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Merck
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Documentos

560871

Sigma-Aldrich

2-Methyl-2-propanesulfinamide

97%, racemic

Sinónimos:

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

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About This Item

Fórmula lineal:
(CH3)3CS(O)NH2
Número de CAS:
146374-27-8
Peso molecular:
121.20
MDL number:
MFCD01863616
UNSPSC Code:
12352100
PubChem Substance ID:
24879898
NACRES:
NA.22

Quality Level

100

assay

97%

form

solid

mp

97-101 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

CESUXLKAADQNTB-UHFFFAOYSA-N

Application

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Visite la Librería de documentos

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

Artículos

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.

Contenido relacionado

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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