Methyl 3-bromo-5-(trifluoromethoxy)benzoate

Name: Methyl 3-bromo-5-(trifluoromethoxy)benzoate
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CAS No. 1306763-53-0
Cat. No. CS-0069293
Purity≥97%
MDL No.MFCD09999511

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Methyl 3-bromo-5-(trifluoromethoxy)benzoate|CS-0069293

Structure of 1306763-53-0

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General Information

CAS No. 1306763-53-0
Cat. No. CS-0069293
Purity ≥97%
MDL No. MFCD09999511
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrF₃O₃
Molecular Weight 299.04
Synonym(s) Benzoic acid, 3-bromo-5-(trifluoromethoxy)-, methyl ester
SMILES FC(F)(F)OC1=CC(Br)=CC(C(OC)=O)=C1

Description

Methyl 3-bromo-5-(trifluoromethoxy)benzoate features a bromine atom at the meta position relative to the ester, paired with a strongly electron-withdrawing trifluoromethoxy group at the para position. This combination enhances electrophilic reactivity while maintaining stability under standard conditions, enabling efficient coupling in cross-coupling reactions. The molecule’s bench-stable nature and solubility profile support straightforward integration into synthetic workflows for pharmaceutical intermediates and functional materials.

Application

Methyl 3-bromo-5-(trifluoromethoxy)benzoate serves as a versatile building block in medicinal chemistry and materials synthesis, enabling palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The trifluoromethoxy group imparts enhanced metabolic stability and lipophilicity, while the bromo substituent provides a reliable handle for further functionalization. Bench-stable and compatible with standard purification methods, it facilitates efficient access to complex aromatic scaffolds and fluorinated heterocycles used in API development.

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-H320-H335
Precautionary Statements : P264-P270-P330

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Computational Chemistry Data

TPSA 35.53
LogP 3.1343
H_Acceptors 3
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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Methyl 3-bromo-5-(trifluoromethoxy)benzoate

CAS No. 1306763-53-0

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