2,6-Dibromobenzo[d]thiazole

Name: 2,6-Dibromobenzo[d]thiazole
Brand: ChemScene
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CAS No. 408328-13-2
Cat. No. CS-0094263
Purity≥95%
MDL No.MFCD07783783

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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+
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Structure of 408328-13-2

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General Information

CAS No. 408328-13-2
Cat. No. CS-0094263
Purity ≥95%
MDL No. MFCD07783783
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₃Br₂NS
Molecular Weight 292.98
Synonym(s) 2,6-Dibromobenzothiazole
SMILES BrC1=CC=C2N=C(Br)SC2=C1

Description

2,6-Dibromobenzo[d]thiazole features a rigid heteroaromatic core bearing two bromine substituents at the 2 and 6 positions, enabling selective cross-coupling reactions. The electron-deficient thiazole ring facilitates transition metal-catalyzed transformations, while the dibromo substitution pattern supports sequential functionalization. This compound serves as a key building block for advanced materials and pharmaceutical intermediates requiring precise regiocontrol.

Application

2,6-Dibromobenzo[d]thiazole serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. The ortho-bromine substituents enable palladium-catalyzed cross-coupling reactions, facilitating efficient C–C bond formation under standard conditions. Its bench-stable nature and high functional group tolerance make it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  15864-32-1
- ~68%
- In-stock
  
  408328-13-2
References
- Hrobarikova, Veronika; Hrobarik, Peter; Gajdos, Peter; Fitilis, Ioannis; Fakis, Mihalis; Persephonis, Peter; Zahradnik, Pavol Journal of Organic Chemistry, 2010 , vol. 75, # 9 p. 3053 - 3068

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
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 12.89
LogP 3.8213
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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2,6-Dibromobenzo[d]thiazole

CAS No. 408328-13-2

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