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161160

Sigma-Aldrich

α-Bromocinnamaldehyde

98%

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About This Item

Formule linéaire :
C6H5CH=C(Br)CHO
Numéro CAS:
5443-49-2
Poids moléculaire :
211.06
Numéro CE :
226-637-6
Numéro MDL:
MFCD00006965
Code UNSPSC :
12352100
ID de substance PubChem :
24849910

Pureté

98%

Forme

solid

Pf

66-68 °C (lit.)

Température de stockage

2-8°C

Chaîne SMILES 

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-

Clé InChI

WQRWNOKNRHCLHV-TWGQIWQCSA-N

Description générale

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
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
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