21711-00-2

Basic information

• Product Name: 2-cyclohexyl-3-phenyloxaziridine
• Synonyms: 2-Cyclohexyl-3-phenyloxaziridine; 2-Cyclohexyl-3-phenyl-oxaziridine; oxaziridine, 2-cyclohexyl-3-phenyl-
• CAS NO: 21711-00-2
• Molecular Formula: C₁₃H₁₇NO
• Molecular Weight: 203.2802
• Mol File: 21711-00-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 288.4°C at 760 mmHg
• Flash Point: 84.2°C
• Density: 1.131g/cm³
• Vapor Pressure: 0.00234mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 2-cyclohexyl-3-phenyloxaziridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyclohexyl-3-phenyloxaziridine(21711-00-2)
• EPA Substance Registry System: 2-cyclohexyl-3-phenyloxaziridine(21711-00-2)

Safety Data

• Hazardous Substances Data: 21711-00-2(Hazardous Substances Data)

Upstream product

• 2211-66-7 N-phenyl(methylidene)cyclohexanamine 
• 27845-53-0 (E)-N-cyclohexyl-1-phenylmethanimine 
• 108-91-8 cyclohexylamine 
• 100-52-7 benzaldehyde 

Downstream Products

• 50506-94-0 5-cyclohexylimino-2,4-diphenyl-[1,2,4]thiadiazolidine-3-thione 
• 50484-12-3 2-benzhydrylidene-3-cyclohexyl-5,5-diphenyl-oxazolidin-4-one 
• 1759-68-8 N-benzoylcyclohexylamine 

Relevant articles and documents

Weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis

The selective rearrangement of oxaziridines to amidesviaa single electron transfer (SET) pathway is unexplored. In this study, we present a weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis. The developed method shows excellent functional group tolerance with a broad substrate scope and good to excellent yields. Furthermore, control experiments and density functional theory (DFT) calculations are performed to gain insight into the reactivity and selectivity.

Atom economical synthesis of: N -alkylbenzamides via the iron(III) sulfate catalyzed rearrangement of 2-alkyl-3-aryloxaziridines in water and in the presence of a surfactant

A green and mild synthetic route to N-alkylbenzamides involves eco-friendly one pot synthesis of 2-alkyl-3-aryloxaziridines from N-alkylamines and benzaldehydes followed by iron(iii) sulfate catalyzed rearrangement to the corresponding amides in water as the solvent and in the presence of sodium dodecyl sulfate as the surfactant. This green approach affords N-alkylbenzamides in high overall yields under simple and minimum manipulation.

Synthesis of dihydrobenzisoxazoles by the [3 + 2] cycloaddition of arynes and oxaziridines

Dihydrobenzisoxazoles are readily prepared in good yields by the [3 + 2] cycloaddition of oxaziridines and arynes. The reaction involves an unusual cleavage of the C-O bond of the oxaziridine and tolerates a variety of substituents on the oxaziridine and the o-(trimethylsilyl)aryl triflate to form aryl-, heteroaryl-, alkyl-, and naphthyl-substituted dihydrobenzisoxazoles. The resulting halogen-substituted dihydrobenzisoxazoles are readily elaborated to more complex products using palladium-catalyzed crossing-coupling processes.