Acryloyl chloride

Acryloyl chloride Basic information
Product Name:Acryloyl chloride
Synonyms:chloridkyselinyakrylove;Propenoyl chloride;propenoylchloride;Acryloyl chloride, stabilized with 400 ppM phenothiazine;Acryloyl chloride, 97%, stabilized with p-Hydroxyanisole;Acryloyl chloride, 97%, stabilized with 400 ppm phenothiazine;Acryloyl chloride, 97%, stabilized with 400 ppm p-Hydroxyanisole;Acrylyl chloride manufacturer kf-wang(at)kf-chem.com
CAS:814-68-6
MF:C3H3ClO
MW:90.51
EINECS:212-399-0
Product Categories:ACID CHLORIDES;Industrial/Fine Chemicals;Halogen compounds;814-68-6
Mol File:814-68-6.mol
Acryloyl chloride Structure
Acryloyl chloride Chemical Properties
Melting point 76 °C(Solv: isopropyl ether (108-20-3))
Boiling point 72-76 °C (lit.)
density 1.114 g/mL at 25 °C (lit.)
vapor density >1 (vs air)
vapor pressure 1.93 psi ( 20 °C)
refractive index n20/D 1.435(lit.)
Fp 61 °F
storage temp. 2-8°C
solubility Chloroform (Soluble), Methanol (Slightly)
form Oil
color Colourless to Pale Yellow
Water Solubility Miscible with water.
Sensitive Moisture & Light Sensitive
BRN 635744
Exposure limitsACGIH: TWA 5 mg/m3 (Skin)
NIOSH: TWA 5 mg/m3
Stability:Stable, but reacts violently with water. Incompatible with alcohols, oxidizing agents, strong bases. Light-sensitive. Highly flammable.
InChIKeyHFBMWMNUJJDEQZ-UHFFFAOYSA-N
CAS DataBase Reference814-68-6(CAS DataBase Reference)
NIST Chemistry Reference2-Propenoyl chloride(814-68-6)
EPA Substance Registry SystemAcrylyl chloride (814-68-6)
Safety Information
Hazard Codes F,T+
Risk Statements 11-14-26-34
Safety Statements 16-26-28-36/37/39-45-7/9
RIDADR UN 3383 6.1/PG 1
WGK Germany 3
RTECS AT7350000
8-10
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29161980
Hazardous Substances Data814-68-6(Hazardous Substances Data)
MSDS Information
ProviderLanguage
Acrylyl chloride English
SigmaAldrich English
ALFA English
Acryloyl chloride Usage And Synthesis
Chemical PropertiesAcryloyl chloride is a highly flammable, polymerizable, and toxic (inhalation), light yellow liquid. A lacrimator.
UsesAcryloyl chloride is used in the production of plastics. It plays an important role in the preparation of acrylate monomers and polymers. It also acts as a substrate for cross-metathesis. Further, it is utilized in organic synthesis for the introduction of acrylic groups into other compounds.
Synthesis Reference(s)Journal of the American Chemical Society, 72, p. 72, 1950 DOI: 10.1021/ja01157a020
General DescriptionA liquid. Boiling point 75°C. Used to make plastics. Polymerization in a closed container can cause pressurization and explosive rupture.
Air & Water ReactionsPolymerizes readily upon exposure to oxygen in the air. Reacts exothermically with water to give hydrochloric acid and acrylic acid.
Reactivity ProfileAcrylyl chloride is incompatible with strong oxidizing agents, alcohols, amines, alkali. Polymerizes readily upon exposure to oxygen. May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].
Fire HazardWhen heated to decomposition, Acrylyl chloride emits toxic fumes of chlorides. Decomposes in water.
Potential ExposureMay be used as a monomer in preparation of specialty polymers or as a chemical intermediate
ShippingUN3383 Poisonous Toxic by inhalation liquid, flammable, n.o.s. with an LC50 # 200 mL/m3 and saturated vapor concentration ≥500 LC50, Hazard class: 6.1; Labels: 6.1-Poisonous materials, 3-Flammable liquid, Technical Name Required, Inhalation Hazard Zone A. UN2924 Flammable liquids, corrosive, n.o.s., Hazard Class: 3; Labels: 3-Flammable liquid, 8-Corrosive material, Technical Name Required
IncompatibilitiesUse MEHQ (monomethyl ether of hydroquinone) as an inhibitor. Incompatible with oxidizers, polymerizes on contact with oxygen; alcohols, amines, alkalis. Reacts violently with water, releasing hydrochloric acid and acrylic acid. Attacks some metals.
Methylene Chloride Methacryloyl chloride 2-CHLOROCINNAMOYL CHLORIDE Benzyl chloride P-CHLOROCINNAMOYL CHLORIDE ITACONYL CHLORIDE 3-[3-(TRIFLUOROMETHYL)PHENYL]-2-PROPENOYLHLORIDE Calcium chloride Sodium chloride (E)-3-(3,4,5-Trimethoxy-phenyl)-acryloyl chloride Acrylamide Acryloyl chloride Choline chloride 3-(2-CHLORO-3,4-DIMETHOXYPHENYL)PROP-2-ENOYL CHLORIDE Ammonium chloride Mepiquat chloride Polyvinyl chloride 2-​[[(2-​ethylphenyl)​(2-​hydroxyethyl)​amino]​methyl]​-​3,​3-​difluoro-Propanenitrile Acrylic Acid Chloride Propenoyl Chloride

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