3-フェニル-2-(フェニルスルホニル)-1,2-オキサジリジン

2-(Benzenesulfonyl)-3-phenyloxaziridine

HCID 320405CAS 63160-13-4

部分構造検索類似構造を探す

基本情報

標準SMILES: O=S(=O)(c1ccccc1)N1OC1c1ccccc1
InChIKey: MKHGVMIXRPGHOO-UHFFFAOYSA-N
分子式: C13H11NO3S
平均分子量: 261.3 g/mol
単同位体質量: 261.04596439

名称と識別子

優先名称: 2-(Benzenesulfonyl)-3-phenyloxaziridine
IUPAC: 2-(benzenesulfonyl)-3-phenyloxaziridine
現地名: 3-フェニル-2-(フェニルスルホニル)-1,2-オキサジリジン
英語名: 3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine
分子式: C13H11NO3S
分子量: 261.3

名称と別名

2-(benzenesulfonyl)-3-phenyloxaziridineRefChem:459693862-503-93-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine63160-13-4Davis oxaziridineMFCD039318642-(Phenylsulfonyl)-3-phenyloxaziridine2-(benzenesulfonyl)-3-phenyl-oxaziridine80997-75-7NSC 2681123-Phenyl-2-(phenylsulfonyl)-oxaziridine

名称をさらに表示

3-フェニル-2-(フェニルスルホニル)-1,2-オキサジリジン2-OXAZIRIDINE3-PHENYL-2-(PHENYLSULFONYL)-1N-(Phenylsulfonyl)phenyloxaziridine3-Phenyl-N-phenylsulfonyloxaziridineOxaziridine, 3-phenyl-2-(phenylsulfonyltrans-2-(Phenylsulfonyl)-3-phenyloxyaziridineTRANS-2-(PHENYL SULFONYL)-3-PHENYL OXAZIRIDINE

3-phenyl-2-(phenylsulfonyl)OxaziridineDavis reagentOxaziridine, 3-phenyl-2-(phenylsulfonyl)-2-phenylsulfonyl-3-phenyloxaziridineNSC377129SCHEMBL113055SCHEMBL2338341SCHEMBL13663248

データベース識別子

CAS: 63160-13-4
PubChem CID: 320405
DTXSID: DTXSID10313234
EC Number: 862-503-9
Nikkaji: J274.580A

物性

構造計算による物性

XLogP: 2.5
極性表面積: 58.1 Å²
水素結合供与体数: 0
水素結合受容体数: 4
回転可能結合数: 3
重原子数: 18
形式電荷: 0
複雑度: 378

物理化学的性質

融点: 96 · 96-97 °C
沸点: 394.4 · 394.4±45.0 °C(Predicted)
比重(密度): 1.398 · 1.398±0.06 g/cm3(Predicted)
貯蔵温度: -20 °C · -20°C Freezer
溶解性: クロロホルム（微量）、DMSO（微量）、メタノール（微量、超音波処理）
外見: 個体
酸解離定数(Pka): -13.47 · -13.47±0.40(Predicted)
色: ホワイトからオフホワイト
InChI: InChI=1S/C13H11NO3S/c15-18(16,12-9-5-2-6-10-12)14-13(17-14)11-7-3-1-4-8-11/h1-10,13H
InChIKey: MKHGVMIXRPGHOO-UHFFFAOYSA-N
SMILES: O1C(C2=CC=CC=C2)N1S(C1=CC=CC=C1)(=O)=O

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)；Eye Irrit. 2A (100%)；STOT SE 3 (100%)

安全データ

hs_code: 2935909099

化学と産業

応用分野

使用3-Phenyl-2-(phenylsulfonyl)-1,2-oxaziridine, is an oxidizing agent used in the preparation of wide variety of pharmaceutical compounds.

一般的な説明3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE is a neutral, aprotic, electrophilic oxidizing agent for the chemoselective oxidation of many nucleophilic substrates[1].

調製方法 · 1 件

製造方法3-PHENYL-2-(PHENYLSULFONYL)-1,2-OXAZIRIDINE can be readily prepared on a 100 g scale in 88% yield via oxidation of N-benzylidenebenzenesulfonamide with buffered m-Chloroperbenzoic Acid or more conveniently with Potassium Monoperoxysulfate (Oxone). This Baeyer-Villiger type of oxidation of sulfonimine affords only the trans-oxaziridine. A number of other (±)-trans-2-(arylsulfonyl)-3- aryloxaziridines (2) can also be prepared by these methods.