2082-64-6

Basic information

• Product Name: 4-CHLOROBENZYL THIOCYANATE
• Synonyms: 4-CHLOROBENZYL THIOCYANATE;Thiocyanic acid p-chlorobenzyl ester;4-Chlorobenzyl thiocyate, 98%
• CAS NO: 2082-64-6
• Molecular Formula: C₈H₆ClNS
• Molecular Weight: 183.65794
• Mol File: 2082-64-6.mol
• Article Data: 18

Chemical Properties

• Melting Point: 40-41 °C
• Boiling Point: 291.3°C at 760 mmHg
• Flash Point: 130°C
• Appearance: /
• Density: 1.26
• Vapor Pressure: 0.00196mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 4-CHLOROBENZYL THIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROBENZYL THIOCYANATE(2082-64-6)
• EPA Substance Registry System: 4-CHLOROBENZYL THIOCYANATE(2082-64-6)

Safety Data

• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 2082-64-6(Hazardous Substances Data)

Usage

General Description

4-CHLOROBENZYL THIOCYANATE, also known as p-Chlorobenzyl isothiocyanate, is a chemical compound consisting of a benzene ring with a chlorine substituent and a thiocyanate functional group. It is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its antimicrobial and fungicidal properties. 4-CHLOROBENZYL THIOCYANATE has been studied for its potential in inhibiting the growth of certain cancer cells and may have a role in cancer therapy. Additionally, it has shown potential as a building block for the synthesis of organic compounds and in material science for the creation of polymer composites. However, it is important to handle 4-CHLOROBENZYL THIOCYANATE with caution as it can be toxic and irritating to the eyes, skin, and respiratory system.

InChI:InChI=1/C8H6ClNS/c9-8-3-1-7(2-4-8)5-11-6-10/h1-4H,5H2

Upstream product

• 14856-74-7 4-chlorobenzyltrimethylsilyl ether 
• 1147550-11-5 ammonium thiocyanate 
• 18484-03-2 2-(4-chlorobenzyloxy)tetrahydro-2H-pyran 
• 106-43-4 para-chlorotoluene 
• 6258-66-8 (4-chlorophenyl)methanethiol 
• 873-76-7 para-Chlorobenzyl alcohol 
• 104-88-1 4-chlorobenzaldehyde 
• 163276-49-1 1-thiocyanatopyrrolidine-2,5-dione 
• 76950-79-3 1-(4-Chloro-benzyl)-2-methylsulfanyl-4,6-diphenyl-pyridinium; iodide 
• 622-95-7 4-chlorobenzyl bromide 
• 333-20-0 potassium thioacyanate 
• 83318-11-0 C₂₅H₂₁ClNS⁽¹⁺⁾*CNS^(1-) 
• 540-72-7 sodium thiocyanide 

Downstream Products

• 725-41-7 4-chlorobenzyl piperidine-1-carbodithioate 
• 1429397-46-5 C₁₈H₁₅ClS₂ 
• 23566-17-8 bis(4-chlorobenzyl)disulfide 
• 102548-57-2 1-((naphthalene-1-yl)methyl)-2-((naphthalene-5-yl)methyl)disulfane 
• 882508-98-7 N-(4-Chlorobenzyl)-N'-{4-chloro-2-[(4-ethoxyphenyl)amino]phenyl}thiourea 
• 3694-45-9 4-chlorobenzylisothiocyanate 
• 52115-38-5 7-chloro-2-(4-chloro-benzylsulfanyl)-pyrano[3,4-e][1,3]oxazine-4,5-dione 

Relevant articles and documents

AIBN-initiated direct thiocyanation of benzylic sp3C-H with: N -thiocyanatosaccharin

Direct thiocyanations of benzylic compounds have been implemented. Here, a new strategy, involving a free radical reaction pathway initiated by AIBN, was used to construct the benzylic sp3 C-SCN bond. In this way, the disadvantage of other strategies involving introducing leaving groups in advance to synthesize benzyl thiocyanate compounds was overcome. The currently developed protocol also involved the use of readily available raw materials and resulted in high product yields (up to 100%), both being great advantages for synthesizing benzyl thiocyanates.

Direct Photocatalytic S-H Bond Cyanation with Green cN Source

Herein we report a novel C-S bond cleavage and reconstruction strategy for the synthesis of thiocyanates through direct photocatalytic S-H bond cyanation from thiols and inorganic thiocyanate salts. In our strategy, the unprecedented example of cutting off C-S bond of SCN- to deliver the green CN sources is demonstrated. This transformation features nontoxic and inexpensive CN sources, available starting materials, metal-/base-/ligand-/peroxide-free, high step economy and mild conditions. It leads to the construction of various thiocyanates and some medicinally and biologically active thiocyanate-containing molecules.

A simple, one-pot and phosphine-free procedure for thiocyanation of alcohols Using N-(p-toluenesulfonyl) imidazole (TsIm)

An efficient, one-pot, phosphine-free thiocyanation of alcohols has been achieved utilising potassium thiocyanate and N-(p-toluenesulfonyl) imidazole (TsIm) as a coupling agent in the presence of triethylamine in anhydrous DMF at 70 °C. This method converts primary alcohols into the corresponding thiocyanates, without isomerisation to isothiocyanates, in good to excellent yields. A total of 17 thiocyananates were prepared, five of which are novel. Using one equivalent of KSCN, the method shows good selectivity in the thiocyanation of a primary alcohol in the presence of a secondary alcohol.