4-Bromo-2-phenylthiazole

Name: 4-Bromo-2-phenylthiazole
Brand: ChemScene
Availability: InStock
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CAS No. 141305-40-0
Cat. No. CS-0207716
Purity≥97%
MDL No.MFCD11223241

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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 141305-40-0

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General Information

CAS No. 141305-40-0
Cat. No. CS-0207716
Purity ≥97%
MDL No. MFCD11223241
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₆BrNS
Molecular Weight 240.12
Synonym(s) 4-bromo-2-phenyl-1,3-thiazole
SMILES C1=CC=C(C=C1)C2=NC(=CS2)Br

Description

4-Bromo-2-phenylthiazole is a bench-stable heterocyclic compound featuring a bromine atom at the 4-position and a phenyl group at the 2-position of the thiazole core. This configuration imparts enhanced reactivity in cross-coupling transformations, enabling efficient construction of complex aryl-thiazole architectures under standard conditions.

Application

4-Bromo-2-phenylthiazole serves as a versatile building block for the synthesis of functionalized thiazole-based scaffolds. The bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating C–C bond formation under standard conditions. Its phenyl and thiazole moieties provide structural rigidity and electronic properties suitable for medicinal chemistry applications. Bench-stable and readily purified by column chromatography, it functions effectively in multistep syntheses requiring moderate reactivity and good functional group tolerance.

Synthesis

Route1
- 591-51-5
- In-stock
  
  4175-77-3
- ~83%
- In-stock
  
  141305-40-0
References
- Gross, Stefan; Heuser, Stefan; Ammer, Carolin; Heckmann, Golo; Bach, Thorsten Synthesis, 2011 , # 2 art. no. Z29310SS, p. 199 - 206
Route2
- In-stock
  
  4175-77-3
- In-stock
  
  98-80-6
- ~71%
- In-stock
  
  141305-40-0
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
  
  53715-67-6
- ~95%
- In-stock
  
  141305-40-0
References
- Mouri, Kazuhiro; Saito, Shohei; Yamaguchi, Shigehiro Angewandte Chemie - International Edition, 2012 , vol. 51, # 24 p. 5971 - 5975

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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4-Bromo-2-phenylthiazole

CAS No. 141305-40-0

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