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161160

Sigma-Aldrich

α-Bromocinnamaldehyde

98%

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About This Item

Linear Formula:
C6H5CH=C(Br)CHO
CAS Number:
5443-49-2
Molecular Weight:
211.06
EC Number:
226-637-6
MDL number:
MFCD00006965
UNSPSC Code:
12352100
PubChem Substance ID:
24849910

Assay

98%

form

solid

mp

66-68 °C (lit.)

storage temp.

2-8°C

SMILES string

Br\C(C=O)=C/c1ccccc1

InChI

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

InChI key

WQRWNOKNRHCLHV-TWGQIWQCSA-N

General description

α-Bromocinnamaldehyde is commonly employed as an anti-mildew agent in commercial products.

Application

α-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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

161160-BULK:
161160-VAR:
161160-50G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Ya Zhang et al.
International immunopharmacology, 14(1), 107-113 (2012-06-20)
Early experiments showed cinnamaldehyde had obvious therapeutic effect on viral myocarditis, but cinnamaldehyde was unstable in vivo. To overcome this limitation, we used cinnamaldehyde as a lead compound to synthesize α-bromo-4-chlorocinnamaldehyde (BCC). In the present study, we compared the therapeutic
S Kojima et al.
Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences, (107)(107), 21-25 (1989-01-01)
The amount of alpha-bromocinnamaldehyde (BCA), an anti-mildew agent, in some commercial products, was examined by high performance liquid chromatography (HPLC) using the following conditions: column, Nucleosil 50-5 (Nagel, 250 mm x 4.6 mm i.d.); mobile phase, hexane-chloroform (12:5); flow rate
Wannaporn Disadee et al.
The Journal of organic chemistry, 71(17), 6600-6603 (2006-08-12)
We successfully isolated a spiro imidazolidine-oxazolidine intermediate in the reaction of guanidinium ylide mediated aziridination using alpha-bromocinnamaldehyde. X-ray crystallographic analysis unambiguously revealed that the stereogenic centers of the spiro intermediate were in a trans configuration. The role of the spiro
Yésica P Zaio et al.
Journal of the science of food and agriculture, 98(15), 5822-5831 (2018-05-15)
The insecticidal and repellent effects on adult Sitophilus zeamais of 12 cinnamaldehyde-related compounds was evaluated by contact toxicity bioassays and a two-choice olfactometer. To determine non-toxicity in mammals, body weight, serum biochemical profiles, liver weight, physiological parameters, sperm motility, and
Boris O A Tasch et al.
Organic & biomolecular chemistry, 11(36), 6113-6118 (2013-08-09)
The Masuda borylation-Suzuki coupling (MBSC) sequence was successfully extended to the challenging coupling of vinylhalides with various (hetero)arylhalides using sterically hindered phosphane ligands. Starting from (hetero)arylhalides and α-bromocinnamaldehyde, the sequentially Pd-catalyzed process selectively furnishes α,β-substituted cinnamaldehydes without affecting the reactivity
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