5-Bromo-1,2,3-triazine

Name: 5-Bromo-1,2,3-triazine
Brand: ChemScene
Availability: InStock
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CAS No. 114078-88-5
Cat. No. CS-0157357
Purity≥95%
MDL No.MFCD13193660

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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 114078-88-5

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General Information

CAS No. 114078-88-5
Cat. No. CS-0157357
Purity ≥95%
MDL No. MFCD13193660
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₂BrN₃
Molecular Weight 159.97
Synonym(s) 5-bromotriazine
SMILES C1=C(C=NN=N1)Br

Description

5-Bromo-1,2,3-triazine is a brominated triazine derivative featuring a reactive halogen at the C5 position. This electron-deficient heterocycle integrates readily into functionalized architectures through palladium-catalyzed cross-coupling reactions. The molecule exhibits enhanced stability under standard conditions and serves as a valuable building block in synthetic organic chemistry and materials science applications.

Application

5-Bromo-1,2,3-triazine serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. Its bromine substituent offers high reactivity in Suzuki, Stille, and Negishi couplings, facilitating the construction of complex triazine-based scaffolds. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, making it ideal for iterative synthesis strategies in medicinal chemistry and materials science applications.

Synthesis

Route1
- 122481-11-2
- ~90%
- In-stock
  
  114078-88-5
References
- Neunhoeffer, Hans; Bopp, Ralf; Diehl, Werner Liebigs Annalen der Chemie, 1993 , # 4 p. 367 - 374
Route2
- 3994-46-5
- ~16%
- In-stock
  
  114078-88-5
- 114078-89-6
References
- Ohsawa, Akio; Kaihoh, Terumitsu; Itoh, Takashi; Okada, Mamiko; Kawabata, Chikako; et al. Chemical & Pharmaceutical Bulletin, 1988 , vol. 36, # 10 p. 3838 - 3848

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

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Computational Chemistry Data

TPSA 38.67
LogP 0.6341
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazine compounds

Key Words

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5-Bromo-1,2,3-triazine

CAS No. 114078-88-5

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