2-Bromodibenzo[b,d]thiophene

Name: 2-Bromodibenzo[b,d]thiophene
Brand: ChemScene
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CAS No. 22439-61-8
Cat. No. CS-W002357
Purity≥98%
MDL No.MFCD00089285

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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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General Information

CAS No. 22439-61-8
Cat. No. CS-W002357
Purity ≥98%
MDL No. MFCD00089285
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₇BrS
Molecular Weight None
Synonym(s) 2-Bromodibenzothiophene
SMILES BrC1=CC(C2=CC=CC=C2S3)=C3C=C1

Description

2-Bromodibenzo[b,d]thiophene serves as a key heterocyclic scaffold for constructing advanced materials in organic electronics. This brominated dibenzo-thiophene derivative features a planar, electron-rich core that facilitates efficient π-conjugation and enhances charge transport properties. The pendant bromine atom enables direct functionalization via transition-metal-catalyzed coupling reactions, streamlining access to complex architectures. Bench-stable and moisture-tolerant, it integrates seamlessly into synthesis workflows requiring high chemical fidelity and reproducibility.

Application

2-Bromodibenzo[b,d]thiophene serves as a versatile building block in the synthesis of functionalized heterocycles and conjugated materials. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating efficient C–C bond formation under standard conditions. Its planar, electron-rich structure enhances π-conjugation, making it valuable for constructing advanced organic semiconductors and pharmaceutical intermediates. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring robust functional group tolerance.

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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 4.817
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Material Science Material Composite Block Small Molecule Semiconductor Synthesis Building Block

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Material Building Blocks Small Molecule Semiconductor Building Blocks Benzothiophenes

Key Words

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2-Bromodibenzo[b,d]thiophene

CAS No. 22439-61-8

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