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MilliporeSigma

161160

Sigma-Aldrich

α-Bromocinnamaldehyde

98%

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About This Item

Fórmula lineal:
C6H5CH=C(Br)CHO
Número de CAS:
Peso molecular:
211.06
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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J Momma et al.
Eisei Shikenjo hokoku. Bulletin of National Institute of Hygienic Sciences, (107)(107), 29-36 (1989-01-01)
Bromocinnamic aldehyde (BCA), an antibacterial/antifungal agent, was tested for its chronic toxicity/carcinogenicity in female Slc:ddY mice. The animals received 0.25%, 1.0% and 4.0% of BCA dissolved in olive oil applied to the shaved back skin area twice a week for
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

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