Skip to Content
Merck
All Photos(1)

Key Documents

922684

Sigma-Aldrich

N-Methyl-O-nosylhydroxylammonium triflate

Synonym(s):

NsONH2Me·OTf

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C8H9F3N2O8S2
CAS Number:
Molecular Weight:
382.29
UNSPSC Code:
12352101

form

powder

Quality Level

mp

79.8-109.2 °C (Decomp.)

functional group

amine
fluoro
nitro
sulfonic acid
triflate

storage temp.

−20°C

Application

N-Methyl-O-nosylhydroxylammonium triflate is a reagent used in iron catalyzed synthesis of N-methylamines from simple arenes. This reagent can be used to form various aryl amines without the use of precious metal catalysts, harsh conditions or complex multi-step syntheses, and represents a more robust alternative to other coupling methods of forming sp2 C-N bonds.

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Org. Perox. C - Skin Irrit. 2

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of N-Alkyl Anilines from Arenes via Iron-Promoted Aromatic C-H Amination.
Falk, et al.
Organic Letters, 23, 1422-1426 (2021)
Eric Falk et al.
Organic letters, 23(4), 1422-1426 (2021-02-06)
We report both an intermolecular C-H amination of arenes to access N-methylanilines and an intramolecular variant for the synthesis of tetrahydroquinolines. A newly developed, highly electrophilic aminating reagent was key for the direct synthesis of unprotected N-methylanilines from simple arenes.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service