3-Bromo-2-iodobenzo[b]thiophene

Name: 3-Bromo-2-iodobenzo[b]thiophene
Brand: ChemScene
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CAS No. 140898-76-6
Cat. No. CS-0528715
Molecule weight338.99
Purity≥98%
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+
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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3-Bromo-2-iodobenzo[b]thiophene|CS-0528715

Structure of 140898-76-6

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General Information

CAS No. 140898-76-6
Cat. No. CS-0528715
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrIS
Molecular Weight 338.99
Synonym(s) Benzo[b]thiophene, 3-bromo-2-iodo-
SMILES BrC1=C(SC2=C1C=CC=C2)I

Description

3-Bromo-2-iodobenzo[b]thiophene is a halogenated heterocyclic scaffold featuring strategically positioned bromo and iodo substituents on a benzo[b]thiophene core. This dual-halogenation enables efficient cross-coupling transformations, particularly in palladium-catalyzed reactions, where the distinct reactivity of bromo and iodo groups allows for sequential functionalization. The molecule exhibits robust stability under standard reaction conditions, facilitating its use in constructing complex polycyclic architectures for materials science and pharmaceutical development.

Application

3-Bromo-2-iodobenzo[b]thiophene serves as a versatile biheteroaryl building block for palladium-catalyzed cross-coupling reactions. The orthogonal halogen reactivity enables sequential functionalization, with bromine typically undergoing Suzuki or Stille coupling while iodine participates in Negishi or Sonogashira transformations. Bench-stable and readily purified by flash chromatography, it facilitates the construction of complex fused heterocyclic scaffolds relevant to pharmaceutical and materials chemistry.

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P405-P501

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Computational Chemistry Data

TPSA 0
LogP 4.2684
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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3-Bromo-2-iodobenzo[b]thiophene

CAS No. 140898-76-6

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