Methyl 2-bromo-5-fluorobenzoate

Name: Methyl 2-bromo-5-fluorobenzoate
Brand: ChemScene
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CAS No. 6942-39-8
Cat. No. CS-W002352
Purity≥98%
MDL No.MFCD00086167

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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-5-fluorobenzoate|CS-W002352

Structure of 6942-39-8

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General Information

CAS No. 6942-39-8
Cat. No. CS-W002352
Purity ≥98%
MDL No. MFCD00086167
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrFO₂
Molecular Weight 233.03
Synonym(s) 2-Bromo-5-fluorobenzoic Acid Methyl Ester; Methyl 2-bromo-5-fluorobenzoate
SMILES COC(C1=C(Br)C=CC(F)=C1)=O

Description

Methyl 2-bromo-5-fluorobenzoate features a strategically positioned bromo and fluoro substituent on the aromatic ring, enabling selective coupling reactions in cross-coupling protocols. The ester functionality offers enhanced solubility and stability under standard conditions, facilitating efficient derivatization in synthetic sequences.

Application

Methyl 2-bromo-5-fluorobenzoate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The ortho-bromo and meta-fluoro substituents provide orthogonal reactivity for sequential functionalization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthesis of complex heterocycles and bioactive scaffolds.

Synthesis

Route1
- In-stock
  
  394-28-5
- 18107-18-1
- ~99%
- In-stock
  
  6942-39-8
References
- MERCK and CO., INC. Patent: WO2009/54925 A1, 2009 ; Location in patent: Page/Page column 20 ;
Route2
- 67-56-1
- In-stock
  
  394-28-5
- ~99%
- In-stock
  
  6942-39-8
References
- Ikeuchi, Yutaka; Taguchi, Takeo; Hanzawa, Yuji Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4354 - 4359
Route3
- In-stock
  
  394-28-5
- 74-88-4
- ~%
- In-stock
  
  6942-39-8
References
- WO2010/135560 A1, ; Page/Page column 135-136 ;

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 2.3748
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

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Methyl 2-bromo-5-fluorobenzoate

CAS No. 6942-39-8

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