26378-36-9

Basic information

• Product Name: 2-TERT-BUTYL-3-(4-NITROPHENYL)-1,2-OXAZIRIDINE
• Synonyms: 2-TERT-BUTYL-3-(4-NITROPHENYL)-1,2-OXAZIRIDINE
• CAS NO: 26378-36-9
• Molecular Formula: C₁₁H₁₄N₂O₃
• Molecular Weight: 222.24
• Mol File: 26378-36-9.mol
• Article Data: 22

Chemical Properties

• Melting Point: 64-65 °C
• Boiling Point: 306.7±52.0 °C(Predicted)
• Appearance: /
• Density: 1.251±0.06 g/cm3(Predicted)
• PKA: 0.73±0.40(Predicted)
• CAS DataBase Reference: 2-TERT-BUTYL-3-(4-NITROPHENYL)-1,2-OXAZIRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TERT-BUTYL-3-(4-NITROPHENYL)-1,2-OXAZIRIDINE(26378-36-9)
• EPA Substance Registry System: 2-TERT-BUTYL-3-(4-NITROPHENYL)-1,2-OXAZIRIDINE(26378-36-9)

Safety Data

• Hazardous Substances Data: 26378-36-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 44, p. 6821, 1988 DOI: 10.1016/S0040-4020(01)86210-4

Upstream product

• 576-26-1 2.6-dimethylphenol 
• 555-16-8 4-nitrobenzaldehdye 
• 75-64-9 tert-butylamine 
• 718-36-5 (p-nitrobenzylidene)(tert-butyl)amine 
• 3585-88-4 N-tert-butyl-α-(4-nitrophenyl)nitrone 
• 59862-75-8 (E)-2-methyl-N-(4-nitrophenylmethylene)propan-2-amine 
• 3585-88-4 (Z)-N-tert-butyl-1-(4-nitrophenyl)methanimine oxide 

Downstream Products

• 718-36-5 (p-nitrobenzylidene)(tert-butyl)amine 
• 3585-88-4 N-tert-butyl-α-(4-nitrophenyl)nitrone 
• 67-68-5 dimethyl sulfoxide 
• 42498-30-6 N-tert-butyl-4-nitrobenzamide 
• 77621-69-3 C₃₅H₄₇NO₄ 
• 88343-92-4 2,6-Di-tert-butyl-4-[hydroxy-(4-nitro-phenyl)-methyl]-phenol 
• 555-16-8 4-nitrobenzaldehdye 
• 1988-11-0 2,6-diisopropyl-1,4-benzoquinone 
• 527-61-7 2,6-dimethyl-1,4-benzoquinone 
• 3585-88-4 (Z)-N-tert-butyl-1-(4-nitrophenyl)methanimine oxide 
• 719-22-2 2,6-Di-tert-butyl-1,4-benzoquinone 
• 2455-14-3 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone 

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.

Hydrogen peroxide/dimethyl carbonate: A green system for epoxidation of: N -alkylimines and N -sulfonylimines. One-pot synthesis of N -alkyloxaziridines from N -alkylamines and (hetero)aromatic aldehydes

A green method for epoxidation of imines using an environmentally benign oxidant system, H2O2/dimethyl carbonate, was developed. N-Alkyloxaziridines were prepared in high yields from N-alkylamines and (hetero)aromatic aldehydes in one-pot fashion, whereas N-sulfonyloxaziridines have been prepared by using the same oxidant system and 5 mol% of Zn(OAc)2·2H2O as catalyst.

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.