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CAS 5443-49-2

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α-Bromocinnamaldehyde

Description:
α-Bromocinnamaldehyde is an organic compound characterized by its structure, which features a bromine atom attached to the α-carbon of a cinnamaldehyde moiety. It is typically a yellow to brown liquid with a distinctive aromatic odor. The compound is known for its reactivity, particularly in electrophilic aromatic substitution reactions due to the presence of both the aldehyde and bromine functional groups. It exhibits moderate solubility in organic solvents such as ethanol and ether, while being less soluble in water. α-Bromocinnamaldehyde can be synthesized through the bromination of cinnamaldehyde, and it is often used in organic synthesis as an intermediate for various chemical reactions, including the preparation of other brominated compounds. Additionally, it may exhibit biological activity, making it of interest in medicinal chemistry. As with many brominated compounds, it is important to handle α-bromocinnamaldehyde with care due to potential toxicity and environmental concerns.
Formula:C9H7BrO
InChI:InChI=1/C9H7BrO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H/b9-6-
InChI key:InChIKey=WQRWNOKNRHCLHV-UHFFFAOYSA-N
SMILES:C(=C(C=O)Br)C1=CC=CC=C1
Synonyms:
  • (2E)-2-bromo-3-phenylprop-2-enal
  • (2Z)-2-bromo-3-phenylprop-2-enal
  • 2-Bromo-3-phenyl-2-propenal
  • 2-Bromo-3-phenylacrolein
  • 2-Bromo-3-phenylacrylaldehyde
  • 2-Bromocinnamaldehyde
  • 2-Propenal, 2-bromo-3-phenyl-
  • Alphabrocine
  • Cinnamaldehyde, α-bromo-
  • NSC 19806
  • See more synonyms
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