2-Bromo-5-ethylthiophene

Name: 2-Bromo-5-ethylthiophene
Brand: ChemScene
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CAS No. 62323-44-8
Cat. No. CS-0187787
Purity≥95%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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General Information

CAS No. 62323-44-8
Cat. No. CS-0187787
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇BrS
Molecular Weight 191.09
Synonym(s) 5-Bromo-2-ethylthiophene
SMILES CCC1=CC=C(Br)S1

Description

2-Bromo-5-ethylthiophene is a bench-stable, moisture-tolerant heterocyclic building block featuring a bromine atom at the 2-position and an ethylthio group at the 5-position. This configuration enables efficient palladium-catalyzed cross-coupling reactions, facilitating the synthesis of functionalized thiophene derivatives for organic electronics and pharmaceutical applications.

Application

2-Bromo-5-ethylthiophene serves as a versatile building block in cross-coupling reactions, enabling efficient construction of substituted thiophene scaffolds. Its bromine substituent facilitates palladium-catalyzed coupling with boronic acids, stannanes, and amines, while the ethylthiophene moiety provides a stable, electron-rich heterocyclic core. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

Route1
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- ~73%
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  62323-44-8
References
- Ponomarenko, Sergei A.; Borshchev, Oleg V.; Meyer-Friedrichsen, Timo; Pleshkova, Alexandra P.; Setayesh, Sepas; Smits, Edsger C. P.; Mathijssen, Simon G. J.; De Leeuw, Dago M.; Kirchmeyer, Stephan; Muzafarov, Aziz M. Organometallics, 2010 , vol. 29, # 19 p. 4213 - 4226

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H227-H302-H315-H319-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P370+P378-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 3.073
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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2-Bromo-5-ethylthiophene

CAS No. 62323-44-8

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