and potential applications, 4-Chloro-2-methylphenyl isothiocyanate is used in research and development settings to explore new chemical reactions and syntheses. Its properties make it a valuable tool for scientists working on innovative projects in the fields of chemistry and materials science.
Note: The uses listed are based on the general properties of the compound as described in the provided materials. Specific applications may vary depending on the industry and the nature of the products being developed.

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

• 52317-48-3 3-(4-Chloro-2-methyl-phenyl)-1-(2-hydroxy-ethyl)-1-methyl-thiourea 
• 52317-49-4 1-Allyl-3-(4-chloro-2-methyl-phenyl)-1-isobutyl-thiourea 
• 38145-46-9 3-(4-Chloro-2-methyl-phenyl)-1-{[(E)-4-chloro-2-methyl-phenylimino]-methyl}-1-methyl-thiourea 
• 52317-41-6 1-sec-butyl-1-methyl-3-(2-methyl-4-chlorophenyl)-thiourea 
• 52317-50-7 3-(4-Chloro-2-methyl-phenyl)-1-(2-cyano-ethyl)-1-methyl-thiourea 
• 52317-45-0 1-tert.-butyl-1-methyl-3-(2-methyl-4-chlorophenyl)-thiourea 
• 52479-23-9 1-methyl-1-isobutyl-3-(2-methyl-4-chlorophenyl)-thiourea 
• 52403-60-8 3-(4-Chloro-2-methyl-phenyl)-1-(1-ethyl-propyl)-1-methyl-thiourea 
• 52317-47-2 3-(4-Chloro-2-methyl-phenyl)-1-methyl-1-(2-methyl-allyl)-thiourea 
• 52317-38-1 1-n-propyl-1-methyl-3-(2-methyl-4-chlorophenyl)-thiourea 
• 52317-43-8 3-(4-Chloro-2-methyl-phenyl)-1-(1,2-dimethyl-propyl)-1-methyl-thiourea 
• 52317-65-4 3-(4-Chloro-2-methyl-phenyl)-1-cyclopentylmethyl-1-methyl-thiourea 
• 38145-44-7 3-(4-Chloro-2-methyl-phenyl)-1-{[(E)-3,4-dichloro-phenylimino]-methyl}-1-methyl-thiourea 
• 38149-09-6 1-{[(E)-4-Bromo-2,5-dimethyl-phenylimino]-methyl}-3-(4-chloro-2-methyl-phenyl)-1-methyl-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.

Isothiocyanate synthesized by three components and preparation method of isothiocyanate

The invention discloses isothiocyanate and a preparation method thereof. The method comprises the steps that primary amine, sodium difluorobromoacetate and elemental sulfur are taken as reactants forreaction; the reaction is carried out under the action of a copper catalyst, wherein the copper catalyst is any one of cuprous chloride, copper bromide, cuprous iodide, copper chloride and copper trifluoromethanesulfonate; an alkali is also added, wherein the alkali is any one of sodium bicarbonate, potassium carbonate, cesium carbonate, potassium phosphate, DABCO and sodium tert-butoxide; the whole reaction is carried out in a solvent, wherein the solvent is acetonitrile or dimethyl sulfoxide, the reaction temperature is 80-120 DEG C, and the reaction time is 10-14 hours. The method can directly synthesize the target product, does not need to separate intermediate products and only needs stirring and heating reaction under normal pressure to obtain the target product, and the yield can beup to 87%; a waste solution is fewer during the reaction, and the method protects the environment and ensures the health of an operator; in addition, a series of isothiocyanate derivatives can be prepared, and the method has a stronger substrate universality.

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.

Synthesis of thiophene-2-carboxamidines containing 2-aminothiazoles and their biological evaluation as urokinase inhibitors

The serine protease urokinase (uPa) has been implicated in the progression of both breast and prostate cancer. Utilizing structure based design, the synthesis of a series of substituted 4-[2-amino-1,3-thiazolyl]-thiophene-2-carboxamidines is described. Further optimization of this series by substitution of the terminal amine yielded urokinase inhibitors with excellent activities.