Methyl 3-chlorobenzo[b]thiophene-2-carboxylate

Name: Methyl 3-chlorobenzo[b]thiophene-2-carboxylate
Brand: ChemScene
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CAS No. 21211-07-4
Cat. No. CS-W013016
Purity≥95%
MDL No.MFCD00052503

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Methyl 3-chlorobenzo[b]thiophene-2-carboxylate|CS-W013016

Structure of 21211-07-4

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General Information

CAS No. 21211-07-4
Cat. No. CS-W013016
Purity ≥95%
MDL No. MFCD00052503
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₇ClO₂S
Molecular Weight 226.67
Synonym(s) Methyl 3-chlorobenzo(b)thiophene-2-carboxylate
SMILES COC(=O)C1=C(Cl)C2=C(S1)C=CC=C2

Description

Methyl 3-chlorobenzo[b]thiophene-2-carboxylate is a bench-stable heterocyclic ester featuring a chlorine-substituted benzo[b]thiophene core. This electron-deficient scaffold integrates readily into synthetic sequences, enabling efficient access to advanced pharmaceutical intermediates and functional materials through palladium-catalyzed coupling reactions.

Application

Methyl 3-chlorobenzo[b]thiophene-2-carboxylate serves as a versatile building block for the synthesis of biologically active heterocycles. The chloro substituent enables palladium-catalyzed cross-coupling reactions, while the ester group offers straightforward manipulation via hydrolysis or reduction. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- 19713-73-6
- ~92%
- In-stock
  
  21211-07-4
References
- Ried, Walter; Oremek, Gerhard; Ocakcioglu, Belkis Liebigs Annalen der Chemie, 1980 , # 9 p. 1424 - 1427
Route2
- 67-56-1
- In-stock
  
  21815-91-8
- ~95%
- In-stock
  
  21211-07-4
References
- Aitken, R. Alan; Bibby, Michael C.; Bielefeldt, Florian; Double, John A.; Laws, Andrea L.; Mathieu, Anne-Laure; Ritchie, Robert B.; Wilson, David W. J. Archiv der Pharmazie, 1998 , vol. 331, # 12 p. 405 - 411

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 26.3
LogP 3.3413
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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Methyl 3-chlorobenzo[b]thiophene-2-carboxylate

CAS No. 21211-07-4

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