Methyl 3-bromo-5-fluorobenzoate

Name: Methyl 3-bromo-5-fluorobenzoate
Brand: ChemScene
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CAS No. 334792-52-8
Cat. No. CS-W012932
Purity≥98%
MDL No.MFCD07780735

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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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Methyl 3-bromo-5-fluorobenzoate|CS-W012932

Structure of 334792-52-8

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General Information

CAS No. 334792-52-8
Cat. No. CS-W012932
Purity ≥98%
MDL No. MFCD07780735
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrFO₂
Molecular Weight 233.04
Synonym(s) None
SMILES COC(=O)C1=CC(Br)=CC(F)=C1

Description

Methyl 3-bromo-5-fluorobenzoate features a strategically positioned bromine and fluorine substituent on the aromatic ring, enabling selective cross-coupling reactions. The ester functionality supports derivatization under standard conditions, while the electron-deficient ring enhances reactivity in palladium-catalyzed transformations. This bench-stable compound serves as a key intermediate in pharmaceutical synthesis.

Application

Methyl 3-bromo-5-fluorobenzoate serves as a versatile building block for the synthesis of functionalized aromatic systems. Its bromo and fluoro substituents enable sequential cross-coupling reactions, including Suzuki and Stille couplings, while the ester group offers a handle for further derivatization. The compound exhibits good bench stability and facilitates efficient purification via standard chromatographic methods, making it well-suited for use in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  176548-70-2
- 18107-18-1
- ~73%
- In-stock
  
  334792-52-8
References
- Evotec OAI AG; DeveloGen Aktiengesellschaft Patent: EP1655283 A1, 2006 ; Location in patent: Page/Page column 16-17 ;
Route2
- In-stock
  
  176548-70-2
- In-stock
  
  144-55-8
- ~81%
- In-stock
  
  334792-52-8
References
- Meiji Seika Kaisha, Ltd. Patent: EP1229024 A1, 2002 ;
Route3
- 67-56-1
- 887266-90-2
- ~%
- In-stock
  
  334792-52-8
References
- Raboisson, Patrick; Breitholtz-Emanuelsson, Anna; Dahlloef, Henrik; Kers, Annika; Minidis, Alexander B. E.; Nordmark, Anna; Stroem, Peter; Terelius, Ylva; Wensbo, David; Edwards, Louise; Isaac, Methvin; Jarvie, Keith; Slassi, Abdelmalik; Wilson, Julie M.; Xin, Tao; Heaton, William L.; Sheehan, Susan M.; McLeod, Donald A. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 22 p. 6974 - 6979,6

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 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

Key Words

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Methyl 3-bromo-5-fluorobenzoate

CAS No. 334792-52-8

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