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Documentos

900624

Sigma-Aldrich

Di-t-butyl oxaziridine

≥95%

Sinónimos:

Kurti oxaziridine

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About This Item

Fórmula empírica (notación de Hill):
C9H19NO
Número de CAS:
56741-77-6
Peso molecular:
157.25
UNSPSC Code:
12352000
NACRES:
NA.22

Quality Level

100

assay

≥95%

form

liquid

availability

available only in USA

refractive index

n/D 1.4453

density

0.90 g/mL

storage temp.

2-8°C

SMILES string

CC(C)(C)C1(NO1)C(C)(C)C

Application

This oxaziridine has been used in synthetic methods for amination, heteroatom transfer, and C-H functionalization. Recently, the lab of Laszlo Kurti demonstrated its application for direct electrophilic primary and secondary amination of arylmetals in the presence of Cu(I) salts -- void of precious metal catalysts, ligands, protecting groups, or directing groups.

Other Notes

Non-Deprotonative Primary and Secondary Amination of (Hetero)Arylmetals

Rapid heteroatom transfer to arylmetals utilizing multifunctional reagent scaffolds

Diverse sp3 C-H functionalization through alcohol β-sulfonyloxylation

pictograms

Flame
GHS02

signalword

Danger

hcodes

H242

Hazard Classifications

Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

143.6 °F

flash_point_c

62 °C

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Zhe Zhou et al.
Journal of the American Chemical Society, 139(1), 115-118 (2016-12-23)
Herein we disclose a novel method for the facile transfer of primary (-NH2) and secondary amino groups (-NHR) to heteroaryl- as well as arylcuprates at low temperature without the need for precious metal catalysts, ligands, excess reagents, protecting and/or directing
Yan Xu et al.
Nature chemistry, 7(10), 829-834 (2015-09-24)
Site-selective C-H functionalization has emerged as an attractive tool for derivatizing complex synthetic intermediates, but its use for late-stage diversification is limited by the functional groups that can be introduced, especially at unactivated sp(3)-hybridized positions. To overcome this, we introduce
Synthesis of Alkoxylamines by Alkoxide Amination with 3,3'-Di-tert-butyloxaziridine.
Ingrid C. Choong et al.
The Journal of organic chemistry, 64(18), 6528-6529 (2001-10-25)
Hongyin Gao et al.
Nature chemistry, 9(7), 681-688 (2017-06-24)
Arylmetals are highly valuable carbon nucleophiles that are readily and inexpensively prepared from aryl halides or arenes and widely used on both laboratory and industrial scales to react directly with a wide range of electrophiles. Although C-C bond formation has

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