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549339

Sigma-Aldrich

Decyl chloroformate

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About This Item

Linear Formula:
ClCO2(CH2)9CH3
CAS Number:
Molecular Weight:
220.74
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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Quality Level

assay

97%

refractive index

n20/D 1.438 (lit.)

bp

226-227 °C (lit.)

density

0.956 g/mL at 25 °C (lit.)

functional group

chloro

storage temp.

2-8°C

SMILES string

CCCCCCCCCCOC(Cl)=O

InChI

1S/C11H21ClO2/c1-2-3-4-5-6-7-8-9-10-14-11(12)13/h2-10H2,1H3

InChI key

AZZCHVHSWUYCQA-UHFFFAOYSA-N

General description

Decyl chloroformate is an n-alkyl chloroformate derivative that can be prepared by reacting decyl alcohol with triphosgene.[1]

Application

Decyl chloroformate may be used in the preparation of (S)-(+)-N-decoxycarbonyl-leucine, a chiral surfactant.[1] It may also be used to synthesize decyl chloride via decarboxylation in the presence of dimethylformamide.[2]

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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


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Carbamate chiral surfactants for capillary electrophoresis.
Ding W and Fritz JS.
Journal of Chromatography A, 831(2), 311-320 (1999)
Dimethylformamide-catalyzed decarboxylation of alkyl chloroformates. A synthesis of primary alkyl chlorides.
Richter R and Tucker B.
The Journal of Organic Chemistry, 48(15), 2625-2627 (1983)

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