900624
Di-t-butyl oxaziridine
≥95%
Synonym(s):
Kurti oxaziridine
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About This Item
Empirical Formula (Hill Notation):
C9H19NO
CAS Number:
Molecular Weight:
157.25
UNSPSC Code:
12352000
NACRES:
NA.22
Recommended Products
Quality Level
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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Self-react. C
Storage Class Code
5.2 - Organic peroxides and self-reacting hazardous materials
WGK
WGK 3
Flash Point(F)
143.6 °F
Flash Point(C)
62 °C
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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)
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
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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