2082-66-8

Basic information

• Product Name: 2-CHLOROBENZYL THIOCYANATE
• Synonyms: 2-CHLOROBENZYL THIOCYANATE
• CAS NO: 2082-66-8
• Molecular Formula: C₈H₆ClNS
• Molecular Weight: 183.65794
• Mol File: 2082-66-8.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 140°C/5mmHg(lit.)
• Flash Point: 130°C
• Appearance: /
• Density: 1.297g/cm³
• Vapor Pressure: 0.00196mmHg at 25°C
• Refractive Index: 1.5880 to 1.5920
• CAS DataBase Reference: 2-CHLOROBENZYL THIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLOROBENZYL THIOCYANATE(2082-66-8)
• EPA Substance Registry System: 2-CHLOROBENZYL THIOCYANATE(2082-66-8)

Safety Data

• HazardClass: IRRITANT-HARMFUL
• Hazardous Substances Data: 2082-66-8(Hazardous Substances Data)

Usage

General Description

2-Chlorobenzyl thiocyanate is a chemical compound with the molecular formula C8H6ClNS. It is a colorless to pale yellow liquid that is used as a reagent in organic synthesis. This chemical is primarily utilized in the pharmaceutical industry for the preparation of various pharmaceutical compounds. It is also used as a versatile building block in the synthesis of different functionalized thiocyanates and related compounds. 2-Chlorobenzyl thiocyanate is known for its potential use in various chemical reactions and its ability to contribute to the development of new pharmaceutical products. However, it is important to handle this compound with caution due to its potential hazards and toxicity.

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

Upstream product

• 39718-00-8 2-chlorobenzylthiol 
• 1147550-11-5 ammonium thiocyanate 
• 95-49-8 2-methylchlorobenzene 
• 17849-38-6 2-Chlorobenzyl alcohol 
• 512180-26-6 2-(2-chlorobenzyloxy)tetrahydro-2H-pyran 
• 333-20-0 potassium thioacyanate 
• 611-19-8 1-chloro-2-(chloromethyl)benzene 
• 163276-49-1 1-thiocyanatopyrrolidine-2,5-dione 

Downstream Products

• 140863-12-3 1-cyanomethyl-4-di(cyanomethyl)tetrachlorobenzene 
• 18389-97-4 11,11,12,12-tetracyano-1,4-naphthoquinodimethan 
• 56403-70-4 2,5-Dibromo-7,7,8,8-tetracyano-p-quinodimethane 
• 21003-99-6 2,5-dimethoxy-7,7,8,8-tetracyano-p-quinodimethane 
• 96802-43-6 2-(4-Dicyanomethyl-2,5-dimethoxy-phenyl)-malononitrile 
• 124345-65-9 2-(2,5-Dibromo-4-dicyanomethyl-phenyl)-malononitrile 
• 39718-00-8 2-chlorobenzylthiol 
• 5219-70-5 1,2-bis(2-chlorobenzyl)disulfane 
• 1252668-52-2 (5Z,5'Z)-5,5'-bis(α-cyano-α-heptanoylmethylene)-5,5'-dihydro-Δ2,2'-bithiophene 
• 1252668-51-1 (5Z,5'Z)-5,5'-bis(α-cyano-α-propionylmethylene)-5,5'-dihydro-Δ2,2'-bithiophene 
• 1268591-50-9 C₂₄H₂₀ClNO₂S₂ 
• 77035-44-0 α-cyano-2-pyridineacetonitrile 

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.

Sulfuryl Fluoride Promoted Thiocyanation of Alcohols: A Practical Method for Preparing Thiocyanates

A novel SO 2F 2-promoted thiocyanation method for the one-step synthesis of thiocyanates through C-O bond cleavage of readily available alcohols with ammonium thiocyanate as the thiocyanating agent was developed. The method avoids the use of additional catalyst, and a variety of (hetero)arene, alkene and aliphatic alcohols reacted with high efficiency in ethyl acetate under mild conditions to afford the corresponding thiocyanates in excellent to quantitative yields with broad functional-group compatibility.

2,4,4,6-Tetrabromo-2,5-cyclohexadienone as an efficient reagent for phosphine-free electrophilic transformation of alcohols and epoxides

In this study, 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) was prepared and used successfully as a stable phosphine-free reagent for the conversion of alcohols into alkyl thiocyanates and epoxides into 2-hydroxythiocyanates. The reactions seem to proceed via in situ generation of electrophilic sulfur species by reaction of NH4SCN and TABCO. This combined reagent worked well with both alcohols and epoxides in acetonitrile solvent and under solvent-free conditions.