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Merck
CN

263613

Diethyl chloromethylphosphonate

97%

Synonym(s):

Chloromethylphosphonic acid diethyl ester, NSC 67753

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About This Item

Linear Formula:
ClCH2PO(OC2H5)2
CAS Number:
Molecular Weight:
186.57
EC Number:
221-632-5
UNSPSC Code:
12352101
PubChem Substance ID:
Beilstein/REAXYS Number:
1363361
MDL number:
Assay:
97%
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InChI key

MZBIWKMCTWJLPT-UHFFFAOYSA-N

InChI

1S/C5H12ClO3P/c1-3-8-10(7,5-6)9-4-2/h3-5H2,1-2H3

SMILES string

CCOP(=O)(CCl)OCC

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.)

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

186.8 °F - closed cup

flash_point_c

86 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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