5930-72-3

Basic information

• Product Name: DIMETHYL THIOPHOSPHONATE 97
• Synonyms: DIMETHYL THIOPHOSPHONATE 97;O,O-dimethyl thiophosphonate;O,O-Dimethylphosphonothioate;Phosphonothioic acid O,O-dimethyl ester;Thiophosphonic acid dimethyl ester;Einecs 227-674-0;Dimethyl thiophosphonate 97%
• CAS NO: 5930-72-3
• Molecular Formula: C₂H₇O₂PS
• Molecular Weight: 126.11
• EINECS: 227-674-0
• Mol File: 5930-72-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 59 °C16 mm Hg(lit.)
• Flash Point: 111 °F
• Appearance: /
• Density: 1.185 g/mL at 25 °C(lit.)
• Vapor Pressure: 26.677mmHg at 25°C
• CAS DataBase Reference: DIMETHYL THIOPHOSPHONATE 97(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL THIOPHOSPHONATE 97(5930-72-3)
• EPA Substance Registry System: DIMETHYL THIOPHOSPHONATE 97(5930-72-3)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 5930-72-3(Hazardous Substances Data)

Usage

Description

DIMETHYL THIOPHOSPHONATE 97, also known as Dimethyl phosphorothioate, is an organophosphorus compound with the chemical formula (CH3O)2P(S)H. It is a colorless liquid with a slight odor and is primarily used as a reagent in the chemical industry. Its unique chemical properties make it a versatile compound for various applications.

Uses

Used in Chemical Synthesis:
DIMETHYL THIOPHOSPHONATE 97 is used as a reagent for the synthesis of new phosphoric acid ester insecticides. It plays a crucial role in the development of novel insecticides with improved efficacy and reduced environmental impact.
Used in Pesticide Industry:
DIMETHYL THIOPHOSPHONATE 97 is used as a reagent for the preparation of organophosphorus insecticides. These insecticides are widely used in agriculture to protect crops from pests, ensuring higher yields and better quality produce.

InChI:InChI=1/C2H7O2PS/c1-3-5(6)4-2/h5H,1-2H3

Upstream product

• 67-56-1 methanol 
• 121-45-9 phosphorous acid trimethyl ester 
• 2953-29-9 dimethyl S-methyl phosphorodithioate 
• 67-63-0 isopropyl alcohol 
• 868-85-9 Dimethyl phosphite 
• 3743-07-5 dimethyl chlorophosphite 
• 96-36-6 methyl phosphite 

Downstream Products

• 681035-55-2 O,O-dimethyl (R)-{[(1R)-2-hydroxy-1-phenylethyl]amino}(phenyl)methylphosphonothioate 
• 681035-67-6 O,O-dimethyl (S)-{[(1S)-2-hydroxy-1-phenylethyl]amino}(phenyl)methylphosphonothioate 
• 298-00-0 parathion-methyl 
• 2636-26-2 cyanophos 
• 845739-40-4 O,O-dimethylbenzylphosphonothioate 

Relevant articles and documents

Stereoselective Addition of Dimethyl Thiophosphite to Imines

Dimethyl thiophosphite (DMTP) was synthesized from dimethyl phosphite, and the diastereoselective addition of DMTP to benzaldimines bearing chiral auxiliary groups was examined. Yields of the product α -aminophosphonothionates ranged from 17% to 75% after chromatography. The addition of DMTP to the benzaldimine derived from (S)-phenylglycinol afforded the highest diastereoselectivity (83:17), whereas addition of DMTP to the benzaldimine derived from threonine methyl ester and alanine methyl ester were far less diastereoselective, affording 38:62 and 61:39 ratios, respectively. Addition of DMTP to the benzaldimine derived from (R)-α-methylbenzylamine (78:22) and (S)-serine methyl ester (73:27) were intermediate in selectivity. DMTP addition to the imines formed between serine methyl ester and acetaldehyde and isobutyraldehyde gave 55:45 and 70:30 ratios, respectively, with the diastereoselectivity corresponding roughly to the size of the α-alkyl group. The stereochemistry of the newly formed α-stereocenters resulting from the addition of DMTP to (S)- and (R)-phenylglycinol benzaldimines was confirmed by conversion of the product α-aminophosphonothionates to the known enantiomers of phosphonophenylglycine.

LAWESSON'S REAGENT IN ORGANOPHOSPHORUS SYNTHESIS. III. TRANSFORMATION OF DIALKYLPHOSPHOROUS ACIDS INTO DIALKYLTHIOPHOSPHOROUS ACIDS AND DIALKYLCHLOROTHIOPHOSPHATES

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