1-(2-Bromothiazol-5-yl)ethanone

Name: 1-(2-Bromothiazol-5-yl)ethanone
Brand: ChemScene
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CAS No. 1161776-13-1
Cat. No. CS-0155077
Purity≥97%
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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1-(2-Bromothiazol-5-yl)ethanone|CS-0155077

Structure of 1161776-13-1

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General Information

CAS No. 1161776-13-1
Cat. No. CS-0155077
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrNOS
Molecular Weight 206.06
Synonym(s) 1-(2-bromo-1,3-thiazol-5-yl)ethanone
SMILES CC(=O)C1=CN=C(Br)S1

Description

1-(2-Bromothiazol-5-yl)ethanone features a brominated thiazole ring fused to an acetyl group, delivering a potent electrophilic handle for cross-coupling and functionalization. This bench-stable, moisture-tolerant compound integrates readily into synthetic sequences requiring halogen-directed C–C bond formation or transition-metal-catalyzed transformations.

Application

1-(2-Bromothiazol-5-yl)ethanone serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo substituent. The thiazole core provides excellent functional group tolerance and bench stability, facilitating efficient synthesis of substituted heterocycles. Its reactivity profile supports direct incorporation into complex scaffolds relevant to pharmaceutical development.

Synthesis

Route1
- 875548-59-7
- ~%
- In-stock
  
  1161776-13-1
References
- ACTELION PHARMACEUTICALS LTD Patent: WO2009/77990 A1, 2009 ; Location in patent: Page/Page column 98 ;

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-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 29.96
LogP 2.1082
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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1-(2-Bromothiazol-5-yl)ethanone

CAS No. 1161776-13-1

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