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5443-49-2

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5443-49-2 Usage

Chemical Properties

light yellow to ochre crystalline powder

Uses

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.

General Description

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

Hazard

Causes somnolence in oral, intraperitoneal, and subcutaneous lethal-dose studies of rats; A skin and strong eye irritant; Toxic by ingestion;

Synthesis

The 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%.

Check Digit Verification of cas no

The CAS Registry Mumber 5443-49-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,4 and 3 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 5443-49:
(6*5)+(5*4)+(4*4)+(3*3)+(2*4)+(1*9)=92
92 % 10 = 2
So 5443-49-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H7BrO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H/b9-6-

5443-49-2 Well-known Company Product Price

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  • (Code)Product description
  • CAS number
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  • Detail
  • TCI America

  • (B1253)  α-Bromocinnamaldehyde  >98.0%(GC)

  • 5443-49-2

  • 25g

  • 450.00CNY

  • Detail
  • Alfa Aesar

  • (A14230)  alpha-Bromocinnamaldehyde, 98%   

  • 5443-49-2

  • 25g

  • 424.0CNY

  • Detail
  • Alfa Aesar

  • (A14230)  alpha-Bromocinnamaldehyde, 98%   

  • 5443-49-2

  • 100g

  • 667.0CNY

  • Detail
  • Alfa Aesar

  • (A14230)  alpha-Bromocinnamaldehyde, 98%   

  • 5443-49-2

  • 500g

  • 2964.0CNY

  • Detail

5443-49-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromocinnamaldehyde

1.2 Other means of identification

Product number -
Other names 2-Propenal, 2-bromo-3-phenyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:5443-49-2 SDS

5443-49-2Relevant articles and documents

Synthesis, X-ray crystal structure, electrochemical and antibacterial activity of a silver(I) complex with α-bromo-cinnamaldehyde salicylhydrazone

Liu, Jun An,Li, Qing,Wang, Ming Ming,Wang, Hui,Gan, Guo Qing,Qu, Yang,Lin, Zhi Dong

, p. 507 - 511 (2010)

The mononuclear silver(I) complex [AgL(HL)· DMF] (I) (HL = C 6H13O2N2Br) has been prepared and characterized by physicochemical and spectroscopic methods, single crystal X-ray diffraction, cyclic voltammetry, and antibacterial activity tests. The complex crystallized in the triclinic system, and each Ag(I) is six-coordinate with a distorted octahedral geometry. The ligands chelate the metal center with N, O, and Br atoms from two different Schiff base ligands. O- H···O intermolecular hydrogen bonds connect adjacent complex molecules to form zigzag one-dimensional linear chains along the b axis. Cyclic voltammetry showed that the complex displays an irreversible reduction process at -0.41 V. The data from antibacterial activity tests indicate that the complex inhibits the growth of Staphyloccus aureus and Bacillus subtilis Cohn. Springer Science+Business Media B.V. 2010.

Enantioselective NHC-Catalyzed [3+3] Annulation of α-Bromoenals with 2-Aminobenzimidazoles

Xie, Yangxi,Li, Luoyuan,Sun, Shaofa,Wu, Zijun,Lang, Ming,Jiang, Di,Wang, Jian

supporting information, p. 391 - 394 (2020/01/31)

A chiral carbene-catalyzed [3+3] annulation of α-bromoenals with 2-aminobenzimidazoles providing pyrimido[1,2-a]benzimidazoles has been described. This protocol features a broad scope and good functional group tolerance. Biological studies indicated that the formed pyrimido[1,2-a]benzimidazole exhibited moderate cytotoxic activity against tumor cells.

NHC-Catalyzed Enantioselective [3 + 3] Annulation to Construct 5,6-Dihydropyrimidin-4-ones

Meng, Di,Xie, Yangxi,Peng, Qiupeng,Wang, Jian

supporting information, p. 7635 - 7639 (2020/10/09)

The unprecedented enantioselective NHC-catalyzed [3 + 3] annulation of α-bromoenals with amidines via a dual C-N bond formation is described. The protocol allows a rapid preparation of 5,6-dihydropyrimidinones in acceptable yields with good enantioselectivities.

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