Methyl 2-bromo-4,5-difluorobenzoate

Name: Methyl 2-bromo-4,5-difluorobenzoate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 878207-28-4
Cat. No. CS-0139196
Purity≥96%
MDL No.MFCD08458104

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-bromo-4,5-difluorobenzoate|CS-0139196

Structure of 878207-28-4

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General Information

CAS No. 878207-28-4
Cat. No. CS-0139196
Purity ≥96%
MDL No. MFCD08458104
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrF₂O₂
Molecular Weight 251.02
Synonym(s) methyl 2-bromo-4,5-difluoro-benzoate
SMILES O=C(OC)C1=CC(F)=C(F)C=C1Br

Description

Methyl 2-bromo-4,5-difluorobenzoate features a trifunctional aromatic core with strategically positioned halogens enabling selective cross-coupling. The bromine at C2 and fluorines at C4 and C5 facilitate orthogonal reactivity in palladium-catalyzed transformations. This electron-deficient ester integrates readily into complex molecular architectures under mild conditions, offering high functional group tolerance and stability during synthetic sequences.

Application

Methyl 2-bromo-4,5-difluorobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki, Stille, and Negishi couplings. The ortho-bromo group facilitates selective functionalization, while the fl uoro substituents enhance metabolic stability and modulate electronic properties. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds and bioactive molecules.

Synthesis

Route1
- 67-56-1
- In-stock
  
  64695-84-7
- ~79%
- In-stock
  
  878207-28-4
References
- Da, Ya-Jing; Yuan, Wei-Dong; Xin, Ting; Nie, Yong-Yan; Ye, Ying; Yan, Yi-Jia; Liang, Li-Sha; Chen, Zhi-Long Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 24 p. 7101 - 7111
Route2
- In-stock
  
  64695-84-7
- 74-88-4
- ~99%
- In-stock
  
  878207-28-4
References
- ANACOR PHARMACEUTICALS, INC.; ZHANG, Yong-kang; ZHOU, Huchen; DING, Charles; PLATTNER, Jacob, J.; FREUND, Yvonne Patent: WO2011/63293 A1, 2011 ; Location in patent: Page/Page column 64 ;
Route3
- In-stock
  
  942-06-3
- ~%
- In-stock
  
  878207-28-4
References
- Synthetic Communications, , vol. 22, # 21 p. 3067 - 3074

Safety Information

Download SDS

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 26.3
LogP 2.5139
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-bromo-4,5-difluorobenzoate

CAS No. 878207-28-4

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