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Triethyl 4-phosphonocrotonate, mixture of isomers

ALDRICH/116092 - technical grade, 90%

Synonym: 4-(Diethoxyphosphinyl)-2-butenoic acid ethyl ester; 4-Phosphonocrotonic acid triethyl ester

CAS Number: 10236-14-3
Empirical Formula (Hill Notation): C10H19O5P
Molecular Weight: 250.23
MDL Number: MFCD00009192
Linear Formula: (C2H5O)2P(O)CH2CH=CHCO2C2H5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-116092-10G 10 g
 $112.00
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assay 90%
bp 135 °C/0.4 mmHg (lit.)
density 1.128 g/mL at 25 °C (lit.)
grade technical grade
InChI 1S/C10H19O5P/c1-4-13-10(11)8-7-9-16(12,14-5-2)15-6-3/h7-8H,4-6,9H2,1-3H3/b8-7+
InChI key LXLODBXSCRTXFG-BQYQJAHWSA-N
Quality Level 100 
reaction suitability reaction type: C-C Bond Formation
refractive index n20/D 1.455 (lit.)
SMILES string CCOC(=O)C=CCP(=O)(OCC)OCC
Application: Reactant 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
Packaging: 10 g in glass bottle
Purity 90%
bp 135 °C/0.4 mmHg (lit.)
Density 1.128 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.455 (lit.)
UNSPSC 12352108

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