2-Bromo-5-methyl-1,3,4-thiadiazole

Name: 2-Bromo-5-methyl-1,3,4-thiadiazole
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 54044-79-0
Cat. No. CS-0119465
Purity≥98%
MDL No.MFCD00518965

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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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2-Bromo-5-methyl-1,3,4-thiadiazole|CS-0119465

Structure of 54044-79-0

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General Information

CAS No. 54044-79-0
Cat. No. CS-0119465
Purity ≥98%
MDL No. MFCD00518965
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₃BrN₂S
Molecular Weight 179.04
Synonym(s) None
SMILES CC1=NN=C(Br)S1

Description

2-Bromo-5-methyl-1,3,4-thiadiazole is a heterocyclic bromide featuring a sulfur-nitrogen ring system with a methyl substituent and a reactive bromine at adjacent positions. This compound serves as a key intermediate in the synthesis of functionalized thiazoles and triazoles, particularly in medicinal chemistry and agrochemical development. Its stability under standard conditions enables straightforward handling and integration into multi-step transformations.

Application

2-Bromo-5-methyl-1,3,4-thiadiazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized thiadiazole scaffolds. Its bromine atom facilitates palladium-catalyzed cross-coupling reactions, while the methyl group enhances stability and modulates electronic properties. The compound exhibits excellent bench stability and compatibility with common protecting groups, making it well-suited for iterative synthesis of complex molecules in medicinal chemistry and materials science applications.

Synthesis

Route1
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- 12775-96-1
- ~%
- In-stock
  
  54044-79-0
References
- US5968962 A1, ;
Route2
- In-stock
  
  108-33-8
- ~%
- In-stock
  
  54044-79-0
References
- Chemische Berichte, , vol. 89, p. 1534,1540

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

Quality Control

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Computational Chemistry Data

TPSA 25.78
LogP 1.60902
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Thiadiazole compounds

Key Words

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2-Bromo-5-methyl-1,3,4-thiadiazole

CAS No. 54044-79-0

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