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157139

Sigma-Aldrich

2-Chloropropionyl chloride

97%

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About This Item

Linear Formula:
CH3CHClCOCl
CAS Number:
Molecular Weight:
126.97
Beilstein:
605452
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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.)

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
  • in the preparation of a poly(ethylene glycol) macroinitiator, required for the atom transfer radical polymerization (ATRP) of styrene
  • in the synthesis of (±)-mintlactone
  • in the preparation of chlorine modified TiO2 nanoparticles, the ATRP initiators

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

94.1 °F - DIN 51755 Part 1

Flash Point(C)

34.5 °C - DIN 51755 Part 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
A Facile Synthesis of (?)-Mintlactone.
Tanyeli C, et al.
Synthetic Communications, 27(19), 3471-3476 (1997)
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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