Methyl 2-bromo-4-methylbenzoate

Name: Methyl 2-bromo-4-methylbenzoate
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CAS No. 87808-49-9
Cat. No. CS-W005363
Purity≥98%
MDL No.MFCD03840737

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FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-bromo-4-methylbenzoate|CS-W005363

Structure of 87808-49-9

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Description

Methyl 2-bromo-4-methylbenzoate features a bromine atom at the ortho position relative to the ester group, enhancing electrophilic reactivity. The para-methyl substituent provides steric and electronic modulation, improving stability under standard conditions. This aryl halide integrates readily into cross-coupling reactions, enabling efficient construction of complex biaryl architectures in synthetic workflows.

Application

Methyl 2-bromo-4-methylbenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined aryl bromide functionality. The methyl ester group provides compatibility with standard hydrolysis and derivatization protocols, while the ortho-bromo and para-methyl substituents offer predictable regiochemical control. This compound exhibits excellent bench stability and facilitates efficient incorporation into complex molecular architectures, including heterocyclic systems and pharmaceutical intermediates.

General Information

CAS No. 87808-49-9
Cat. No. CS-W005363
Purity ≥98%
MDL No. MFCD03840737
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉BrO₂
Molecular Weight 229.07
Synonym(s) Methyl2-Bromo-4-Methylbenzoat
SMILES BrC1=C(C(=O)OC)C=CC(=C1)C

Computational Chemistry Data

TPSA 26.3
LogP 2.54412
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 Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-bromo-4-methylbenzoate

CAS No. 87808-49-9

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