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681792

Sigma-Aldrich

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
MDL number:
MFCD03844776
UNSPSC Code:
12352002
PubChem Substance ID:
24885655
NACRES:
NA.22

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

SMILES string

CC(C)(C)NSc1ccccc1

InChI

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

InChI key

AAQBFMPKCDTAJD-UHFFFAOYSA-N

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.[1]
Reactant for:
  • Anti-SN2′ Mitsunobu reaction with chiral hydroxy-alpha-alkenylsilanes to give vinylsilanes
  • Anodic oxidation reactions

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

205.0 °F - closed cup

Flash Point(C)

96.11 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

681792-VAR:
681792-5G:
681792-BULK:
681792-1G:

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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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