1,2,4-チアジアゾール

1,2,4-チアジアゾール 化学構造式
288-92-6
CAS番号.
288-92-6
化学名:
1,2,4-チアジアゾール
别名:
1,2,4-チアジアゾール;アゾスルフィム
英語名:
1,2,4-thiadiazole
英語别名:
Azosulfime;1,2,4-thiadiazole
CBNumber:
CB21564358
化学式:
C2H2N2S
分子量:
86.12
MOL File:
288-92-6.mol

1,2,4-チアジアゾール 物理性質

融点 :
-33°C
沸点 :
121°C
比重(密度) :
1.330
屈折率 :
1.5300 (estimate)
外見 :
液体

安全性情報

1,2,4-チアジアゾール 価格

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1,2,4-チアジアゾール 化学特性,用途語,生産方法

説明

1,2,4-Thiadiazole is a five-membered, unsaturated, conjugated heteroaromatic, consisting of one sulfur atom and two nitrogen atoms in which one is adjacent to sulfur and the other is one carbon apart in the ring. It is a π-excessive heterocycle but relatively π deficient at carbon atoms. The π electron density at C5 is lowest (0.7888) and therefore nucleophilic substitution is facile at this site.

物理的性質

The chemical shift for C3-H appeared at δ 8.66 ppm in 5-phenyl-1,2,4-thiadiazole, while the C5-H proton resonated further downfield at δ 9.9 ppm in 3-phenyl-1,2,4-thiadiazole. This indicated that C5-H is highly deshielded compared to C3-H. A comparative study of the 13C spectra of a variety of 1,2,4-thiadiazoles revealed that generally C3 resonated (δ 148–188 ppm) upfield compared to C5 (δ 161–201 ppm).

化学反応性

Though 1,2,4-thiadiazole is a π-excessive heterocycle the electron density at both carbon atoms C3 and C5 is low but lowest at C5 due to the presence of two pyridine-like nitrogen atoms. As a result, electrophiles do not attack both the sites but are prone to nucleophilic attack. The electrophiles preferentially attack N4 compared to N2 and form quaternary salts. The parent 1,2,4-thiadiazole is sensitive to acid, alkali, oxidizing, and reducing agents.

1,2,4-チアジアゾール 上流と下流の製品情報

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  • 288-92-6
  • 1,2,4-thiadiazole
  • Azosulfime
  • 1,2,4-チアジアゾール
  • アゾスルフィム
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