5-Bromo-2-chlorothiazole

Name: 5-Bromo-2-chlorothiazole
Brand: ChemScene
Availability: InStock
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CAS No. 3034-56-8
Cat. No. CS-0137495
Purity≥96%
MDL No.MFCD14702782

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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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General Information

CAS No. 3034-56-8
Cat. No. CS-0137495
Purity ≥96%
MDL No. MFCD14702782
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃HBrClNS
Molecular Weight 198.47
Synonym(s) 2-Chlor-5-bromthiazol
SMILES ClC1=NC=C(Br)S1

Description

5-Bromo-2-chlorothiazole is a halogenated thiazole derivative featuring complementary reactive sites at the 5-bromo and 2-chloro positions. This electronic asymmetry enables selective cross-coupling transformations, facilitating efficient construction of complex heterocyclic architectures in medicinal chemistry and materials synthesis. The molecule exhibits enhanced stability under standard handling conditions.

Application

5-Bromo-2-chlorothiazole serves as a versatile heterocyclic building block for medicinal chemistry and materials science, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates Suzuki, Stille, or Negishi coupling, while the chloro substituent offers stability under standard reaction conditions. This compound exhibits excellent bench stability and is compatible with a wide range of functional groups, simplifying purification and integration into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  3034-52-4
- ~27%
- In-stock
  
  3034-56-8
References
- Boga, Carla; Del Vecchio, Erminia; Forlani, Luciano; Todesco, Paolo Edgardo Journal of Organometallic Chemistry, 2000 , vol. 601, # 2 p. 233 - 236

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 12.89
LogP 2.559
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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5-Bromo-2-chlorothiazole

CAS No. 3034-56-8

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