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630233

Sigma-Aldrich

1-(Phenylsulfinyl)piperidine

97%

Synonym(s):

1-Benzenesulfinylpiperidine

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About This Item

Empirical Formula (Hill Notation):
C11H15NOS
CAS Number:
4972-31-0
Molecular Weight:
209.31
MDL number:
MFCD05155800
UNSPSC Code:
12352100
PubChem Substance ID:
24882159
NACRES:
NA.22

Assay

97%

mp

84-88 °C (lit.)

storage temp.

−20°C

SMILES string

O=S(N1CCCCC1)c2ccccc2

InChI

1S/C11H15NOS/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1,3-4,7-8H,2,5-6,9-10H2

InChI key

LBRJCAJLGAXDKP-UHFFFAOYSA-N

Application

Reagent for:
  • Selective glycosylation
  • Mannopyranolsylations
  • Design of enzyme stabilizers

Reagent for synthesis of:
  • Glycan array for affinity studies with influenza hemagglutinins†
  • Orthogonal protecting groups for preparation of highly branched oligosaccharides
  • Tetrasaccharide repeating units related to E. Coli 78 O-antigenic polysaccharides

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF8059
MKCD8310
MKBW5317V
MKBR7475V
MKBN5217V

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Flavia Izzo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(60), 15189-15193 (2017-08-24)
Unprotected tertiary sulfonimidamides have been prepared in good to excellent yields in a one-pot transformation from tertiary sulfinamides through NH transfer. The reaction is mediated by commercially available (diacetoxyiodo)benzene and ammonium carbamate in methanol under convenient conditions. A wide range

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