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Sigma-Aldrich

2-Chloropropionyl chloride

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100 G
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25 G
$67.70
100 G
$189.00

About This Item

Linear Formula:
CH3CHClCOCl
CAS Number:
7623-09-8
Molecular Weight:
126.97
Beilstein/REAXYS Number:
605452
EC Number:
231-540-7
MDL number:
MFCD00000862
UNSPSC Code:
12352100
PubChem Substance ID:
24849657
NACRES:
NA.22

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In StockDetails

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Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.440 (lit.)

bp

109-111 °C (lit.)

density

1.308 g/mL at 25 °C (lit.)

functional group

acyl chloride
chloro

SMILES string

CC(Cl)C(Cl)=O

InChI

1S/C3H4Cl2O/c1-2(4)3(5)6/h2H,1H3

InChI key

JEQDSBVHLKBEIZ-UHFFFAOYSA-N

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Application

2-Chloropropionyl chloride was used:
  • as reagent in the chemical surface functionalization of parylene C[1]
  • in the preparation of a poly(ethylene glycol) macroinitiator, required for the atom transfer radical polymerization (ATRP) of styrene[2]
  • in the synthesis of (±)-mintlactone[3]
  • in the preparation of chlorine modified TiO2 nanoparticles, the ATRP initiators[4]

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

94.1 °F - DIN 51755 Part 1

flash_point_c

34.5 °C - DIN 51755 Part 1

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBH4877
STBD3096V
S91110V
S91110
02702KH

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Paulin N Wahjudi et al.
Journal of biomedical materials research. Part A, 89(1), 206-214 (2008-04-24)
A general method for chemical surface functionalization of parylene C [PC, (para-CH2-C6H3Cl-CH2-)n] films is reported. Friedel-Crafts acylation is used to activate the surface of the PC film, and the resulting carbonyl groups are then used to form a range of
A Facile Synthesis of (?)-Mintlactone.
Tanyeli C, et al.
Synthetic Communications, 27(19), 3471-3476 (1997)
Surface-initiated atom transfer radical polymerization from TiO2 nanoparticles.
Park JT, et al.
Applied Surface Science, 255(6), 3739-3744 (2009)
Controlled/?living? atom transfer radical polymerization of styrene in the synthesis of amphiphilic diblock copolymers from a poly (ethylene glycol) macroinitiator.
Jankova K, et al.
Polymer Bull., 42(2), 153-158 (1999)
Magdalena Fedorczyk et al.
Polymers, 11(9) (2019-09-14)
A new synthetic approach is presented for the preparation of Poly(N-isopropylacrylamide-block-styrene) PNIPAM-b-PS via an Atom Transfer Radical Polymerization (ATRP) technique. The proposed method is based on application of 2-chloro-N-(2-hydroxyethyl)propanamide (NCPAE) as a bifunctional initiator, which enables ATRP of two monomers
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