6-Bromo-2-methylbenzo[d]thiazole

Name: 6-Bromo-2-methylbenzo[d]thiazole
Brand: ChemScene
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CAS No. 5304-21-2
Cat. No. CS-W004902
Purity≥98%
MDL No.MFCD00466580

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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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6-Bromo-2-methylbenzo[d]thiazole|CS-W004902

Structure of 5304-21-2

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General Information

CAS No. 5304-21-2
Cat. No. CS-W004902
Purity ≥98%
MDL No. MFCD00466580
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₆BrNS
Molecular Weight 228.11
Synonym(s) 6-Bromo-2-methylbenzothiazole
SMILES CC1=NC2=CC=C(Br)C=C2S1

Description

6-Bromo-2-methylbenzo[d]thiazole is a bench-stable, electron-deficient heterocycle featuring a bromine substituent at the 6-position and a methyl group at the 2-position. This configuration enables direct functionalization in cross-coupling reactions, facilitating efficient access to complex thiazole-based scaffolds for medicinal chemistry and materials applications.

Application

6-Bromo-2-methylbenzo[d]thiazole serves as a versatile building block in medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine electrophilicity. The methyl group at the 2-position provides steric and electronic modulation, enhancing regioselectivity in subsequent transformations. Bench-stable and readily purified by recrystallization, it functions effectively in Suzuki-Miyaura, Stille, and Negishi couplings for constructing complex heterocyclic scaffolds and functionalized biaryls.

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.36722
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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6-Bromo-2-methylbenzo[d]thiazole

CAS No. 5304-21-2

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