81467-34-7

Basic information

• Product Name: 3-oxa-1-azaspiro[4.5]decan-2-one
• CAS NO: 81467-34-7
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.1943
• Mol File: 81467-34-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 370.2°C at 760 mmHg
• Flash Point: 177.7°C
• Density: 1.14g/cm³
• Vapor Pressure: 1.13E-05mmHg at 25°C
• Refractive Index: 1.511
• CAS DataBase Reference: 3-oxa-1-azaspiro[4.5]decan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-oxa-1-azaspiro[4.5]decan-2-one(81467-34-7)
• EPA Substance Registry System: 3-oxa-1-azaspiro[4.5]decan-2-one(81467-34-7)

Safety Data

• Hazardous Substances Data: 81467-34-7(Hazardous Substances Data)

Usage

General Description

3-Oxa-1-azaspiro[4.5]decan-2-one, also known as acetone hydrazone, is a chemical compound with the molecular formula C8H13NO2. It is a cyclic organic compound with a spiro ring structure, consisting of a six-membered ring and a five-membered ring containing oxygen and nitrogen atoms. Acetone hydrazone is a versatile building block in organic synthesis and has been used as a reagent in the preparation of various pharmaceutical and agrochemical compounds. It is also known for its potential biological activities, including antimicrobial, antifungal, and anticancer properties, making it a promising candidate for further drug development. Additionally, acetone hydrazone has been studied for its potential as a chiral auxiliary in asymmetric synthesis and as a ligand in the complexation of transition metal ions for catalytic applications.

Upstream product

• 444772-03-6 tetrahydro-2-oxa-3a-aza-cyclopenta[1,3]cyclopropa[1.2]benzen-3-one 
• 1122-60-7 1-nitrocyclohexane 
• 100-49-2 cyclohexylmethyl alcohol 
• 869111-30-8 cyclohexylmethyl N-hydroxycarbamate 
• 869111-41-1 cyclohexylmethyl N-tosyloxycarbamate 
• 6629-35-2 cyclohexyl methyl carbamate 
• 81467-28-9 3-<(1-Hydroxymethyl)cyclohexyl>-1,4,2-dioxazol-5-on 
• 4313-56-8 (1-aminocyclohexyl)methanol 
• 105-58-8 Diethyl carbonate 
• 57-13-6 urea 
• 3719-52-6 (1-nitrocyclohexyl)methanol 

Relevant articles and documents

Titanocene-Catalyzed Radical Opening of N-Acylated Aziridines

Aziridines activated by N-acylation are opened to the higher substituted radical through electron transfer from titanocene(III) complexes in a novel catalytic reaction. This reaction is applicable in conjugate additions, reductions, and cyclizations and suited for the construction of quaternary carbon centers. The concerted mechanism of the ring opening is indicated by DFT calculations.

Preparation of 4-spirocyclohexyloxazolidinone by c-h bond nitrene insertion [3-oxa-1-azaspiro[4.5]decan-2-one]

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N-tosyloxycarbamates as a source of metal nitrenes: Rhodium-catalyzed C-H insertion and aziridination reactions

The rhodium-catalyzed decomposition of N-tosyloxycarbamates to generate metal nitrenes which undergo intramolecular C-H insertion or aziridination reaction is described. Aliphatic N-tosyloxycarbamates produce oxazolidinones with high yields and stereospecificity through insertion in benzylic, tertiary, and secondary C-H bonds. Intramolecular aziridination occurs with allylic N-tosyloxycarbamates to produce aziridines as single diastereomers. The reaction proceeds at room temperature using a rhodium catalyst and an excess of potassium carbonate and does not require the use of strong oxidant, such as hypervalent iodine reagents. A rhodium nitrene species is presumably involved, as both reactions are stereospecific. Copyright