ChemicalBook Product Catalog Chemical Reagents Organic reagents Phosphonate / phosphonate TRIETHYL 4-PHOSPHONOCROTONATE

TRIETHYL 4-PHOSPHONOCROTONATE

TRIETHYL 4-PHOSPHONOCROTONATE Basic information
Product Name:TRIETHYL 4-PHOSPHONOCROTONATE
Synonyms:4-PHOSPHONOCROTONIC ACID TRIETHYL ESTER;TRANS-ETHYL-4-(DIETHYLPHOSPHONO)CROTONATE;TRIETHYL 4-PHOSPHONO-2-BUTENOATE;TRIETHYL 4-PHOSPHONOCROTONATE;TRIETHYL 4-PHOSPHONOCROTONATE, TECH., 90 %, MIXTURE OF ISOMERS;Triethyl 4-phosphonocrotonate, predominantly trans, 92%;triethyl 4-phosphonocrotonate, cis + trans;triethyl 4-phosphonocrotonate, mixture of isomers
CAS:10236-14-3
MF:C10H19O5P
MW:250.23
EINECS:
Product Categories:C-C Bond Formation;Horner-Wadsworth-Emmons Reagents;Olefination
Mol File:10236-14-3.mol
TRIETHYL 4-PHOSPHONOCROTONATE Structure
TRIETHYL 4-PHOSPHONOCROTONATE Chemical Properties
Boiling point 135 °C0.4 mm Hg(lit.)
density 1.128 g/mL at 25 °C(lit.)
refractive index n20/D 1.455(lit.)
Fp >230 °F
form Liquid
color Clear light yellow
CAS DataBase Reference10236-14-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-37/39-24/25
WGK Germany 3
HazardClass IRRITANT
HS Code 29319090
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
TRIETHYL 4-PHOSPHONOCROTONATE Usage And Synthesis
Chemical PropertiesCLEAR LIGHT YELLOW LIQUID
UsesTriethyl 4-phosphonocrotonate is used as a reactant for iminodipropionic acid as a leaving group for DNA polymerization by HIV-1 reverse transcriptase, orally bioavailable GPR40 agonist synthesis, preparation of mGlu4R agonists and synthesis of fluoroketone inhibitors of group VIA calcium-independent phospholipase A2.
UsesReactant for:
  • Iminodipropionic acid as a leaving group for DNA polymerization by HIV-1 reverse transcriptase
  • Stereoselective preparation of C1-C19 fragment of macrolide antibiotic aplyronine A using diastereoselective Nozaki-Hiyama-Kishi coupling reactions
  • Orally bioavailable GPR40 agonist synthesis
  • Synthesis of fluoroketone inhibitors of group VIA calcium-independent phospholipase A2
  • Preaparation of mGlu4R agonists
  • Dearomatizing cyclization of nicotinyl-substituted esters and ketones
TRIETHYL 4-PHOSPHONOCROTONATE Preparation Products And Raw materials
Raw materialsDIETHYL VINYLPHOSPHONATE-->ethyl 4-bromocrotonate-->Triethyl phosphite-->Ethyl diazoacetate
DIMETHYL ETHYLPHOSPHONITE DIMETHYL ETHYLPHOSPHONATE DIMETHYL ALLYLPHOSPHONATE ALLYLPHOSPHONIC ACID TRIETHYL 4-PHOSPHONOCROTONATE DIETHYL ETHYLPHOSPHONITE DIETHYL ALLYLPHOSPHONATE ETHYL METHYLPHOSPHINATE ETHYL-PHOSPHINIC ACID ETHYL METHYLPHOSPHONIC ACID ETHYL HYDROGEN ETHYLPHOSPHONATE DIETHYL ETHYLPHOSPHONATE METHYLPHOSPHONIC ACID Methyldiethoxyphosphine Dimethyl methylphosphonate Diethyl methylphosphonate ETHYLPHOSPHONIC ACID METHYL METHYLPHOSPHONIC ACID
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