20386-43-0

Basic information

• Product Name: DIISOPROPYL HYDROXY(PHENYL)METHYLPHOSPHONATE
• Synonyms: DIISOPROPYL HYDROXY(PHENYL)METHYLPHOSPHONATE
• CAS NO: 20386-43-0
• Molecular Formula: C₁₃H₂₁O₄P
• Molecular Weight: 272.28
• Mol File: 20386-43-0.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: DIISOPROPYL HYDROXY(PHENYL)METHYLPHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIISOPROPYL HYDROXY(PHENYL)METHYLPHOSPHONATE(20386-43-0)
• EPA Substance Registry System: DIISOPROPYL HYDROXY(PHENYL)METHYLPHOSPHONATE(20386-43-0)

Safety Data

• Hazardous Substances Data: 20386-43-0(Hazardous Substances Data)

Usage

General Description

DIISOPROPYL HYDROXY(PHENYL)METHYLPHOSPHONATE, also known as "Sarin" or "GB", is a highly toxic organophosphorus compound that is used as a chemical warfare agent. It is a colorless, odorless liquid that is easily absorbed through the skin and respiratory system, making it a potent nerve agent that disrupts the communication between the nerves and muscles. Sarin acts by inhibiting the enzyme acetylcholinesterase, leading to an excessive build-up of the neurotransmitter acetylcholine and causing symptoms such as convulsions, respiratory failure, and ultimately death. Due to its extreme toxicity and potential use as a weapon of mass destruction, sarin is classified as a Schedule 1 substance under the Chemical Weapons Convention and is banned for use in warfare.

Upstream product

• 22950-57-8 diisopropyl benzoylphosphonate 
• 1809-20-7 diisopropyl hydrogenphosphonate 
• 100-51-6 benzyl alcohol 
• 691-96-3 diisopropyl phosphite 
• 100-52-7 benzaldehyde 
• 116-17-6 triisopropyl phosphite 

Downstream Products

• 147731-05-3 diisopropyl (S)-(-)-[hydroxy(phenyl)methyl]phosphonate 
• 1104635-61-1 diisopropyl α-(p-ethoxyphenylaminothiocarbonyloxy)-α-(phenyl)methyl phosphonate 
• 1104635-54-2 diisopropyl α-(p-bromophenylaminothiocarbonyloxy)-α-(phenyl)methyl phosphonate 
• 1614827-46-1 O,O-diisopropyl 1-((4,6-dichloropyrimidin-2-yl)carbamyloxy)-1-(phenyl)methylphosphonate 
• 131523-50-7 Toluene-4-sulfonic acid (diisopropoxy-phosphoryl)-phenyl-methyl ester 
• 104944-23-2 (-)-(S)-1-phenyl-1-hydroxymethylphosphonic acid 
• 596113-52-9 (+/-)-diisopropyl 1-thiocyanatobenzylphosphonate 
• 596113-48-3 (+/-)-diisopropyl 1-(p-nitrobenzenesulfonyloxy)benzylphosphonate 

Relevant articles and documents

Utilization of 1,3-Dioxolanes in the Synthesis of α-branched Alkyl and Aryl 9-[2-(Phosphonomethoxy)Ethyl]Purines and Study of the Influence of α-branched Substitution for Potential Biological Activity

Syntheses of α-branched alkyl and aryl substituted 9-[2-(phosphonomethoxy)ethyl]purines from substituted 1,3-dioxolanes have been developed. Key synthetic precursors, α-substituted dialkyl [(2-hydroxyethoxy)methyl]phosphonates were prepared via Lewis acid mediated cleavage of 1,3-dioxolanes followed by reaction with dialkyl or trialkyl phosphites. The best preparative yields were achieved under conditions utilizing tin tetrachloride as Lewis acid and triisopropyl phosphite. Attachment of purine bases to dialkyl [(2-hydroxyethoxy)methyl]phosphonates was performed by Mitsunobu reaction. Final α-branched 9-[2-(phosphonomethoxy)ethyl]purines were tested for antiviral, cytostatic and antiparasitic activity, the latter one determined as inhibitory activity towards Plasmodium falciparum enzyme hypoxanthine-guanine-xanthine phosphoribosyltransfesase. In most cases biological activity was only marginal.

Bile acid-alpha-hydroxyphosphonate derivatives and synthetic method thereof

The invention belongs to the field of pharmaceutical chemistry and particularly relates to novel bile acid-alpha-hydroxyphosphonate compounds and a preparation method thereof. Bile acid and phosphate ester are taken as raw materials, the bile acid-alpha-h

N -BuLi as a highly efficient precatalyst for hydrophosphonylation of aldehydes and unactivated ketones

It was found for the first time that organic alkali metal compounds serve as highly efficient precatalysts for the hydrophosphonylation reactions of aldehydes and unactivated ketones with dialkyl phosphite under mild conditions. For ketone substrates, a reversible reaction was observed, and the influence of catalyst loading and reaction temperature on the reaction equilibrium was studied in detail. Overall, the hydrophosphonylation reactions catalyzed by 0.1 mol % n-BuLi were completed within 5 min for a broad range of substrates and generated a series of α-hydroxy phosphonates in high yields.