220168-56-9

Basic information

• Product Name: N-(benzyloxy)-N-{[(4-tert-butylphenyl)carbonyl]oxy}benzamide
• Synonyms: Benzamide, N-((4-(1,1-dimethylethyl)benzoyl)oxy)-N-(phenylmethoxy)-; benzamide, N-[[4-(1,1-dimethylethyl)benzoyl]oxy]-N-(phenylmethoxy)-; N-(Benzyloxy)-N-[(4-tert-butylbenzoyl)oxy]benzamide; N-(Benzyloxy)-N-{[4-(2-methyl-2-propanyl)benzoyl]oxy}benzamide
• CAS NO: 220168-56-9
• Molecular Formula: C₂₅H₂₅NO₄
• Molecular Weight: 403.4703
• Mol File: 220168-56-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 517.7°C at 760 mmHg
• Flash Point: 266.9°C
• Density: 1.172g/cm³
• Vapor Pressure: 7.97E-11mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: N-(benzyloxy)-N-{[(4-tert-butylphenyl)carbonyl]oxy}benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(benzyloxy)-N-{[(4-tert-butylphenyl)carbonyl]oxy}benzamide(220168-56-9)
• EPA Substance Registry System: N-(benzyloxy)-N-{[(4-tert-butylphenyl)carbonyl]oxy}benzamide(220168-56-9)

Safety Data

• Hazardous Substances Data: 220168-56-9(Hazardous Substances Data)

Upstream product

• 3532-25-0 N-benzyloxy benzamide 
• 112403-68-6 benzyl N-chlorobenzohydroxamate 

Downstream Products

• 120-51-4 benzoic acid benzyl ester 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 5579-27-1 1,4-dimethyl-1,4-diphenyl-2-tetrazine 

Relevant articles and documents

A comparison of the reactivity and mutagenicity of n-(benzoyloxy)-n-(benzyloxy)benzamides

A new series of N-(acyloxy)-N-alkoxybenzamides, AT-(benzoyloxy)-JV-(benzyloxy)benzamides 7 have been synthesized and have been found to be direct acting mutagens in Salmonella TA100. They undergo AAl1 solvolysis to give N-benzoyl-N-(benzyloxy)nitrenium ions 3 under conditions of acid catalysis as well as unusual BAl2 reactions at nitrogen with hydroxide. The latter process affords as intermediates the anomeric hydroxamic esters 4 which rearrange intramolecularly to esters in a HERON reaction. Rates of acid-catalyzed solvolysis and reaction with hydroxide ions correlate with Hammett σ values with low sensitivity (ρ = +0.32 and +0.55, respectively) in accordance with the AAl1 and BAl2 mechanisms. Mutagenicity for the series also appears to correlate with Hammett σ values but with low, negative sensitivity (p = -0.57), and their biological activity may be attributable to their stability under conditions of the Ames assay and hydrophobic binding to DNA, rather than their chemical reactivity.