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465232

Sigma-Aldrich

4-Bromo-2-fluorobenzaldehyde

96%

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About This Item

Linear Formula:
BrC6H3(F)CHO
CAS Number:
57848-46-1
Molecular Weight:
203.01
MDL number:
MFCD00143261
UNSPSC Code:
12352100
PubChem Substance ID:
24870257

Assay

96%

form

solid

mp

58-62 °C (lit.)

SMILES string

Fc1cc(Br)ccc1C=O

InChI

1S/C7H4BrFO/c8-6-2-1-5(4-10)7(9)3-6/h1-4H

InChI key

UPCARQPLANFGQJ-UHFFFAOYSA-N

Application

4-Bromo-2-fluorobenzaldehyde has been used in the preparation of:
  • 2-functionalized aromatic monoaldehydes, via reaction with different secondary amines and phenol
  • fluorostilbenes
  • benzyl amine-based histamine H3 antagonist having serotonin reuptake activity
  • 6-bromo-2-(4-bromo-2-fluorophenyl)-2,3-dihydro-4H-chromen-4-one

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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Michael A Letavic et al.
Bioorganic & medicinal chemistry letters, 17(17), 4799-4803 (2007-07-10)
The design, synthesis, and in vitro activity of a series of novel 5-ethynyl-2-aryloxybenzylamine-based histamine H(3) ligands that are also serotonin reuptake transporters is described.
Richard J Sciotti et al.
Bioorganic & medicinal chemistry letters, 12(16), 2121-2123 (2002-07-20)
A novel series of antimicrobials of the oxazolidinone class is disclosed. These compounds are characterized relative to previously described analogues by a 'halostilbene-derived' pharmacophore and demonstrate enhanced antimicrobial activity against key Gram-positive pathogens when compared to Linezolid.
Hany F Nour et al.
Organic & biomolecular chemistry, 9(9), 3258-3271 (2011-03-25)
2-Functionalised aromatic monoaldehydes were synthesised in good to excellent yields by reacting 4-bromo-2-fluorobenzaldehyde with different secondary amines and phenol. The Suzuki-coupling reaction of the newly functionalised aromatic monoaldehydes with 4-formylphenylboronic acid afforded the corresponding 2-functionalised-4,4'-biphenyldialdehydes in good yields (47-85%). The
Simona Rapposelli et al.
Archiv der Pharmazie, 344(6), 372-385 (2011-02-15)
Aldose reductase (ARL2) is the first enzyme in the polyol pathway which catalyzes the NADPH-dependent reduction of glucose to sorbitol. Its involvement on diabetic complications makes this enzyme a challenge therapeutic target widely investigated to limit and/or prevent them. On

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