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Merck
CN

242306

Allyl chloroformate

97%, for peptide synthesis

Synonym(s):

2-Propen-1-yl chloroformate, Allyloxycarbonyl chloride

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About This Item

Linear Formula:
ClCOOCH2CH=CH2
CAS Number:
2937-50-0
Molecular Weight:
120.53
NACRES:
NA.22
PubChem Substance ID:
24854549
UNSPSC Code:
12190000
EC Number:
220-916-6
MDL number:
MFCD00000648
Beilstein/REAXYS Number:
773915

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Product Name

Allyl chloroformate, 97%

InChI key

CAEWJEXPFKNBQL-UHFFFAOYSA-N

InChI

1S/C4H5ClO2/c1-2-3-7-4(5)6/h2H,1,3H2

SMILES string

ClC(=O)OCC=C

vapor pressure

3.67 psi ( 20 °C)

assay

97%

form

liquid

refractive index

n20/D 1.422 (lit.)

bp

~27 °C/11 mmHg (lit.)

density

1.134 g/mL at 20 °C (lit.)

application(s)

peptide synthesis

storage temp.

−20°C

Quality Level

200

Related Categories

General description

Allyl chloroformate is an organic compound used to synthesize numerous compounds like allyl carbamates and allyl carbonates. Additionally, it can be used for the preparation of α-allyl carbonyls and α, β-unsaturated carbonyls.

Application

Allyl chloroformate is used in the synthesis of:
  • Histones and their analogs.
  • Alloc-TL monomer (N-(allyloxy)carbonylhomocysteine thiolactone) from cyclic thioester (d,l-homocysteine thiolactonehydrochloride).

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

flash_point_f

87.8 °F - closed cup

flash_point_c

31 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBS8185
SHBP4647
SHBN5915
SHBN4259
SHBN2550

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Allyl Chloroformate
Herrinton PM
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Carlos E Cuevas-Suárez et al.
Journal of the mechanical behavior of biomedical materials, 87, 148-154 (2018-08-03)
Over the past years, significant effort has been dedicated to synthesizing low-shrinking formulations, however, development of dental composites with low volumetric shrinkage continues to be challenging. The purpose of this study was to synthesize a bisphenol allylic derivate (BPhADAC) and
Palladium-catalyzed synthesis of substituted cycloheptane-1,4-diones by an asymmetric ring-expanding allylation (AREA).
Sabrina R Schulz et al.
Angewandte Chemie (International ed. in English), 46(21), 3966-3970 (2007-04-20)
Total chemical synthesis of histones and their analogs, assisted by native chemical ligation and palladium complexes
Maity SK, et al.
Nature Protocols, 11(12), 2293-2322 (2017)
Thiolactone-based polymers for formaldehyde scavenging coatings
Resetco C, et al.
European Polymer Journal, 82, 166-174 (2016)
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