ALD00554
5-phenyl-1,2,3-triazine
≥95%
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About This Item
Empirical Formula (Hill Notation):
C9H7N3
CAS Number:
Molecular Weight:
157.17
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.22
Product Name
5-phenyl-1,2,3-triazine, ≥95%
SMILES string
C1(C2=CC=CC=C2)=CN=NN=C1
InChI
1S/C9H7N3/c1-2-4-8(5-3-1)9-6-10-12-11-7-9/h1-7H
InChI key
KJZQIXWSZPPOHO-UHFFFAOYSA-N
assay
≥95%
form
flakes
mp
141-146 °C
storage temp.
−20°C
Quality Level
Related Categories
Application
The following 1,2,3-triazine was reported by Boger and coworkers to undergo an Inverse Electron Demand Diels-Alder with electron rich dienophiles to afford nitrogen-containing heterocycles, more specifically pyrimidines and novel-substituted pyridines.
General description
5-Phenyl-1,2,3-triazine is a phenyl triazine derivative. 5-phenyl-1,2,3-triazine exhibits electronic and nonlinear optical properties. 5-Phenyl-1,2,3-triazine can be prepared from 4-bromopyrazole. It undergoes Diels-Alder reaction with ketene acetal.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Investigation of torsional barriers and nonlinear optical (NLO) properties of phenyltriazines.
Alyar H, et al.
Journal of Molecular Structure, 834, 516-520 (2007)
Erin D Anderson et al.
Journal of the American Chemical Society, 133(31), 12285-12292 (2011-07-09)
A systematic study of the inverse electron demand Diels-Alder reactions of 1,2,3-triazines is disclosed, including an examination of the impact of a C5 substituent. Such substituents were found to exhibit a remarkable impact on the cycloaddition reactivity of the 1,2,3-triazine
Articles
Inverse electron demand Diels-Alder reactions enable total synthesis of natural products with heteroaromatic ring systems.
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