Methyl 3-bromo-5-fluoro-4-methylbenzoate

Name: Methyl 3-bromo-5-fluoro-4-methylbenzoate
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CAS No. 1533932-57-8
Cat. No. CS-0153539
Purity≥98%
MDL No.MFCD24107117

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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 3-bromo-5-fluoro-4-methylbenzoate|CS-0153539

Structure of 1533932-57-8

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Description

Methyl 3-bromo-5-fluoro-4-methylbenzoate features a strategically positioned bromine atom and fluorine substituent on a methyl benzoate scaffold, enabling selective functionalization in cross-coupling reactions. The electron-withdrawing fluorine enhances reactivity at the ortho position, while the methyl group provides steric and electronic modulation. This compound serves as a key building block for bioactive molecules and advanced synthetic intermediates under standard coupling conditions.

Application

Methyl 3-bromo-5-fluoro-4-methylbenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its ortho-halogen and meta-fluoro substitution pattern. The methyl ester group facilitates downstream functionalization, while the bromo and fluoro substituents offer orthogonal reactivity for sequential transformations. Bench-stable and compatible with standard purification methods, it functions effectively in the synthesis of complex aromatic scaffolds relevant to medicinal chemistry and agrochemical development.

General Information

CAS No. 1533932-57-8
Cat. No. CS-0153539
Purity ≥98%
MDL No. MFCD24107117
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈BrFO₂
Molecular Weight 247.06
Synonym(s) Benzoic acid, 3-bromo-5-fluoro-4-methyl-, methyl ester
SMILES CC1=C(C=C(C=C1F)C(=O)OC)Br

Computational Chemistry Data

TPSA 26.3
LogP 2.68322
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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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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-fluoro-4-methylbenzoate

CAS No. 1533932-57-8

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