2-Bromo-4,5-difluorobenzaldehyde

Name: 2-Bromo-4,5-difluorobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 476620-54-9
Cat. No. CS-0036254
Purity≥98%
MDL No.MFCD16659662

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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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2-Bromo-4,5-difluorobenzaldehyde|CS-0036254

Structure of 476620-54-9

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General Information

CAS No. 476620-54-9
Cat. No. CS-0036254
Purity ≥98%
MDL No. MFCD16659662
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃BrF₂O
Molecular Weight 221.00
Synonym(s) 2-bromo-4,5-difluoro-benzaldehyde
SMILES C1=C(C=O)C(=CC(=C1F)F)Br

Description

2-Bromo-4,5-difluorobenzaldehyde features a trifunctional aromatic core bearing bromine, two fluorine atoms, and an aldehyde group. This electron-deficient scaffold enables direct coupling in cross-coupling reactions and serves as a key building block for pharmaceutical intermediates and functional materials.

Application

2-Bromo-4,5-difluorobenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive halogen substituents. The aldehyde functionality facilitates oxime formation, reductive amination, and conjugate addition pathways. Its ortho-bromine and meta-fluorine pattern provides enhanced stability and predictable regioselectivity in electrophilic substitution and transition-metal-catalyzed transformations.

Synthesis

Route1
- In-stock
  
  476620-55-0
- ~39%
- In-stock
  
  476620-54-9
References
- F. HOFFMANN-LA ROCHE AG; FIROOZNIA, Fariborz; GILLESPIE, Paul; LIN, Tai-An; MERTZ, Eric; SIDDURI, Achyutharao; SO, Sung-Sau; TAN, Jenny; THAKKAR, Kshitij Chhabilbhai Patent: WO2010/55005 A1, 2010 ; Location in patent: Page/Page column 70-71 ; WO 2010/055005 A1
Route2
- In-stock
  
  64695-84-7
- ~%
- In-stock
  
  476620-54-9
References
- MERCK FROSST CANADA LTD.; CHIH-YU CHEN, Austin; LALIBERTE, Sebastien; LAROUCHE, Guillaume; HAN, Yongxin; MCKAY, Daniel Patent: WO2011/20193 A1, 2011 ; WO 2011/020193 A1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 17.07
LogP 2.5398
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

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-4,5-difluorobenzaldehyde

CAS No. 476620-54-9

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