2,3-Dibromobenzo[b]thiophene

Name: 2,3-Dibromobenzo[b]thiophene
Brand: ChemScene
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CAS No. 6287-82-7
Cat. No. CS-W005898
Purity≥97%
MDL No.MFCD06798119

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Description

2,3-Dibromobenzo[b]thiophene serves as a key brominated heterocyclic scaffold for cross-coupling reactions. The adjacent bromine substituents enable sequential functionalization at the 2- and 3-positions, offering precise control in constructing complex polycyclic architectures. This compound features high stability under standard conditions and delivers excellent regioselectivity in palladium-catalyzed transformations.

Application

2,3-Dibromobenzo[b]thiophene serves as a versatile building block for palladium-catalyzed cross-coupling reactions, enabling efficient access to biaryl and heteroaryl architectures. The dibromo substitution pattern facilitates sequential functionalization under mild conditions, while the benzo[b]thiophene core provides structural rigidity and enhanced electronic properties beneficial in pharmaceutical and materials chemistry applications. Its bench-stable crystalline form simplifies handling and purification in synthetic workflows.

General Information

CAS No. 6287-82-7
Cat. No. CS-W005898
Purity ≥97%
MDL No. MFCD06798119
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄Br₂S
Molecular Weight 291.99
Synonym(s) 2 3-DIBROMOBENZO(B)THIOPHENE 97
SMILES BrC1=C(Br)SC2=CC=CC=C21

Computational Chemistry Data

TPSA 0
LogP 4.4263
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H319-H413
Precautionary Statements : P264-P270-P273-P280-P330-P405-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Benzothiophenes

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2,3-Dibromobenzo[b]thiophene

CAS No. 6287-82-7

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