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252514

Sigma-Aldrich

2-Chloroethyl chloroformate

97%

Synonym(s):

2-Chloroethoxycarbonyl chloride

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About This Item

Linear Formula:
ClCOOCH2CH2Cl
CAS Number:
Molecular Weight:
142.97
Beilstein/REAXYS Number:
506639
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.23 psi ( 20 °C)

Quality Level

assay

97%

form

liquid

refractive index

n20/D 1.446 (lit.)

bp

155-156 °C (lit.)

density

1.385 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

ClCCOC(Cl)=O

InChI

1S/C3H4Cl2O2/c4-1-2-7-3(5)6/h1-2H2

InChI key

SVDDJQGVOFZBNX-UHFFFAOYSA-N

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Application

2-Chloroethyl chloroformate has been used in the synthesis of:
  • (4S)-4-hydroxymethyl-N-[(αR)-α-methylbenzyl]-2-oxazolidinone
  • propargyl dienamide (ll), a precursor of allenic dienamide
  • (±)-7-(2-chloroethyloxycarbonyloxy)-6-(5-chloropyridin-2-yl)-6,7-dihydro-5H-pyrrolo-[3,4-b]-pyrazin-5-one

pictograms

Skull and crossbonesCorrosion

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Inhalation - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

158.0 °F - closed cup

flash_point_c

70 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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A new approach to pyrrolophenanthridone alkaloids via allene intramolecular cycloaddition: Total synthesis of Hippadine.
Hayakawa K, et al.
Tetrahedron Letters, 28(47), 5895-5898 (1987)
Asymmetric synthesis of the 4-hydroxymethyl-2-oxazolidinone from the serinol derivative and chloroformates.
Sugiyama S, et al.
Tetrahedron Letters, 40(42), 7489-7492 (1999)
Enzymatic resolution of new carbonate intermediates for the synthesis of (< i> S</i>)-(+)-zopiclone.
Solares LF, et al.
Tetrahedron Asymmetry, 13(23), 2577-2582 (2002)

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