2183-99-5

Basic information

• Product Name: 2-Azabicyclo[3.2.0]heptan-3-one
• Synonyms: 2-Azabicyclo[3.2.0]heptan-3-one;2-Azabicyclo[3.2.0]Heptan-3-One(WX111315)
• CAS NO: 2183-99-5
• Molecular Formula: C₆H₉NO
• Molecular Weight: 111.14176
• Mol File: 2183-99-5.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Azabicyclo[3.2.0]heptan-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Azabicyclo[3.2.0]heptan-3-one(2183-99-5)
• EPA Substance Registry System: 2-Azabicyclo[3.2.0]heptan-3-one(2183-99-5)

Safety Data

• Hazardous Substances Data: 2183-99-5(Hazardous Substances Data)

Usage

Chemical compound

2-Azabicyclo[3.2.0]heptan-3-one

Also known as

oxabicyclo[3.2.0]heptan-3-one

Bicyclic structure

Contains a 7-membered ring with a nitrogen atom and a carbonyl group

Use

Commonly used as a building block in the synthesis of pharmaceuticals and agrochemicals

Reactivity

Highly reactive due to the strain in its ring structure, allowing it to participate in various chemical reactions

Applications

Potential applications in the development of new drugs and as a key intermediate in organic chemistry

Value

Unique structure and reactivity make it a valuable compound in chemical synthesis

Upstream product

• 2183-86-0 1,3-dihydro-2H-azepin-2-one 
• 2410-50-6 2-Azabicyclo<3.2.0>hept-6-en-3-on 

Downstream Products

• 327-58-2 2-Azabicyclo<3.2.0>heptan 

Relevant articles and documents

β-Cyclodextrin-Mediated Enantioselective Photochemical Electrocyclization of 1,3-Dihydro-2H-azepin-2-one

The photochemical electrocyclization reaction of the title compound in the presence of β-cyclodextrin was examined in different conditions. No enantioselectivity was observed in solution, but solid-state reactions of a 1:1 complex as a suspension or a thin film, followed by reduction, provided (1R,5R)-2-azabicyclo[3.2.0]heptan-3-one in isolated yields up to 79% and with ee values up to 45%.

Regio- and Stereoselectivity in Anionic Ring Opening Reactions of 2-Azabicycloheptane Derivatives

In the regioselective ring opening of 1 via the dianion 1c the intermediacy of 2a is proven by labeling experiments.The regioselective cleavage of the four-membered ring in 3 by LiAlH4 proceeds stereoselectively both in the ring and the side chain positio

Synthesis of &γ-Aminobutyric Acid Analogue of Restricted Conformation. Part 1. The 2-Aminocycloalkylacetic Acids

The syntheses of cis- and trans-2-aminocyclopropyl, -cyclobutyl, -cyclopentyl, and cyclohexylacetic acids as γ-aminobutyric acid analogues of restricted conformation are described.Mass spectral evidence fully supports the stereochemical assignements of configurational isomers.