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Documenti

560871

Sigma-Aldrich

2-Methyl-2-propanesulfinamide

97%, racemic

Sinonimo/i:

(±)-tert-Butylsulfinamide, 1,1-Dimethylethylsulfinamide, 2-Methyl-2-propanesulfinamide, 2-Methylpropan-2-sulfinamide, tert-Butanesulfinamide, tert-Butylsulfinamide

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About This Item

Formula condensata:
(CH3)3CS(O)NH2
Numero CAS:
146374-27-8
Peso molecolare:
121.20
Numero MDL:
MFCD01863616
Codice UNSPSC:
12352100
ID PubChem:
24879898
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Punto di fusione

97-101 °C (lit.)

Temperatura di conservazione

2-8°C

Stringa SMILE

CC(C)(C)S(N)=O

InChI

1S/C4H11NOS/c1-4(2,3)7(5)6/h5H2,1-3H3
CESUXLKAADQNTB-UHFFFAOYSA-N

Applicazioni

Ellman′s Sulfinamides
Synthesis of 4-sulfonyliminopiperidine and its reaction with benzyl Grignard to form an important pharmaceutical building block, 4-benzyl-4-aminopiperidne. Also used to prepare spiro tosylaziridines via methylene insertion into the derived sulfonylimine.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Synlett, 2565-2565 (2006)
Synlett, 833-833 (2006)

Articoli

Ellman's Sulfinamides

Ellman's sulfinamide is available in both enantiomeric and racemic forms for your research. This versatile and useful auxiliary has found extensive use both in academics and industry.

Contenuto correlato

Ellman Group – Professor Product Portal

The Ellman group has participated in the development of a variety of C-H functionalization methods. An electron rich phosphine ligand has proven to be very useful for a variety of Rh(I)-catalyzed C-C bond forming reactions applicable to heterocycle synthesis as exemplified in the recent Science paper “Proton Donor Acidity Controls Selectivity in Nonaromatic Nitrogen Heterocycle Synthesis.” Another useful ligand developed for the highly functional group compatible direct arylation of nitrogen heterocycles is described in a 2008 J. Am. Chem. Soc. paper “Rh(I)-Catalyzed Arylation of Heterocycles via C-H Bond Activation: Expanded Scope through Mechanistic Insight.” The Ellman group also developed the chiral amine reagent tert-Butanesulfinamide, which is extensively used in academics and industry for the asymmetric synthesis of amines. A comprehensive survey of tert-Butanesulfinamide methods and applications up through 2009 is provided in the 2010 Chemical Reviews article, “Synthesis and Applications of tert-Butanesulfinamide.”

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