85370-88-3

Basic information

• Product Name: Benzamide, N,N-diethyl-2,6-bis(trimethylsilyl)-
• CAS NO: 85370-88-3
• Molecular Formula: C17H31NOSi2
• Molecular Weight: 321.61
• Mol File: 85370-88-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzamide, N,N-diethyl-2,6-bis(trimethylsilyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzamide, N,N-diethyl-2,6-bis(trimethylsilyl)-(85370-88-3)
• EPA Substance Registry System: Benzamide, N,N-diethyl-2,6-bis(trimethylsilyl)-(85370-88-3)

Safety Data

• Hazardous Substances Data: 85370-88-3(Hazardous Substances Data)

Upstream product

• 1696-17-9 N,N-diethylbenzamide 
• 75-77-4 chloro-trimethyl-silane 
• 62924-92-9 N,N-diethyl-2-(trimethylsilyl)benzamide 

Downstream Products

• 97567-48-1 C₁₁H₁₃⁽²⁾H₂NO 
• 85370-72-5 2,6-dibromo-N,N-diethylbenzamide 

Relevant articles and documents

One-Pot Twofold Unsymmetrical C-Si Bond 2,6-Bifunctionalization of Arenes via Sequential [1,4]-Csp2 to O-Silyl Migration

Twofold unsymmetrical C-Si bond bifunctionalization of 2,6-di(trimethylsilyl) benzyl alcohols has been achieved in one pot via sequential [1,4]-Csp2 to O-silyl migration. The hydroxyl group functions as an "on-off-on" switch to control two successive silyl migrations, and 4,7-dimethyl-o-phenanthroline ligand favors cleavage of the endocyclic C-Si bond. Diverse Csp3/Csp3 or Csp2/Csp3 electrophiles can be installed at the 2- and 6-positions. This approach was used to chemoselectively functionalize the three C-Si bonds of 2,4,6-tri(trimethylsilyl) benzyl alcohol, transforming it into isochroman derivatives. The approach even works as a five-component reaction to construct complex symmetric structures.

DILITHIATED SYNTHONS OF TERTIARY BENZAMIDES, PHTHALAMIDES, AND O,O'-ARYL DICARBAMATES

Dilithiated species 1, 2, and 3, generated by metal-halogen exchange and directed ortho metalation, undergo reaction with electrophiles to afford, in high yield, polysubstituted aromatics 6, 7, and 8 respectively; 9 is formed via a bis anionic Fries rearr