20170-34-7

Basic information

• Product Name: DIETHYL PROPYLENE PHOSPHONATE
• Synonyms: DIETHYL PROPYLENE PHOSPHONATE;diethyl isopropenylphosphonate;Diethyl propylene phosphonate, 98 %;(1-Methylethenyl)phosphonic acid diethyl ester;Isopropenylphosphonic acid diethyl ester;Einecs 243-557-7
• CAS NO: 20170-34-7
• Molecular Formula: C₇H₁₅O₃P
• Molecular Weight: 178.17
• EINECS: 243-557-7
• Mol File: 20170-34-7.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 219.9°Cat760mmHg
• Flash Point: 101°C
• Appearance: /
• Density: 1.013g/cm³
• Vapor Pressure: 0.172mmHg at 25°C
• Refractive Index: 1.419
• CAS DataBase Reference: DIETHYL PROPYLENE PHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL PROPYLENE PHOSPHONATE(20170-34-7)
• EPA Substance Registry System: DIETHYL PROPYLENE PHOSPHONATE(20170-34-7)

Safety Data

• Hazardous Substances Data: 20170-34-7(Hazardous Substances Data)

Usage

General Description

Diethyl propylene phosphonate is a chemical compound that is primarily used as a flame retardant and plasticizer in a variety of applications, including polymers, resins, and coatings. It is also used as a corrosion inhibitor for metals and as a stabilizer for vinyl resins. Additionally, diethyl propylene phosphonate has been studied for its potential use as a pesticide and insect repellent due to its insecticidal properties. DIETHYL PROPYLENE PHOSPHONATE is classified as a phosphorus-containing organic compound and is known for its high thermal stability and low volatility, making it a valuable additive in various industrial and commercial products. However, it is important to handle diethyl propylene phosphonate with care, as it may pose health and environmental risks if not properly managed.

InChI:InChI=1/C7H15O3P/c1-5-9-11(8,7(3)4)10-6-2/h3,5-6H2,1-2,4H3

Upstream product

• 40217-77-4 (2-chloro-1-methyl-ethyl)-phosphonic acid diethyl ester 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 919-19-7 diethyl acetylphosphonate 
• 1445-84-7 diethyl 1,2-epoxy-1-methylethanephosphonate 
• 51761-43-4 Methanesulfonic acid 1-(diethoxy-phosphoryl)-1-methyl-ethyl ester 
• 13061-96-6 dihydroxy-methyl-borane 
• 1309980-37-7 diethyl 1-[(4-methylbenzenesulfonyl)oxy]ethene-alpha-phosphonate 
• 3156-70-5 1-Nitropropen 
• 122-52-1 triethyl phosphite 
• 64-17-5 ethanol 
• 3944-27-2 isopropenyl dichlorophosphonate 
• 38318-52-4 α-bromovinylphosphonic acid diethyl ester 
• 557-93-7 2-bromoprop-1-ene 
• 762-04-9 phosphonic acid diethyl ester 

Downstream Products

• 28460-03-9 (1-Methyl-2,2-diphenyl-cyclopropyl)-phosphonic acid diethyl ester 
• 122954-27-2 benzylammonium hydroxy(α-methyl)vinylphosphonate 
• 138885-75-3 [(E)-2-(4-Methoxy-phenyl)-1-methyl-vinyl]-phosphonic acid diethyl ester 
• 74152-49-1 diethyl methyl-1 phenyl-2 ethenyl-1,2 phosphonate 
• 2049-57-2 isopropenylphosphine 

Relevant articles and documents

Pd-Catalysed Suzuki coupling of α-bromoethenylphosphonates with organotrifluoroborates: A general protocol for the synthesis of terminal α-substituted vinylphosphonates

A general and robust protocol for the synthesis of terminal α-substituted vinylphosphonates via Suzuki coupling of α-bromovinylphosphonates with organotrifluoroborates has been successfully developed. This method features a broad substrate scope, great functional group compatibilities, and easy scale-up ability. In addition to easy access of nucleophiles, a straightforward synthesis of electrophiles was also realized with diethyl α-bromoethenylphosphonate as the starting material. With a combination of Pd2(dba)3/SPhos as the catalyst, a range of α-alkyl, aryl, heteroaryl, and alkynyl substituted ethenylphosphonates could be nicely accessed under mild conditions. As a synthetic application, the terminal vinylphosphonate was utilized as an effective Michael acceptor in the visible-light-promoted Giese reaction.

Total Synthesis of Anti-Influenza Agents Zanamivir and Zanaphosphor via Asymmetric Aza-Henry Reaction

The potent anti-influenza agents, zanamivir and its phosphonate congener, are synthesized by using a nitro group as the latent amino group at C4 for asymmetric aza-Henry reaction with a chiral sulfinylimine, which is derived from inexpensive d-glucono-?-lactone to establish the essential nitrogen-containing substituent at C5. This method provides an efficient way to construct the densely substituted dihydropyran core of zanamivir and zanaphosphor without using the hazardous azide reagent.

A useful synthesis of diethyl 1-substituted vinylphosphonates

A variety of diethyl 1-substituted vinylphosphonates 8 has been conveniently synthesized by piperidine catalyzed decarboxylative condensation of 2-diethoxyphosphorylalkanoic acids and 2-diethoxyphosphorylalkenoic acids 7 with formaldehyde.