Girish Mahajan (Editor)

Acryloyl chloride

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Density
  
1.12 g/cm³

Formula
  
C3H3ClO

Boiling point
  
75 °C

Acryloyl chloride wwwsigmaaldrichcomcontentdamsigmaaldrichstr

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.

Contents

Preparation

Acryloyl chloride can be prepared by reacting acrylic acid with benzoyl chloride or with 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.

Reaction

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.

Uses

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.

References

Acryloyl chloride Wikipedia