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α-Bromocinnamaldehyde

α-Bromocinnamaldehyde Basic information
Product Name:α-Bromocinnamaldehyde
Synonyms:(2Z)-2-Bromo-3-phenyl-2-propenal;2-bromo-3-phenyl-2-propena;2-bromo-3-phenyl-2-propenal;Alphabrocine;(Z)-2-bromo-3-phenyl-2-propenal;AKOS BBS-00003210;BROMOCINNAMAL;a-Bromocinnamaldehyde
CAS:5443-49-2
MF:C9H7BrO
MW:211.06
EINECS:226-637-6
Product Categories:Aromatic Cinnamic Acids, Esters and Derivatives;Pharmaceutical Intermediates;Aldehydes;C9;Carbonyl Compounds
Mol File:5443-49-2.mol
α-Bromocinnamaldehyde Structure
α-Bromocinnamaldehyde Chemical Properties
Melting point 66-68 °C(lit.)
Boiling point 304.4±30.0 °C(Predicted)
density 1.4270 (rough estimate)
refractive index 1.5720 (estimate)
storage temp. 2-8°C
form Crystalline Powder
color Light yellow to ochre
LogP2.491 (est)
CAS DataBase Reference5443-49-2(CAS DataBase Reference)
NIST Chemistry Reference2-Propenal, 2-bromo-3-phenyl-(5443-49-2)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-36/37/39-22
RIDADR UN 3335
WGK Germany 3
RTECS GD6480000
HS Code 29130000
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
α-Bromocinnamaldehyde Usage And Synthesis
Chemical Propertieslight yellow to ochre crystalline powder
Usesα-Bromocinnamaldehyde was used in the synthesis of 3,4-diaryl 1H-pyrazoles. It was also used in the preparation of spiro imidazolidine-oxazolidine intermediate via guanidinium ylide mediated aziridination.
General Descriptionα-Bromocinnamaldehyde is commonly employed as an anti-mildew agent in commercial products.
HazardCauses somnolence in oral, intraperitoneal, and subcutaneous lethal-dose studies of rats; A skin and strong eye irritant; Toxic by ingestion;
SynthesisThe synthesis of α-Bromocinnamaldehyde is as follows:
The cinnamaldehyde and glacial acetic acid were stirred and bromine was added after cooling. Then add anhydrous potassium carbonate, reactants heated reflux for half an hour, cooling, precipitation coarse product. The crude product is dissolved by ethanol and recrystallized to obtain the finished product with a yield of about 80%.
α-Bromocinnamaldehyde Preparation Products And Raw materials
Raw materialsAcetic acid-->Potassium carbonate-->Cinnamaldehyde
Preparation Products3-PHENYL-2-PROPYN-1-OL
RARECHEM AL BE 0119 Cassia Aurantium P.E Catechins 8% HPLC Cinnamaldehyde α-Methylcinnamaldehyde RARECHEM BW GA 0166 AURORA KA-5577 3-（trifluoromethyl) Cinnamaldehyde A B-DIBROMOCINNAMIC ACID RARECHEM BW GA 0139 AURORA KA-3486 AURORA KA-3488 Bromine 1-Bromododecane 2-Bromo-2-methylpropane Bromocyclopentane RARECHEM BW GA 0125 α-Bromocinnamaldehyde Diethylstilbestrol
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