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Merck
CN

549797

Acryloyl chloride

97.0%, contains <210 ppm MEHQ as stabilizer

Synonym(s):

2-Propenoyl chloride

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About This Item

Linear Formula:
CH2=CHCOCl
CAS Number:
Molecular Weight:
90.51
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
212-399-0
Beilstein/REAXYS Number:
635744
MDL number:
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vapor density

>1 (vs air)

Quality Level

vapor pressure

1.93 psi ( 20 °C)

assay

97.0%

contains

<210 ppm MEHQ as stabilizer

refractive index

n20/D 1.435 (lit.)

bp

72-76 °C (lit.)

density

1.114 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClC(=O)C=C

InChI

1S/C3H3ClO/c1-2-3(4)5/h2H,1H2

InChI key

HFBMWMNUJJDEQZ-UHFFFAOYSA-N

General description

Acryloyl chloride is a derivative of acrylic acid and is widely used as a reactive monomer in the synthesis of various polymers with desired properties such as good transparency, flexibility, excellent mechanical and thermal properties, and resistance to moisture and chemicals. Acryloyl chloride contains both an acryloyl group (-CH2=CHC(O)Cl) and a chloride functional group (-Cl) in its structure. This combination of functional groups enables acryloyl chloride to undergo polymerization reactions and participate in copolymerization processes. In the field of polymers, acryloyl chloride is commonly used in the production of acrylic polymers, such as polyacrylates and polymethacrylates. These polymers have a wide range of applications, including coatings, adhesives, sealants, textiles, and biomedical materials.

Application

Acryloyl chloride can used as a monomer in the synthesis of:
  • Acrylic polymers via radical polymerization or copolymerization. These acrylic polymers can be tailored to possess the desired properties for biomedical coatings, including biocompatibility, adhesion to the device surface, and durability.
  • Poly(styrene-co-acryloyl chloride) copolymer by crosslinked networks with styrene. The resulting crosslinked polymer can then be functionalized or modified by various chemical reactions to introduce specific properties or functionalities desired for the application as a polymer support or an electrophilic scavenger resin.
  • Acrylamide-modified chitosan.
  • Ulvan acrylate macromer via esterification of hydroxyl groups of polysaccharides. This macromer can be used to prepare ulvan-based thermosensitive hydrogels.
  • Degradable peptide cross-linker by the acrylation of the amine groups of lysine residues and glutamine within peptide sequences.


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Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Corr. 1A

supp_hazards

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

30.2 °F

flash_point_c

-1 °C

Regulatory Information

非剧毒-急性毒性1

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Soyeon Kim et al.
Biomacromolecules, 4(5), 1214-1223 (2003-09-10)
Hydrogels composed of N-isopropylacrylamide (NIPAAm) and acrylic acid (AAc) were prepared by redox polymerization with peptide cross-linkers to create an artificial extracellular matrix (ECM) amenable for testing hypotheses regarding cell proliferation and migration in three dimensions. Peptide degradable cross-linkers were
Andrea Morelli et al.
Carbohydrate polymers, 136, 1108-1117 (2015-11-18)
The present study is focused on the exploitation and conversion of sulphated polysaccharides obtained from waste algal biomass into high value added material for biomedical applications. ulvan, a sulphated polysaccharide extracted from green seaweeds belonging to Ulva sp. was selected
Jung Im Lee et al.
International journal of pharmaceutics, 373(1-2), 93-99 (2009-05-12)
Chitosan/Pluronic hydrogels were prepared to develop injectable depot systems for gene therapy to enhance local transgene expression at injection sites. Water-soluble chitosan and Pluronic were separately acrylated to prepare photo-crosslinkable polymers. A mixture of acrylated polymers was mixed with plasmid



Global Trade Item Number

SKUGTIN
549797-500G04061832575438
549797-5G04061832575445