549797

Acryloyl chloride

97.0%, contains <210 ppm MEHQ as stabilizer

• Synonym(s): 2-Propenoyl chloride
• Linear Formula: CH₂=CHCOCl
• CAS Number: 814-68-6
• Molecular Weight: 90.51
• Beilstein: 635744
• EC Number: 212-399-0
• MDL number: MFCD00000731
• UNSPSC Code: 12162002
• PubChem Substance ID: 24874724
• NACRES: NA.23

Properties

• vapor density: >1 (vs air)
• 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

Description

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.

Safety Information

• Pictograms: GHS02,GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H225,H290,H302,H314,H330
• Precautionary Statements: P210 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Met. Corr. 1 - Skin Corr. 1A
• Supplementary Hazards: EUH014
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 30.2 °F
• Flash Point(C): -1 °C