1889-08-3

Basic information

• Product Name: 1-methylazocan-2-one
• Synonyms: 1-methylazocan-2-one
• CAS NO: 1889-08-3
• Molecular Formula: C₈H₁₅NO
• Molecular Weight: 0
• Mol File: 1889-08-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 251.3°Cat760mmHg
• Flash Point: 105.9°C
• Appearance: /
• Density: 0.944g/cm³
• Vapor Pressure: 0.0207mmHg at 25°C
• Refractive Index: 1.456
• CAS DataBase Reference: 1-methylazocan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methylazocan-2-one(1889-08-3)
• EPA Substance Registry System: 1-methylazocan-2-one(1889-08-3)

Safety Data

• Hazardous Substances Data: 1889-08-3(Hazardous Substances Data)

Usage

Chemical Class

Azo compounds

Structure

Cyclic compound with a five-membered azo ring and a methyl group attached to one of the carbon atoms

Common Uses

Reagent in organic synthesis

Reactivity

Ability to undergo reversible reduction to produce different products

Value in Synthesis

Unique structure and reactivity make it a valuable tool in the development of new chemical reactions and the synthesis of complex organic molecules

Potential Applications

Materials science, particularly in the development of functional materials and polymers

Safety Concerns

Potential hazards due to azo functionality, may pose risks to human health and the environment

InChI:InChI=1/C8H15NO/c1-9-7-5-3-2-4-6-8(9)10/h2-7H2,1H3

Upstream product

• 502-42-1 cycloheptanone 
• 1130-34-3 Cycloheptanone diethyl acetal 
• 85462-16-4 N-Methyl-O-p-nitrophenylsulphonylhydroxylamine 
• 673-66-5 7-amino-heptanoic acid lactam 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 673-66-5 7-amino-heptanoic acid lactam 
• 99875-27-1 1-formyloctahydroazocin-2-one 
• 697798-82-6 1,2,2-trimethyl-octahydro-azocine 
• 19719-81-4 N-methylheptamethyleneimine 

Relevant articles and documents

A simple, one-flask transformation of ketones to N-methyl lactams

A one-flask conversion of cyclic ketones to N-methyl lactams is described. Reaction of the ketone with triethylorthoformate generates an acetal which is reacted in situ with N-(((p-nitrobenzene)sulfonyl)oxy methylamine 2a(CH3NH-OSO2C6H4NO2). Dealkylation of the resulting O-ethyl imidate with sodium iodide gives the lactam. A variety of lactams, including macrocyclic lactams, are produced simply and in good yields.

EFFICIENT SYNTHESIS OF N-SUBSTITUTED LACTAMS FROM (N-ARYLSULFONYLOXY)AMINES AND CYCLIC KETONES

A new method is reported for the direct preparation of N-substituted lactams from cycloalkanones.N-(p-nitrobenzenesulfonoxyl) methylamine 1a (CH3NH-OSO2C6H4NO2) was reacted with a series of cycloalkanones to give good yields of N-methyl lactams.An addition-rearrangement pathway accounts for the ring-expanded lactam products.A series of N-alkyl-N-arylsulfonoxyl amines were generated in situ and reacted with cyclobutanone to give N-alkyl pyrrolidinones in high yields.