α-Bromocinnamaldehyde

Basic Information

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CAS Number

5443-49-2

Molecular Formula

C9H7BrO

Molecular Weight

211.05 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Aldehydes

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

69.0 to 73.0 deg-C

Boiling Point

304.4°Cat760mmHg

Flash Point

110.2°C

Refractive Index

1.5720 (estimate)

SMILES

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C1=CC=C(C=C1)C=C(C=O)Br

InChI

InChI=1S/C9H7BrO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H/b9-6-

InChIKey

WQRWNOKNRHCLHV-TWGQIWQCSA-N

LogP

2.62130

Complexity

157

Safety Information

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GHS Hazard Pictograms

H302

H315

H319

H335

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AC-11193
5443-49-2
CCRIS 3924
InChI=1/C9H7BrO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H/b9-6
2-Propenal, 2-bromo-3-phenyl-
BRN 1099733
(Z)-2-bromo-3-phenylacrylaldehyde
Alphabrocine
A-Bromocinnamaldehyde
2-Propenal, 2-bromo-3-phenyl-, (Z)-
alpha-Bromocinnamic aldehyde
alpha -bromocinnamaldehyde
W-105626
alpha-Bromocinnamaldehyde
B 37 (VAN)
33603-90-6
Cinnamaldehyde, .alpha.-bromo-
Z2312942099
2-Bromo-3-phenyl-2-propenal
SCHEMBL567062
AKOS000118839
B1253
?-Bromocinnamaldehyde
A830178
99686-39-2
EN300-19519
MFCD00006965
2-Bromo-3-phenylacrylaldehyde
EINECS 226-637-6
2-Bromo-3-phenylpropenal

MDL Number

MFCD00006965

Customs Code

2913000090

FAQ

What are the physical and chemical properties of α-Bromocinnamaldehyde (CAS: 5443-49-2)?

α-Bromocinnamaldehyde (CAS: 5443-49-2) is a colorless or white crystalline solid with a pungent odor. Its molecular weight is approximately 217.01 g/mol. It has a low solubility in water but is soluble in organic solvents like ethanol and acetone. Chemically, it is highly reactive, particularly towards nucleophiles and can undergo electrophilic aromatic substitution reactions.

How is α-Bromocinnamaldehyde (CAS: 5443-49-2) typically synthesized?

α-Bromocinnamaldehyde can be synthesized from cinnamaldehyde by bromination using N-bromosuccinimide (NBS) in the presence of a radical initiator like AIBN. The reaction is carried out under mild conditions, and the product can be isolated by recrystallization. This method provides high yields and good selectivity.

What industries use α-Bromocinnamaldehyde (CAS: 5443-49-2)?

α-Bromocinnamaldehyde (CAS: 5443-49-2) is primarily used in the fragrance and flavor industry due to its distinctive aroma. It is also utilized in the pharmaceutical industry for the synthesis of certain drugs. Additionally, it has applications in the polymer industry as a monomer and in the development of sensors and semiconductors.

What precautions should be taken when handling α-Bromocinnamaldehyde (CAS: 5443-49-2)?

When handling α-Bromocinnamaldehyde (CAS: 5443-49-2), it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be performed in a well-ventilated area or a fume hood. Spills should be cleaned up immediately and with appropriate precautions. Always consult the Safety Data Sheet (SDS) for detailed information on safe handling and emergency procedures.