855297-15-3

Basic information

• Product Name: 2,4,6-tris(t-butyl)phenyl N-(2-trimethylsilylethyl)-N-nitrosocarbamate
• Synonyms: 2,4,6-tris(t-butyl)phenyl N-(2-trimethylsilylethyl)-N-nitrosocarbamate
• CAS NO: 855297-15-3
• Molecular Weight: 434.695
• Mol File: 855297-15-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,4,6-tris(t-butyl)phenyl N-(2-trimethylsilylethyl)-N-nitrosocarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-tris(t-butyl)phenyl N-(2-trimethylsilylethyl)-N-nitrosocarbamate(855297-15-3)
• EPA Substance Registry System: 2,4,6-tris(t-butyl)phenyl N-(2-trimethylsilylethyl)-N-nitrosocarbamate(855297-15-3)

Safety Data

• Hazardous Substances Data: 855297-15-3(Hazardous Substances Data)

Upstream product

• 4511-21-1 2,4,6-tri(tert-butyl)phenyl carbonochloridate 
• 18135-04-1 2-(trimethylsilyl)ethan-1-amine 
• 855297-19-7 2,4,6-tris(t-butyl)phenyl N-(2-trimethylsilylethyl)carbamate 

Relevant articles and documents

Synthesis, structural studies and desilylation reactions of some N-2-(trimethylsilyl)ethyl-N-nitrosocarbamates

The present report describes the preparation and characterization of several N-2-(trimethylsilyl)ethyl-N-nitrosocarbamates, designed as precursors to thermally unstable secondary N-nitrosocarbamate anions via fluoride-assisted cleavage. X-ray structural studies demonstrate that the core N-nitrosocarbamate moiety has a nearly planar geometry, with an s-E orientation at the N-N bond. DFT calculations (B3LYP/6-31+G(d)) reproduce accurately the structural features of the title compounds and detailed conformational analysis at the same level of theory addresses the long-standing issue of preferred geometries for three classes of related structures: N-nitrosocarbamates, N-nitrosoureas and N-nitrosoamides. Desilylation studies demonstrate that both the solvent and the fluoride concentration influence the rate of the process.