263613

Diethyl chloromethylphosphonate

97%

• Synonym(s): Chloromethylphosphonic acid diethyl ester, NSC 67753
• Linear Formula: ClCH₂PO(OC₂H₅)₂
• CAS Number: 3167-63-3
• Molecular Weight: 186.57
• Beilstein: 1363361
• EC Number: 221-632-5
• MDL number: MFCD00010189
• UNSPSC Code: 12352101
• PubChem Substance ID: 24855986

Properties

• 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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 186.8 °F - closed cup
• Flash Point(C): 86 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves