10575-97-0

Basic information

• Product Name: N-Nitroso-N-benzylacetamide
• Synonyms: N-Nitroso-N-benzylacetamide
• CAS NO: 10575-97-0
• Molecular Formula: C₉H₁₀N₂O₂
• Molecular Weight: 178.1879
• Mol File: 10575-97-0.mol

Chemical Properties

• Boiling Point: 276.4°Cat760mmHg
• Flash Point: 121°C
• Appearance: /
• Density: 1.12g/cm³
• Vapor Pressure: 0.00481mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: N-Nitroso-N-benzylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Nitroso-N-benzylacetamide(10575-97-0)
• EPA Substance Registry System: N-Nitroso-N-benzylacetamide(10575-97-0)

Safety Data

• Hazardous Substances Data: 10575-97-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10N2O2/c1-8(12)11(10-13)7-9-5-3-2-4-6-9/h2-6H,7H2,1H3

Upstream product

• 80326-66-5 C₁₀H₁₀N₂O₂ 
• 85995-49-9 N-Nitroso-N-benzylformamide 
• 75-36-5 acetyl chloride 
• 588-46-5 N-(phenylmethyl)acetamide 

Downstream Products

• 101-81-5 Diphenylmethane 
• 140-11-4 Benzyl acetate 
• 620-47-3 1-methyl-3-(phenylmethyl)-benzene 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 713-36-0 2-benzyltoluene 
• 43008-66-8 N-benzoyl-N-acetylbenzylamine 
• 588-46-5 N-(phenylmethyl)acetamide 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 6907-68-2 N-[phenyl(acetylamino)methyl]acetamide 
• 27129-79-9 N-benzyl-N-nitroacetamide 
• 4383-22-6 Allylbenzylamine 
• 539-30-0 1-(ethoxymethyl)benzene 
• 908094-04-2 phenyldiazomethane 
• 937-61-1 benzyl propyl ether 

Related news

Regular ArticleLabeling of the Active Site of α-Chymotrypsin with N-Nitroso-N-benzylacetamide (cas 10575-97-0) and Related-Compounds08/12/2019

α-Chymotrypsin (CT) is slowly inhibited by N-nitroso-N-benzylacetamide (1) at 25°C. The 13C-NMR spectrum of the hydrolysate of 13C-enriched 1-inhibited CT shows five new signals at 52.33, 44.55, 43.72, 36.79, and 32.90 ppm resulting from alkylation of the side chains and also of amide linkages...detailed

Relevant articles and documents

N-centered radicals in self-terminating radical cyclizations: Experimental and computational studies

(Chemical Equation Presented) Intermolecular addition of photochemically generated N-centered aminium and amidyl radicals 13a-d and 16a,b, respectively, to the cyclic alkyne 1 initiates a radical translocation/cyclization cascade, followed by an oxidative termination step that eventually leads to formation of the bicyclic ketones 7a and 8a. Computational studies were performed to gain insight into the mechanism of these reactions, which are an interesting modification of the recently discovered concept of self-terminating radical cyclizations.

A Study of Essentially Free Carbocations Derived via Diazonium and Oxo Diazonium Ions in the Liquid Phase

Nitrogen- and nitrous oxide-separated ion pairs containing 4-substituted benzyl cations and carboxylate or tosylate anions were prepared by thermolysis of N-nitroso- and N-nitroamides, acidification of phenyldiazomethane, and nitrosation of N-benzyl-O-benzoylhydroxylamine. The cations were generated in benzene/toluene and benzene/anisole mixtures and were found to partition between the counterion and the solvent and between the aromatic cosolvent and benzene. A familial relationship among the methods was observed. As the cation became more reactive, the yield of solvent-derived products (SDPs) rose and the ratio of rate constants for its reaction with toluene versus benzene, kT/kB, fell. The yield of SDP also rose as the temperature was decreased and as N2 was replaced by N2O; however, kT/kB remained unchanged. Inert diluents had no effect on kT/kB but decreased hydrocarbon yield by 40% on 2-fold dilution. In the presence of reactive diluents that are converted into secondary alkylating agents, both the % hydrocarbon and kT/kB rose. These results are interpreted in terms of the intermediacy of inert-molecule-separated ion pairs (IMSIPs) in deamination. The cation reacted with benzoates and tosylates not only at the oxygens but also at the ipso carbon; subsequent decarboxylation and desulfonylation, respectively, led to diphenylmethanes. The ester/SDP ratio is introduced as a new measure of carbocation reactivity.

Reaction of amides with nitric oxide (NO)

Amides were allowed to react with nitric oxide in aprotic and non- ethereal solvents to give the corresponding N-nitroso derivatives. The reaction was accelerated by addition of oxygen. The solvent effect revealed that the reaction did not proceed in the presence of protic media.

Reaction of N-Nitroso-N-benzylformamide with Phenylmagnesium Bromide and Phenyllithium

The action of aryl Grignard and lithium reagents on N-nitroso-N-benzylformamide (1) leads to products whose formation can be understood in terms of the intermediacy of benzyldiazotate ion.However, the presence of "hydrogen abstraction" products, e. g., anisole or naphthalene, coupled with the near absence of products traceable to the aldehyde moiety (expected from the attack at the formyl group) with 1 equiv of organometallics, suggests the initial formation of a complex.Possible rationalizations for the formation of the products are presented.