CAS 13565-09-8

(2E)-3-(4-Bromophenyl)-2-propenoyl chloride

Description:

(2E)-3-(4-Bromophenyl)-2-propenoyl chloride, with the CAS number 13565-09-8, is an organic compound characterized by its functional groups and structural features. It contains a propenoyl moiety, which is a vinyl group attached to a carbonyl, indicating it is an unsaturated acyl chloride. The presence of the 4-bromophenyl group suggests that it has significant aromatic characteristics, which can influence its reactivity and stability. This compound is typically a colorless to pale yellow liquid and is known for its reactivity due to the acyl chloride functional group, making it a useful intermediate in organic synthesis, particularly in the formation of esters and amides. Its bromine substituent can also enhance electrophilic aromatic substitution reactions. As with many acyl chlorides, it is likely to be sensitive to moisture and can react vigorously with water, releasing hydrochloric acid. Proper handling and storage under an inert atmosphere are essential to maintain its stability and prevent hydrolysis.

Formula: C₉H₆BrClO

InChI: InChI=1S/C9H6BrClO/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-6H/b6-3+

InChI key: InChIKey=YLABICHHIYWLQM-ZZXKWVIFSA-N

SMILES: C(=C/C(Cl)=O)\C1=CC=C(Br)C=C1

Synonyms:

• 2-Propenoyl chloride, 3-(4-bromophenyl)-, (2E)-
• (2E)-3-(4-Bromophenyl)-2-propenoyl chloride
• Cinnamoyl chloride, p-bromo-, (E)-
• 2-Propenoyl chloride, 3-(4-bromophenyl)-, (E)-
• (E)-4-Bromocinnamoyl chloride