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263613 Sigma-Aldrich

Diethyl chloromethylphosphonate

97%

Synonym: Chloromethylphosphonic acid diethyl ester, NSC 67753

  • CAS Number 3167-63-3

  • Linear Formula ClCH2PO(OC2H5)2

  • Molecular Weight 186.57

  •  Beilstein/REAXYS Number 1363361

  •  EC Number 221-632-5

  •  MDL number MFCD00010189

  •  PubChem Substance ID 24855986

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Properties

Related Categories C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents More...
assay   97%
reaction suitability   reaction type: C-C Bond Formation
refractive index   n20/D 1.437 (lit.)
bp   109-110 °C/10 mmHg (lit.)
density   1.2 g/mL at 25 °C (lit.)
SMILES string   CCOP(=O)(CCl)OCC
InChI   1S/C5H12ClO3P/c1-3-8-10(7,5-6)9-4-2/h3-5H2,1-2H3
InChI key   MZBIWKMCTWJLPT-UHFFFAOYSA-N

Description

Application

Reactant involved in:
• Subsequent alkylation after nucleophilic substitution
• One-pot alkylation-boration of α-haloalkylphosphonates
• Synthesis of cyclpentane and pyrrolidine derivatives via regioselective insertion reactions
• Phosphorylation leading to P-containing cyclopropanes
• Wadsworth-Emmons reactions
• Ring expansion of zircnacycles via carbenoid insertion

Packaging

1 mL in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
WGK Germany 
WGK 3
Flash Point(F) 
186.8 °F - closed cup
Flash Point(C) 
86 °C - closed cup
Protocols & Articles
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