Acryloyl chloride

Acryloyl chloride

Names
IUPAC name Prop-2-enoyl chloride
Other names 2-Propenoyl chloride Acryloyl chloride
Identifiers
CAS Number	814-68-6 Y
3D model (Jmol)	Interactive image
ChemSpider	12588 Y
ECHA InfoCard	100.011.272
PubChem CID	399362
InChI InChI=1S/C3H3ClO/c1-2-3(4)5/h2H,1H2 Y Key: HFBMWMNUJJDEQZ-UHFFFAOYSA-N Y InChI=1/C3H3ClO/c1-2-3(4)5/h2H,1H2 Key: HFBMWMNUJJDEQZ-UHFFFAOYAZ
SMILES ClC(=O)C=C
Properties
Chemical formula	C3H3ClO
Molar mass	90.51 g·mol−1
Density	1.119 g/cm3
Melting point	N/A
Boiling point	75.0 °C (167.0 °F; 348.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Acryloyl chloride, also known as 2-propenoyl chloride or acrylic acid chloride, is a clear, light yellow, flammable liquid with an acrid smell. It belongs to the acid chlorides group of compounds and is therefore a derivative of acrylic acid.

Acryloyl chloride can be prepared by reacting acrylic acid with benzoyl chloride, oxalyl chloride, or thionyl chloride. When preparing this compound adding a small amount of an inhibitor such as hydroquinone can help to avoid light induced polymerisation of acryloyl chloride.

This compound will give the common reactions of acid chlorides: it will react violently with water producing acrylic acid while it will form anhydrides when reacted with sodium salts of carboxylic acids. Reactions with alcohols will result in the formation of esters and reactions with amines will generate amides.

Acryloyl chloride is most commonly employed in organic synthesis for the introduction of acrylic moieties into other compounds and it is also used extensively in the preparation of acrylate monomers and polymers.