4-Phenylurazole (HCID 85229)

名称と識別子

優先名称: 4-Phenylurazole
IUPAC: 4-phenyl-1,2,4-triazolidine-3,5-dione
現地名: 4-フェニルウラゾール
英語名: 4-Phenylurazole
分子式: C8H7N3O2
分子量: 177.16

名称と別名

4-Phenylurazole15988-11-14-Phenyl-1,2,4-triazolidine-3,5-dione1,2,4-Triazolidine-3,5-dione, 4-phenyl-Bicarbamimide, N-phenyl-Urazole, 4-phenyl-9V4N9J1BIHEINECS 240-127-0NSC 93432DTXSID5065988NSC-93432GOSUFRDROXZXLN-UHFFFAOYSA-

名称をさらに表示

4-フェニルウラゾール4-フェニル-4H-1,2,4-トリアゾール-3,5-ジオール4-フェニルテトラヒドロ-1H-1,2,4-トリアゾール-3,5-ジオン1,2-ジヒドロ-4-フェニル-4H-1,2,4-トリアゾール-3,5-ジオン4-フェニル-4H-1,2,4-トリアゾール-3,5(1H,2H)-ジオン4-フェニル-1,2,4-トリアゾリジン-3,5-ジオン4-フェニル-1H-1,2,4-トリアゾール-3,5(2H,4H)-ジオン4-フェニルウラゾール, 98+%4-フェニル-1,2,3,5-テトラヒドロ-4H-1,2,4-トリアゾール-3,5-ジオンテトラヒドロ-4-フェニル-1H-1,2,4-トリアゾール-3,5-ジオン4-フェニル-2,3,4,5-テトラヒドロ-1H-1,2,4-トリアゾール-3,5-ジオン4-フェニル-1,2-ジヒドロ-4H-1,2,4-トリアゾール-3,5-ジオン4-PhenylurazolAURORA KA-36474-phenyl urea yl4-Phenylurazole>4-PHENYLURAZOLE 99.0%4-Phenylurazole, 98+%Calcitriol Impurity 5

RefChem:526462DTXCID7035147240-127-0InChI=1/C8H7N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H,(H,9,12)(H,10,13)MFCD00005226SCHEMBL447261DS-24824-phenyl-1,2,4-triazolane-3,5-dione

データベース識別子

CAS: 15988-11-1
PubChem CID: 85229
DTXSID: DTXSID5065988
ChEMBL: CHEMBL224287
UNII: 9V4N9J1BIH
EC Number: 240-127-0
Nikkaji: J9.129D

物性

構造計算による物性

XLogP: 0.7
極性表面積: 61.4 Å²
水素結合供与体数: 2
水素結合受容体数: 2
回転可能結合数: 1
重原子数: 13
形式電荷: 0
複雑度: 220

実験および物理化学的性質

Solubility17.2 [ug/mL] (The mean of the results at pH 7.4)

物理化学的性質

融点: 207 · 207-209 °C (lit.)
沸点: 309.07 °C · 309.07°C (rough estimate)
比重(密度): 1.3393 · 1.3393 (rough estimate)
屈折率: 1.65 · 1.6500 (estimate)
貯蔵温度: 2 · Inert atmosphere,2-8°C
酸解離定数(Pka): 5.43 · 5.43±0.30(Predicted)
外見: powder to crystal
色: White to Almost white
BRN: 163361 · 163361
InChI: InChI=1S/C8H7N3O2/c12-7-9-10-8(13)11(7)6-4-2-1-3-5-6/h1-5H,(H,9,12)(H,10,13)
InChIKey: GOSUFRDROXZXLN-UHFFFAOYSA-N
SMILES: N1C(=O)N(C2=CC=CC=C2)C(=O)N1
CAS データベース: 15988 · 15988-11-1(CAS DataBase Reference)
NISTの化学物質情報: 4 · 4-Phenylurazole(15988-11-1)
EPAの化学物質情報: 1 · 1,2,4-Triazolidine-3,5-dione, 4-phenyl- (15988-11-1)

化学的性質

化学的特性white to light beige cryst. powder or granules

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Regulatory Information1,2,4-Triazolidine-3,5-dione, 4-phenyl-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk: 3
tsca: TSCA listed
hs_code: 29339990
safety_code: 22-24/25
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

General Manufacturing Information1,2,4-Triazolidine-3,5-dione, 4-phenyl-: ACTIVE

応用分野 · 4 件

用途有機合成原料。

説明4-phenylurazole is a kind of laboratory chemicals used for the manufacturing of some substances. It can be used as the precursor to the Diels-Alder trapping agent, 4-phenyl-1, 2, 4-triazoline-3, 5-Dione. Its derivative, azo dyes, has wide applications in dyes industry. In the presence of phosgene, terephthaloyl chloride and epichlorohydrin, it can be polymerized to yield insoluble polymer.

使用Precursor to the Diels-Alder trapping agent, 4-phenyl-1,2,4-triazoline-3,5-dione.1,2,3

一般的な説明4-Phenylurazole undergoes oxidation in the presence of NO2-N2O4 to yield 4-phenyl-1,2,4-trizoline-3,5-dione. It undergoes acetylation reaction with excess acetyl chloride in N,N-dimethylacetamide solution. It polymerizes in the presence of phosgene, terephthaloyl chloride and epichlorohydrin to yield insoluble polymer. It is precursor to the Diels-Alder trapping agent, 4-phenyl-1,2,4-triazoline-3,5-dione. This urazole was recently demonstrated in the traceless, chemoselective labeling of peptides and proteins through electrochemical tyrosine-click (e-Y-CLICK) chemistry.

調製方法 · 1 件

純化方法Crystallise 4-phenylurazole from water or 95% EtOH. Dissolve 35g in 80mL of boiling 95% EtOH and on cooling 90-95% is recovered with m 209-210o. It has IR with 1685 and 3120cm-1. [Cookson et al. Org max Synth 51 121 1971, Beilstein 26 I 64, 26 III/IV 540.]