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921947

Sigma-Aldrich

N-Sulfinyl-O-(tert-butyl)hydroxylamine

≥95%

同義詞:

t-BuONSO

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About This Item

經驗公式（希爾表示法）:
C4H9NO2S
CAS號碼:
2567792-04-3
分子量：:
135.18
MDL號碼:
MFCD33021394
分類程式碼代碼:
12352116

品質等級

100

化驗

≥95%

形狀

liquid

折射率

n/D 1.454

密度

1.062 g/mL

儲存溫度

−20°C

SMILES 字串

[S](=NOC(C)(C)C)=O

InChI

1S/C4H9NO2S/c1-4(2,3)7-5-8-6/h1-3H3

InChI 密鑰

QNDHWAYLAJVRCB-UHFFFAOYSA-N

應用

t-BuONSO is a stable reagent active for the synthesis of primary sulfonamides when used in conjunction with organolithium or Grignard reagents. t-BuONSO is tolerant of a variety of alkyl and aryl substrates and can be used in the synthesis of many medicinally relevant compounds.

其他說明

Modular Sulfondiimine Synthesis Using a Stable Sulfinylamine Reagent


Harnessing Sulfinyl Nitrenes: A Unified One-Pot Synthesis of Sulfoximines and Sulfonimidamides


Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N-Sulfinyl-O-(tert-butyl)hydroxylamine, t-BuONSO

象形圖

FlameHealth hazard
GHS02,GHS08

訊號詞

Danger

危險聲明

H242,H317,H334

危險分類

Resp. Sens. 1 - Self-react. C - Skin Sens. 1

儲存類別代碼

5.2 - Organic peroxides and self-reacting hazardous materials

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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分析證明 (COA)

Lot/Batch Number

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Thomas Q Davies et al.
Journal of the American Chemical Society, 142(36), 15445-15453 (2020-08-26)
Sulfoximines and sulfonimidamides are promising compounds for medicinal and agrochemistry. As monoaza analogues of sulfones and sulfonamides, respectively, they combine good physicochemical properties, high stability, and the ability to build complexity from a three-dimensional core. However, a lack of quick
Thomas Q Davies et al.
Organic letters, 22(24), 9495-9499 (2020-11-26)
Sulfonamides have played a defining role in the history of drug development and continue to be prevalent today. In particular, primary sulfonamides are common in marketed drugs. Here we describe the direct synthesis of these valuable compounds from organometallic reagents
Ze-Xin Zhang et al.
Journal of the American Chemical Society, 141(33), 13022-13027 (2019-08-10)
Sulfondiimines-the double aza-analogues of sulfones-hold significant potential as leads in discovery chemistry, yet their application in this arena has been held back by the scarcity of appropriate synthetic routes. Existing methods employ sulfides as substrates, and rely on consecutive imination

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