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515396

3,5-Dibromobenzaldehyde

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About This Item

Linear Formula:
Br2C6H3CHO
CAS Number:
56990-02-4
Molecular Weight:
263.91
NACRES:
NA.22
PubChem Substance ID:
24873818
UNSPSC Code:
12352100
MDL number:
MFCD00156887
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mp

84-88 °C (lit.)

Quality Level

100

functional group

aldehyde, bromo

SMILES string

Brc1cc(Br)cc(C=O)c1

InChI

1S/C7H4Br2O/c8-6-1-5(4-10)2-7(9)3-6/h1-4H

InChI key

ZLDMZIXUGCGKMB-UHFFFAOYSA-N

Application

Reactant involved in:
  • Suzuki-Miyaura cross-coupling reactions
  • Synthesis of blue fluorescent dye derivatives for organic light emitting diodes
  • Sharpless kinetic resolution for the formation of Baylis-Hillman enal adducts
  • Synthesis of podophyllotoxin mimetic pyridopyrazoles as anticancer agents
  • Allylic alkylation
  • Synthesis of C2-symmetric biphosphine ligand I

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
SHBM4780
SHBH0519V
SHBD8513V
SHBB8190V
SHBB7876V

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Punit P Seth et al.
Bioorganic & medicinal chemistry letters, 14(22), 5569-5572 (2004-10-16)
The preparation and evaluation of novel aryl urea analogs as broad-spectrum antibacterial agents is described. Numerous compounds showed low micromolar minimum inhibitory concentrations (MIC) against both Gram-positive and Gram-negative bacteria. Selected analogs also exhibited in vivo efficacy in a lethal
Jakub Saadi et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 19(12), 3842-3845 (2013-02-21)
Double-action haloketones: A super silyl group enabled the first highly diastereoselective Mukaiyama aldol reactions of α-chloro- and α-fluoroketones with a wide range of aldehydes, providing anti-β-siloxy-α-haloketones. This process is compatible with one-pot double-aldol methodology and allows for rapid access to
Conformational Behavior of Conjugated Polymers With Oligo (phenylene vinylene) Side Chains.
Peeter H and Koeckelberghs G.
Macromolecular Chemistry and Physics, 214(5), 538-546 (2013)
View All Related Papers

Global Trade Item Number

SKUGTIN
515396-5G04061832493336