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Key Documents

515396

Sigma-Aldrich

3,5-Dibromobenzaldehyde

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About This Item

Linear Formula:
Br2C6H3CHO
CAS Number:
Molecular Weight:
263.91
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

mp

84-88 °C (lit.)

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis and luminescence characteristics of conjugated dendrimers with 2, 4, 6-triaryl-1, 3, 5-triazine periphery.
Kim CK, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 44(1), 254-263 (2006)
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)
Coordination-Driven Self-Assembly of Fullerene-Functionalized Pt (II) Metallacycles.
Neti VSPK, et al.
Organometallics, 34(20), 4813-4815 (2015)
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
Synthesis, crystal structures, and antibacterial activity of a series of hydrazone compounds derived from 4-methylbenzohydrazide.
Lei Y, et al.
Journal of the Chilean Chemical Society, 60(2), 2961-2965 (2015)

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