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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
form:
solid
Assay:
96%
Pricing and availability is not currently available.

Assay

96%

form

solid

mp

58-62 °C (lit.)

functional group

aldehyde
bromo
fluoro

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[1]
  • fluorostilbenes[2]
  • benzyl amine-based histamine H3 antagonist having serotonin reuptake activity[3]
  • 6-bromo-2-(4-bromo-2-fluorophenyl)-2,3-dihydro-4H-chromen-4-one[4]

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV9818
BCBZ6286
BCBV9819
BCBQ6411V
BCBM2011V

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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.
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
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.
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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