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Merck
CN

681792

N-tert-Butylbenzenesulfenamide

97%

Synonym(s):

2-Methyl-N-(phenylthio)propan-2-amine, N-(1,1-Dimethylethyl)benzenesulfenamide

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About This Item

Empirical Formula (Hill Notation):
C10H15NS
CAS Number:
19117-31-8
Molecular Weight:
181.30
NACRES:
NA.22
PubChem Substance ID:
24885655
UNSPSC Code:
12352002
MDL number:
MFCD03844776

Key Documents

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Product Name

N-tert-Butylbenzenesulfenamide, 97%

InChI

1S/C10H15NS/c1-10(2,3)11-12-9-7-5-4-6-8-9/h4-8,11H,1-3H3

SMILES string

CC(C)(C)NSc1ccccc1

InChI key

AAQBFMPKCDTAJD-UHFFFAOYSA-N

assay

97%

reaction suitability

reagent type: oxidant

refractive index

n20/D 1.5457

bp

57-60 °C/0.3 mmHg

density

0.997 g/mL at 25 °C

functional group

amine

Application

In the presence of NCS, this sulfenamide catalyzes the mild and selective oxidation of primary and secondary alcohols to the respective aldehydes and ketones.
Reactant for:
  • Anti-SN2′ Mitsunobu reaction with chiral hydroxy-alpha-alkenylsilanes to give vinylsilanes
  • Anodic oxidation reactions

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

205.0 °F - closed cup

flash_point_c

96.11 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)

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Certificates of Analysis (COA)

Lot/Batch Number
13024AH

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Teruaki Mukaiyama
Angewandte Chemie (International ed. in English), 43(42), 5590-5614 (2004-10-08)
This Review describes the basic concepts that have guided our exploration of new chemical reactions by giving examples of results from my research group. Our strategy of carrying out research is to investigate three to four different topics at a

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