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161160

Sigma-Aldrich

α-Bromzimtaldehyd

98%

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About This Item

Lineare Formel:
C6H5CH=C(Br)CHO
CAS-Nummer:
5443-49-2
Molekulargewicht:
211.06
EG-Nummer:
226-637-6
MDL-Nummer:
MFCD00006965
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24849910

Assay

98%

Form

solid

mp (Schmelzpunkt)

66-68 °C (lit.)

Lagertemp.

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-

InChIKey

WQRWNOKNRHCLHV-TWGQIWQCSA-N

Allgemeine Beschreibung

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

Anwendung

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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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
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
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
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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