18106-71-3

Basic information

• Product Name: DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE
• Synonyms: DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE;dimethylbenzoylphosphonate;Dimethyl(phenyloxomethyl)phosphonate, 98 %;Dimethoxyphosphoryl(phenyl)methanone
• CAS NO: 18106-71-3
• Molecular Formula: C₉H₁₁O₄P
• Molecular Weight: 214.15
• Mol File: 18106-71-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 282.8°Cat760mmHg
• Flash Point: 138.8°C
• Appearance: /
• Density: 1.228g/cm³
• Vapor Pressure: 0.00329mmHg at 25°C
• Refractive Index: 1.5
• CAS DataBase Reference: DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE(18106-71-3)
• EPA Substance Registry System: DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE(18106-71-3)

Safety Data

• Hazardous Substances Data: 18106-71-3(Hazardous Substances Data)

Usage

Description

DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE, commonly known as Sarin, is a highly toxic organophosphorus compound that functions as a chemical weapon. It is a colorless, odorless, and extremely volatile liquid with a faint fruity odor. Sarin is a potent nerve agent that interferes with the nervous system, leading to severe symptoms such as seizures, respiratory failure, and potentially death.

Uses

Used in Chemical Warfare:
DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE is used as a chemical weapon due to its high toxicity and ability to cause rapid incapacitation and death. It has been employed in various conflicts and terrorist attacks, including the notorious 1995 Tokyo subway sarin attack.
As a result of its extreme toxicity and potential for mass destruction, DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE, or Sarin, is banned under the Chemical Weapons Convention.

InChI:InChI=1/C9H11O4P/c1-12-14(11,13-2)9(10)8-6-4-3-5-7-8/h3-7H,1-2H3

Upstream product

• 6329-46-0 dimethyl 1-hydroxy-1-phenylmethylphosphonate 
• 512-56-1 trimethyl phosphite 
• 98-88-4 benzoyl chloride 
• 145161-47-3 (α-hydroxy-α-methoxy-benzyl)-phosphonic acid dimethyl ester 
• 32586-82-6 sodium dimethyl phosphate 
• 93-97-0 benzoic acid anhydride 
• 121-45-9 phosphorous acid trimethyl ester 
• 16965-72-3 dimethyl α-diazobenzylphosphonate 

Downstream Products

• 6329-46-0 dimethyl 1-hydroxy-1-phenylmethylphosphonate 
• 33868-50-7 phenacyl benzoate 
• 1080020-82-1 N-(3-(2-oxoazepan-1-yl)propyl)benzamide 
• 16115-01-8 α--α--toluol 
• 1174511-30-8 (cyano)(diethoxyphosphoryl)(phenyl)methyl dimethyl phosphate 
• 1218936-93-6 dimethyl 2-oxo-2-phenyl-1-(thiophen-2-yl)ethyl phosphate 
• 1218936-95-8 1-(4-chlorophenyl)-2-oxo-2-phenylethyl dimethyl phosphate 
• 7153-12-0 dimethyl (2-oxo-1,2-diphenylethyl) phosphate 
• 1218936-92-5 1-(4-methoxyphenyl)-2-oxo-2-phenylethyl dimethyl phosphate 
• 1218936-94-7 dimethyl 1-(naphthalen-2-yl)-2-oxo-2-phenylethyl phosphate 
• 1218936-83-4 1-(2-methoxyphenyl)-2-oxo-2-phenylethyl dimethyl phosphate 
• 1123496-04-7 dimethyl 2-(trifluoromethyl)-1-oxo-1-phenylbutan-2-yl phosphate 
• 1049009-05-3 ethyl (E)-3-(dimethoxyphosphinyl)-3-phenyl-2-propenoate 
• 57007-29-1 ethyl (Z)-3-(dimethoxyphosphinyl)-3-phenyl-2-propenoate 

Relevant articles and documents

Carbene-catalyzed enal γ-carbon addition to α-ketophosphonates for enantioselective access to bioactive 2-pyranylphosphonates

A carbene-catalyzed enantioselective [4+2] cycloaddition reaction between α,β-unsaturated aldehydes and α-ketophosphonates is developed. The reaction affords chiral 2-pyranylphosphonates with excellent enantioselectivities. The optically enriched phosphonate products bear multiple functional groups, including unsaturated lactone and phosphonate moieties that often lead to unique bio-activities. Preliminary studies show that the products from our reactions exhibit anti-bacterial (X. oryzae pv. oryzae) and anti-viral (Tobacco Mosaic Virus) activities for potential use in plant protection.

The preparation of acyl phosphonates by the heterogeneous oxidation of 1-hydroxy phosphonates

The oxidation of hydroxy phosphonates to acyl phosphonates using three heterogeneous systems, MnO2, KMnO4 and CrO2, was investigated. The best results were obtained with CrO2 in refluxing acetofinitrile.

Photochemistry of Matrix-Isolated (α-Diazobenzyl)phosphonate. Observation and Reactions of Phosphonylphenylcarbene, Phosphonyl Phenyl Ketone Oxide, and Phenylphosphonyldioxirane

Photolysis of dimethyl α-diazobenzylphosphonate (1) in an Ar matrix at 10 K resulted in the appearance of new absorption bands at 1268, 788, and 536 cm-1, attributable to the carbene 2.The assignment was based on the observation that the new ab