86217-38-1

Basic information

• Product Name: (S)-(+)-4-PHENYL-2-OXAZOLIDINONE
• Synonyms: L-(+)-4-(4S)-PHENYLOXAZOLIDINONE;(S)-(+)-4-PHENYL-2-OXAZLIDINONE;(S)-(+)-4-PHENYL-2-OXAZOLIDONE;S-4-PHENYL-2-OXAZOLIDONONE;(S)-(+)-4-PHENYLOXAZOLIDIN-2-ONE;S-4-PHENYL-OXAZOLIDIN-2-ONE;S-POA;SPOX
• CAS NO: 86217-38-1
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.17
• EINECS: 1592732-453-0
• Mol File: 86217-38-1.mol
• Article Data: 56

Chemical Properties

• Melting Point: 129-132 °C(lit.)
• Boiling Point: 407 °C at 760 mmHg
• Flash Point: 200 °C
• Appearance: /
• Density: 1.195 g/cm³
• Vapor Pressure: 7.79E-07mmHg at 25°C
• Refractive Index: 1.548
• CAS DataBase Reference: (S)-(+)-4-PHENYL-2-OXAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-4-PHENYL-2-OXAZOLIDINONE(86217-38-1)
• EPA Substance Registry System: (S)-(+)-4-PHENYL-2-OXAZOLIDINONE(86217-38-1)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• F: 3-9
• Hazardous Substances Data: 86217-38-1(Hazardous Substances Data)

Usage

Chemical Properties

mp 130-132°C

InChI:InChI=1/C9H9NO2/c11-9-10-8(6-12-9)7-4-2-1-3-5-7/h1-5,8H,6H2,(H,10,11)/t8-/m1/s1

Upstream product

• 79624-36-5 3-nitroso-4-phenyl-2-oxazolidinone 
• 144-55-8 sodium hydrogencarbonate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 124718-93-0 2-azido-2-phenylethanol 
• 70-11-1 α-bromoacetophenone 
• 57-13-6 urea 
• 20989-17-7 Phenylglycinol 
• 869111-24-0 C₁₁H₁₃NO₄ 
• 869111-23-9 O-(phenoxycarbonyl)-N-(2-phenylethoxycarbonyl) hydroxylamine 
• 869111-26-2 C₁₅H₁₄N₂O₇S 
• 96-09-3 styrene oxide 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 100-42-5 styrene 
• 51-79-6 urethane 

Downstream Products

• 79624-36-5 3-nitroso-4-phenyl-2-oxazolidinone 
• 1100171-37-6 C₁₉H₁₇NO₅ 
• 1207251-30-6 C₁₀H₁₀ClNO₂ 
• 1207251-32-8 C₁₂H₁₂BrNO₂ 
• 1258064-85-5 4-phenyl-3-(phenylethynyl)oxazolidin-2-one 

Relevant articles and documents

Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions

Herein, we report the development of a tailored cobalt catalyst system of Cp*Co(III)(LX) toward intramolecular C-H nitrene insertion of azidoformates to afford cyclic carbamates. The cobalt complexes were easy to prepare and bench-stable, thus offering a convenient reaction protocol. The catalytic reactivity was significantly improved by the electronic tuning of the bidentate LX ligands, and the observed regioselectivity was rationalized by the conformational analysis and DFT calculations of the transition states. The superior performance of the newly developed cobalt catalyst system could be broadly applied to both C(sp2)-H and C(sp3)-H carbamation reactions under mild conditions.

Tuning Triplet Energy Transfer of Hydroxamates as the Nitrene Precursor for Intramolecular C(sp3)-H Amidation

Reported herein is the design of a photosensitization strategy to generate triplet nitrenes and its applicability for the intramolecular C-H amidation reactions. Substrate optimization by tuning physical organic parameters according to the proposed energy transfer pathway led us to identify hydroxamates as a convenient nitrene precursor. While more classical nitrene sources, representatively organic azides, were ineffective under the current photosensitization conditions, hydroxamates, which are readily available from alcohols or carboxylic acids, are highly efficient in accessing synthetically valuable 2-oxazolidinones and γ-lactams by visible light. Mechanism studies supported our working hypothesis that the energy transfer path is mainly operative.

Cycloaddition of Aziridine with CO2/CS2 Catalyzed by Amidato Divalent Lanthanide Complexes

This is the first time that the amidato lanthanide amides ({LnLn[N(SiMe3)2]THF}2 (n = 1, Ln = Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2) and {L3Eu[N(SiMe3)2]THF}{L32Eu(THF)2} (2) (HL3 = ClC6H4CONHC6H3(iPr)2)) were applied in the cycloaddition reactions of aziridines with carbon dioxide (CO2) or carbon disulfide (CS2) under mild conditions. The corresponding oxazolidinones and thiazolidine-2-thiones were obtained in good to excellent yields with good functional group tolerance.