3309-87-3

Basic information

• Product Name: DMCP
• Synonyms: ent25685;fujithion;isofenchlorfos;o,o-dimethyl-s-p-chlorophenylphosphorothioate;phosphorothioicacid,s-(p-chlorophenyl)o,o-dimethylester;s-(p-chlorophenyl)o,o-dimethylphosphothioate;s-p-chlorfenyl-o,o-dimethylesterkyselinythiofosforecne;DMCP
• CAS NO: 3309-87-3
• Molecular Formula: C₈H₁₀ClO₃PS
• Molecular Weight: 252.65
• Mol File: 3309-87-3.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 101°C
• Flash Point: 145.5°C
• Appearance: /
• Density: 1.35g/cm³
• Vapor Pressure: 0.000738mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: DMCP(CAS DataBase Reference)
• NIST Chemistry Reference: DMCP(3309-87-3)
• EPA Substance Registry System: DMCP(3309-87-3)

Safety Data

• RIDADR: 3018
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 3309-87-3(Hazardous Substances Data)

Usage

General Description

DMCP, also known as dimethylcarbamoyl chloride, is a chemical compound used primarily as an intermediate in the production of pesticides, pharmaceuticals, and other organic compounds. It is a colorless liquid with a pungent odor, and it is highly reactive and flammable. DMCP is a versatile compound, often used as a reagent to introduce the dimethylcarbamoyl functional group into organic molecules, and it is an important building block in the synthesis of various chemicals. However, it is also a hazardous chemical and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system, and should only be used in well-ventilated areas and with appropriate personal protective equipment.

InChI:InChI=1/C8H10ClO3PS/c1-11-13(10,12-2)14-8-5-3-7(9)4-6-8/h3-6H,1-2H3

Upstream product

• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 121-45-9 phosphorous acid trimethyl ester 
• 96-36-6 methyl phosphite 
• 106-47-8 4-chloro-aniline 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 12127-74-1 tetramethylammonium O,O-dimethyl phosphorothioate 
• 1679-18-1 4-Chlorophenylboronic acid 
• 868-85-9 Dimethyl phosphite 
• 106-54-7 p-Chlorothiophenol 
• 36198-87-5 dimethyl trimethylsilyl phosphite 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 813-77-4 Dimethyl chlorophosphate 

Downstream Products

• 35337-68-9 4-Chloro-benzenethiol anion 

Relevant articles and documents

Phosphorothioate synthesis based on the redox reaction of phosphite with tellurium(IV) chloride

Phosphoric thiol esters are conveniently prepared by the treatment of phosphorous triesters with thiols in the presence of tellurium(IV) chloride in a redox-type reaction.

A green and efficient route for P ? S ? C bond construction using copper ferrite nanoparticles as catalyst: a TD-DFT study

Magnetic nanoparticles of CuFe2O4 were applied as catalyst system for one-pot thiophosphate synthesis via the reaction of aryl sulfonyl chlorides with H-phosphonates under conventional heating conditions. This is an extremely efficient and green method for thiophosphate synthesis under base- and solvent-free conditions. Various thiophosphates were obtained in good to excellent yields under the optimized reaction conditions in a short time. The catalyst can be easily recycled from the reaction by an external magnetic field and reused for the next run. In this study, TD-DFT B3LYP/6-31 + G(d) calculations are in good accord with the experimental results. A comparison between experimental and theoretical UV-vis absorption spectra of the thiophosphate 3k has been carried out; and a small hypsochromic shift (only ～ 2 nm) was displayed at maximum absorption. The aim of this work is to investigate the best method and basis set for thiophosphate compounds; therefore, predictions for these compounds can be performed in theoretical studies.

Practical Reagents and Methods for Nucleophilic and Electrophilic Phosphorothiolations

New late-stage phosphorothiolation methods are disclosed that allow the efficient transfer of SP(O)(OR)2 groups to diversely functionalized substrates using nucleophilic and electrophilic reagents. The nucleophilic reagent, tetramethylammonium O,O-dimethyl phosphorothioate, was synthesized in near-quantitative yield from Me3SiP(O)(OMe)2, elemental sulfur and Me4NF. Its umpolung with N-bromophthalimide provided the electrophilic reagent, O,O-dimethyl-S-(N-phthalimido)phosphorothioate. Complementary methods based on these reagents enable the phosphorothiolation of diversely functionalized alkyl halides, arenediazonium salts, arylboronic acids and electron-rich arenes in good yields under mild conditions. (Figure presented.).