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Merck
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Key Documents

ALD00554

Sigma-Aldrich

5-phenyl-1,2,3-triazine

≥95%

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About This Item

經驗公式(希爾表示法):
C9H7N3
CAS號碼:
分子量::
157.17
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

≥95%

形狀

flakes

mp

141-146 °C

儲存溫度

−20°C

SMILES 字串

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 密鑰

KJZQIXWSZPPOHO-UHFFFAOYSA-N

一般說明

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.

應用

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.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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

文章

The inverse electron demand Diels-Alder reactions of electron-deficient heterocycles are significant cycloaddition reactions for the total synthesis of natural products containing highly substituted and functionalized heteroaromatic ring systems.

The inverse electron demand Diels-Alder reactions of electron-deficient heterocycles are significant cycloaddition reactions for the total synthesis of natural products containing highly substituted and functionalized heteroaromatic ring systems.

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