Lot numbers can be found on the outside label of a product:
4,5-Dibromo-2-methyl-2H-1,2,3-triazole
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CAS No. 28938-17-2
- Cat. No. CS-0145485
- Purity≥98%
- MDL No.MFCD26383581
*For research and further manufacturing use only, not for direct human use.
Structure of 28938-17-2
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General Information
- CAS No. 28938-17-2
- Cat. No. CS-0145485
- Purity ≥98%
- MDL No. MFCD26383581
- Storage 4°C
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₃H₃Br₂N₃
- Molecular Weight 240.88
- Synonym(s) 4,5-dibromo-2-methyl-triazole
- SMILES CN1N=C(Br)C(Br)=N1
Description
4,5-Dibromo-2-methyl-2H-1,2,3-triazole features a densely functionalized triazole core with bromine substituents at the 4 and 5 positions and a methyl group at C2. This electron-deficient scaffold enables direct incorporation into cross-coupling reactions and facilitates rapid derivatization in synthetic workflows. The molecule exhibits enhanced stability under standard handling conditions and serves as a key building block for heterocyclic libraries.
Application
4,5-Dibromo-2-methyl-2H-1,2,3-triazole serves as a versatile building block in heterocyclic synthesis, enabling efficient access to triazolyl-substituted scaffolds via palladium-catalyzed cross-coupling reactions. The dibromo functionality provides orthogonal reactivity for sequential functionalization, while the methyl group enhances stability and modulates electronic properties. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.
Synthesis
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References
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SYNGENTA LIMITED Patent: WO2007/71900 A1, 2007 ; Location in patent: Page/Page column 112 ;
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Route2
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In-stock
22300-52-3 -
74-88-4 - ~36%
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In-stock
28938-17-2
References
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CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; GEHLING, Victor, S.; HEWITT, Michael, C.; TAYLOR, Alexander, M.; HARMANGE, Jean-Christophe Patent: WO2012/151512 A2, 2012 ; Location in patent: Page/Page column 151 ;
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References
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Wang, Xiao-Jun; Zhang, Li; Krishnamurthy, Dhileepkumar; Senanayake, Chris H.; Wipf, Peter Organic Letters, 2010 , vol. 12, # 20 p. 4632 - 4635
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Safety Information
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 30.71
- LogP 1.3401
- H_Acceptors 3
- H_Donors 0
- Rotatable_Bonds 0
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Key Words
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