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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:
627-11-2
Molecular Weight:
142.97
Beilstein:
506639
EC Number:
210-982-4
MDL number:
MFCD00000646
UNSPSC Code:
12352100
PubChem Substance ID:
24855215
NACRES:
NA.22

vapor pressure

0.23 psi ( 20 °C)

Quality Level

200

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
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H314,H331

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

158.0 °F - closed cup

Flash Point(C)

70 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

252514-BULK:
252514-5G:
252514-100G:
252514-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ4787
00616CM

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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)
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)

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