2-Bromo-4-fluorobenzaldehyde

Name: 2-Bromo-4-fluorobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 59142-68-6
Cat. No. CS-W007439
Purity≥98%
MDL No.MFCD00672923

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 59142-68-6

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General Information

CAS No. 59142-68-6
Cat. No. CS-W007439
Purity ≥98%
MDL No. MFCD00672923
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrFO
Molecular Weight 203.01
Synonym(s) Benzaldehyde,2-bromo-4-fluoro-
SMILES O=CC1=CC=C(F)C=C1Br

Description

2-Bromo-4-fluorobenzaldehyde features a bromine atom at the ortho position and a fluorine substituent at the para position relative to the aldehyde group, creating a uniquely electron-deficient aromatic ring. This combination enhances reactivity in cross-coupling processes while maintaining stability under standard handling conditions. The aldehyde functionality enables direct incorporation into pharmaceutical intermediates and functionalized materials.

Application

2-Bromo-4-fluorobenzaldehyde serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The aldehyde functionality facilitates nucleophilic additions and oxime formation, while the ortho-bromo and meta-fluoro groups offer orthogonal sites for further functionalization. Bench-stable and amenable to standard purification techniques, it functions reliably in multistep syntheses of heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- 79-37-8
- In-stock
  
  229027-89-8
- ~89%
- In-stock
  
  59142-68-6
References
- Merck Sharp and Dohme Limited Patent: WO2004/46133 A1, 2004 ; Location in patent: Page 27 ; WO 2004/046133 A1
Route2
- In-stock
  
  229027-89-8
- ~72%
- In-stock
  
  59142-68-6
References
- Chen, Congyan; Liu, Bo; Chen, Wanzhi Synthesis (Germany), 2013 , vol. 45, # 24 art. no. SS-2013-H0531-OP, p. 3387 - 3391
Route3
- In-stock
  
  1006-41-3
- ~%
- In-stock
  
  59142-68-6
References
- US6407250 B1, ; US6511999 B2, ; US2002/128233 A1, ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 2.4007
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-4-fluorobenzaldehyde

CAS No. 59142-68-6

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