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

General Description

DIMETHYL(PHENYLOXOMETHYL)PHOSPHONATE, also known as Sarin, is a highly toxic organophosphorus compound that is used as a chemical weapon. It is a colorless, odorless liquid with a fruity odor, and is extremely volatile. Sarin is a potent nerve agent that disrupts the nervous system, causing symptoms such as seizures, respiratory failure, and ultimately death. It was first synthesized in 1938 and has been used in various conflicts and terrorist attacks, most notably the 1995 Tokyo subway sarin attack. Due to its extreme toxicity, Sarin is classified as a weapon of mass destruction and 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

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

Downstream Products

• 6329-46-0 dimethyl 1-hydroxy-1-phenylmethylphosphonate 
• 1934-92-5 N-methyl-N-phenyl-benzamide 
• 33876-85-6 benzoylphosphonic acid di(trimethylsilyl) ester 
• 3278-14-6 N-phenethylbenzamide 
• 868-85-9 Dimethyl phosphite 
• 73876-13-8 (2-Ethoxy-3-ethyl-2,4-dioxo-5-phenyl-2λ⁵-[1,3,2]oxazaphospholidin-5-yl)-phosphonic acid dimethyl ester 
• 73876-14-9 (2,4-Diethoxy-2-oxo-5-phenyl-2,5-dihydro-2λ⁵-[1,3,2]oxazaphosphol-5-yl)-phosphonic acid dimethyl ester 
• 39980-44-4 Dimethylphosphono-1-phenyl-2-p-tolylaethan 
• 39980-42-2 [2-(2-Methoxy-phenoxy)-1-phenyl-ethyl]-phosphonic acid dimethyl ester 
• 39980-37-5 1,2-Bis-(dimethylphosphono)-1,2-diphenylaethan 
• 39980-22-8 [8-(Dimethoxy-phosphoryl)-3,8-diphenyl-tricyclo[5.1.0.0^2,4]oct-5-en-3-yl]-phosphonic acid dimethyl ester 
• 39980-41-1 C₂₈H₃₀O₆P₂ 
• 39980-39-7 [5,6-Dichloro-8-(dimethoxy-phosphoryl)-3,8-diphenyl-tricyclo[5.1.0.0^2,4]oct-5-en-3-yl]-phosphonic acid dimethyl ester 
• 16115-01-8 α--α--toluol 

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