Methyl 3-bromo-5-chlorobenzoate

Name: Methyl 3-bromo-5-chlorobenzoate
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CAS No. 933585-58-1
Cat. No. CS-0068130
Molecule weight249.49
Purity≥98%
MDL No.MFCD07780734

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Methyl 3-bromo-5-chlorobenzoate|CS-0068130

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General Information

CAS No. 933585-58-1
Cat. No. CS-0068130
Purity ≥98%
MDL No. MFCD07780734
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrClO₂
Molecular Weight 249.49
Synonym(s) Benzoic acid, 3-bromo-5-chloro-, methyl ester
SMILES O=C(OC)C1=CC(Cl)=CC(Br)=C1

Description

Methyl 3-bromo-5-chlorobenzoate features a dual halogenated aromatic core with bromine at the meta position and chlorine at the para position relative to the ester group. This electron-deficient scaffold enables selective cross-coupling reactions under palladium catalysis, offering high functional group tolerance and compatibility with diverse reaction conditions.

Application

Methyl 3-bromo-5-chlorobenzoate serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its complementary halogen reactivity. The bromo group facilitates efficient Suzuki, Stille, or Negishi coupling, while the chloro substituent offers orthogonal reactivity for sequential functionalization. Its methyl ester functionality supports further derivatization, and the compound exhibits excellent bench stability and ease of purification, making it ideal for constructing complex aromatic scaffolds in medicinal chemistry and agrochemical development.

Safety Information

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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-P302+P352-P304+P340

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Computational Chemistry Data

TPSA 26.3
LogP 2.8891
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-chlorobenzoate

CAS No. 933585-58-1

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