5-Bromo-2-phenylthiazole

Name: 5-Bromo-2-phenylthiazole
Brand: ChemScene
Availability: InStock
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CAS No. 53715-67-6
Cat. No. CS-0156376
Purity≥96%
MDL No.MFCD00561163

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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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Structure of 53715-67-6

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General Information

CAS No. 53715-67-6
Cat. No. CS-0156376
Purity ≥96%
MDL No. MFCD00561163
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNS
Molecular Weight 240.12
Synonym(s) 5-broMo-2-phenyl-1,3-thiazole
SMILES C1=CC=C(C=C1)C2=NC=C(Br)S2

Description

5-Bromo-2-phenylthiazole is a bench-stable heterocyclic scaffold featuring a bromine atom at the 5-position and a phenyl group attached to the thiazole ring. This configuration enables direct functionalization in cross-coupling reactions, delivering access to diverse arylated thiazole derivatives with enhanced electronic and steric control.

Application

5-Bromo-2-phenylthiazole serves as a versatile building block for constructing biologically relevant thiazole scaffolds. Its bromine substituent enables efficient palladium-catalyzed cross-coupling reactions, facilitating the synthesis of complex heterocyclic architectures. The molecule exhibits excellent bench stability and compatibility with standard synthetic protocols, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

Route1
- In-stock
  
  1826-11-5
- ~91%
- In-stock
  
  53715-67-6
References
- Haemmerle, Johanna; Spina, Markus; Schnuerch, Michael; Mihovilovic, Marko D.; Stanetty, Peter Synthesis, 2008 , # 19 art. no. T06108SS, p. 3099 - 3107 Title/Abstract Full Text View citing articles Show Details Haemmerle, Johanna; Schnuerch, Michael; Iqbal, Naseer; Mihovilovic, Marko D.; Stanetty, Peter Tetrahedron, 2010 , vol. 66, # 40 p. 8051 - 8059
Route2
- In-stock
  
  4175-78-4
- In-stock
  
  98-80-6
- ~58%
- In-stock
  
  53715-67-6
- 3704-40-3
References
- Strotman, Neil A.; Chobanian, Harry R.; He, Jiafang; Guo, Yan; Dormer, Peter G.; Jones, Christina M.; Steves, Janelle E. Journal of Organic Chemistry, 2010 , vol. 75, # 5 p. 1733 - 1739
Route3
- In-stock
  
  591-50-4
- ~%
- In-stock
  
  53715-67-6
References
- Tetrahedron Letters, , vol. 45, # 38 p. 7157 - 7161

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 12.89
LogP 3.5726
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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5-Bromo-2-phenylthiazole

CAS No. 53715-67-6

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