Ethyl 5-bromo-2-fluorobenzoate

Name: Ethyl 5-bromo-2-fluorobenzoate
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CAS No. 612835-53-7
Cat. No. CS-0041473
Purity≥95%
MDL No.MFCD06204416

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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+
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Ethyl 5-bromo-2-fluorobenzoate|CS-0041473

Structure of 612835-53-7

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General Information

CAS No. 612835-53-7
Cat. No. CS-0041473
Purity ≥95%
MDL No. MFCD06204416
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrFO₂
Molecular Weight 247.06
Synonym(s) Benzoic acid, 5-bromo-2-fluoro-, ethyl ester
SMILES O=C(OCC)C1=CC(Br)=CC=C1F

Description

Ethyl 5-bromo-2-fluorobenzoate features a strategically positioned bromo and fluoro substituent on the benzoate scaffold, enabling selective cross-coupling reactions. The electron-deficient aryl ring facilitates palladium-catalyzed transformations, while the ethyl ester group offers synthetic handle versatility. This bench-stable reagent integrates efficiently into complex molecule assembly workflows.

Application

Ethyl 5-bromo-2-fluorobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromine site facilitates Suzuki, Stille, or Negishi coupling, while the fluorine substituent provides electronic modulation and metabolic stability. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex aromatic scaffolds and functionalized heterocycles in multi-step syntheses.

Synthesis

Route1
- 64-17-5
- In-stock
  
  146328-85-0
- ~93%
- In-stock
  
  612835-53-7
References
- Shi, Yongheng; Zhao, Guilong; Lou, Yuanyuan; Wang, Yuli; Shao, Hua; Liu, Wei; Xu, Weiren; Tang, Lida Chinese Journal of Chemistry, 2011 , vol. 29, # 6 p. 1192 - 1198

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

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Computational Chemistry Data

TPSA 26.3
LogP 2.7649
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

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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Ethyl 5-bromo-2-fluorobenzoate

CAS No. 612835-53-7

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