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26210

Sigma-Aldrich

3-Chloropropionyl chloride

purum, ≥98.0% (GC)

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About This Item

Linear Formula:
ClCH2CH2COCl
CAS Number:
625-36-5
Molecular Weight:
126.97
Beilstein/REAXYS Number:
635814
EC Number:
210-890-4
MDL number:
MFCD00000747
UNSPSC Code:
12352100
PubChem Substance ID:
329752857

grade

purum

assay

≥98.0% (GC)

refractive index

n20/D 1.457 (lit.)
n20/D 1.457

bp

143-145 °C (lit.)

density

1.324 g/mL at 20 °C
1.33 g/mL at 25 °C (lit.)

SMILES string

ClCCC(Cl)=O

InChI

1S/C3H4Cl2O/c4-2-1-3(5)6/h1-2H2

InChI key

INUNLMUAPJVRME-UHFFFAOYSA-N

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Application

3-Chloropropionyl chloride has been used in:
  • microwave-promoted liquid-phase synthesis of 3,5-disubstituted 2-thioxotetrahydropyrimidin-4-ones
  • preparation of hydrophilic and macroporous polymer resins modified with isothiocyanate groups
  • synthesis of diethylaminopropionamido-hydroxy-anthraquinones, which are potential anticancer agents

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1A

supp_hazards

EUH014

Storage Class

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

wgk_germany

WGK 1

flash_point_f

158.9 °F - closed cup

flash_point_c

70.5 °C - closed cup

ppe

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

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Wen-Ben Yeh et al.
Molecular diversity, 7(2-4), 185-198 (2004-02-12)
An efficient, microwave-assisted method for the liquid-phase combinatorial synthesis of 3,5-disubstituted thiohydantoins and 3,5-disubstituted 2-thioxotetrahydropyrimidin-4-ones has been developed. In synthesizing thiohydantoins, Fmoc-protected amino acids were coupled with polymer support and then deprotected to give primary amines. While in synthesizing thioxotetrahydropyrimidinones
M Hasegawa et al.
Biotechnology and bioengineering, 36(3), 219-223 (1990-07-01)
Hydrophilic and macroporous polymer resins composed of glycerylmethacrylate, styrene, and divinylbenzene were quite easily modified with isothiocyanate groups using a Friedel-Crafts reaction with 3-chloropropionyl chloride and subsequent nucleophilic reaction with KSCN. Alkaline phosphatase and trypsin could be covalently bound to
C Antonello et al.
Archiv der Pharmazie, 322(9), 541-544 (1989-09-01)
A number of new 9,10-anthracenediones were obtained, bearing one or two hydroxyl groups and one positively charged side chain at different positions of the aromatic ring system (compounds 1-5 in Chart 1). These derivatives resemble the anticancer agents mitoxantrone and

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