A24109

Acryloyl chloride

≥97%, contains ~400 ppm phenothiazine as stabilizer

• Synonym(s): Acrylic acid chloride, prop-2-enoyl chloride, 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: 24890654
• NACRES: NA.23

Properties

• vapor density: >1 (vs air)
• Quality Level: 200
• vapor pressure: 1.93 psi ( 20 °C)
• Assay: ≥97%
• form: liquid
• contains: ~400 ppm phenothiazine 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, an organic chemical compound, serves primarily as a reactive monomer for synthesizing polymers and copolymers applicable in diverse fields like adhesives, coatings, hydrogel coatings, sustained drug release, hydrogel film, organic electronic devices and plastics. Phenothiazine is commonly used as a stabilizer for acryloyl chloride during polymerization. It is added in small quantities (400ppm), to prevent the formation of unwanted by-products and to extend the shelf life of the reactive monomer. It also acts as a scavenger for free radicals that may form during the polymerization process.

Application

Acryloyl chloride can be used as:

• A monomer to synthesize crosslinked zwitterionic hydrogel coatings for sensing and detection in complex media.
• A reactant to synthesize crosslinked hydrogel film by reacting with a hydrophilic monomer called N,N-(dimethylacrylamide) (DMAA). The prepared hydrogel film is further used in sustained drug delivery.
• A monomer in the preparation of acrylate-based polymers with excellent n-type semiconducting properties, which are important for the development of organic electronic devices.
• The cyclam monomer. The polymer of this modified cyclam monomer can be used in specific transition metal binding.

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