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Merck
CN

902624

Diethyl 2-((tosyloxy)imino)malonate

≥95%

别名:

Kurti doubly N-electrophilic iminomalonate

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关于此项目

经验公式(希尔记法):
C14H17NO7S
化学文摘社编号:
分子量:
343.35
UNSPSC Code:
12352202
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assay

≥95%

form

powder or crystals

availability

available only in USA

mp

63-66 °C

Application

As demonstrated by Laszlo Kürti′s lab, ketomalonate oxime O-sulfonates act as doubly N-electrophilic linchpin reagents towards strong C-nucleophiles such as alkyl- and arylmetals (e.g., Grignard reagents). Thus, symmetrical dialkyl- as well as diarylamines may be directly prepared at low tempretatures and in the absence of transition metal catalysts. Other ketomalonate oxime O-sulfonates include 902918, 902705 and 902748.

pictograms

Flame

signalword

Danger

hcodes

Hazard Classifications

Self-react. C

存储类别

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number

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Aneta Bogdanova et al.
Journal of the American Chemical Society, 126(36), 11293-11302 (2004-09-10)
The photochemical or thermal decomposition of ethyl diazomalonate (1) or ethyl 3,3-diazirinedicarboxylate in methanol solutions yields the O-H insertion product 6, while products of the Wolff rearrangement were not detected in both cases. The analysis of temperature-dependent (13)C NMR spectra
Highly efficient sequential N,N,C-trialkylation of α-N-acyloxyimino esters.
Mizota I, et al.
Tetrahedron, 71, 5793-5799 (2015)
Padmanabha V Kattamuri et al.
Journal of the American Chemical Society, 139(32), 11184-11196 (2017-06-27)
Given the importance of amines in a large number of biologically active natural products, active pharmaceutical ingredients, agrochemicals, and functional materials, the development of efficient C-N bond-forming methods with wide substrate scope continues to be at the frontier of research

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