Methyl 4-bromo-5-chlorothiophene-2-carboxylate

Name: Methyl 4-bromo-5-chlorothiophene-2-carboxylate
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CAS No. 1047630-72-7
Cat. No. CS-M2942
Molecule weight255.52
Purity≥97%
MDL No.MFCD28359275

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Methyl 4-bromo-5-chlorothiophene-2-carboxylate|CS-M2942

Structure of 1047630-72-7

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General Information

CAS No. 1047630-72-7
Cat. No. CS-M2942
Purity ≥97%
MDL No. MFCD28359275
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrClO₂S
Molecular Weight 255.52
Synonym(s) 2-Thiophenecarboxylic acid, 4-bromo-5-chloro-, methyl ester
SMILES O=C(C1=CC(Br)=C(Cl)S1)OC

Description

Methyl 4-bromo-5-chlorothiophene-2-carboxylate features a fused thiophene core bearing strategically positioned bromo and chloro substituents at the 4- and 5-positions, respectively, along with an ester functionality at the 2-position. This configuration enables direct incorporation into cross-coupling reactions and facilitates downstream derivatization in synthetic organic chemistry workflows.

Application

Methyl 4-bromo-5-chlorothiophene-2-carboxylate serves as a versatile building block for the synthesis of functionalized thiophene derivatives. Its orthogonal halogenation pattern enables selective cross-coupling reactions, facilitating efficient access to biologically relevant heterocyclic scaffolds. The methyl ester group provides a handle for further derivatization, while the molecule exhibits excellent bench stability and compatibility with standard palladium-catalyzed transformations.

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-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 2.9506
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Methyl 4-bromo-5-chlorothiophene-2-carboxylate

CAS No. 1047630-72-7

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