39262-02-7

Basic information

• Product Name: (2E)-3,4-dihydronaphthalene-1,2-dione 2-oxime
• CAS NO: 39262-02-7
• Molecular Formula: C₁₀H₉NO₂
• Molecular Weight: 175.184
• Mol File: 39262-02-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 360.9°C at 760 mmHg
• Flash Point: 172.1°C
• Density: 1.29g/cm³
• Vapor Pressure: 7.71E-06mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: (2E)-3,4-dihydronaphthalene-1,2-dione 2-oxime(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3,4-dihydronaphthalene-1,2-dione 2-oxime(39262-02-7)
• EPA Substance Registry System: (2E)-3,4-dihydronaphthalene-1,2-dione 2-oxime(39262-02-7)

Safety Data

• Hazardous Substances Data: 39262-02-7(Hazardous Substances Data)

Usage

General Description

(2E)-3,4-dihydronaphthalene-1,2-dione 2-oxime is a chemical compound that belongs to the class of oximes. It is also known by its chemical formula C12H9NO2 and has a molecular weight of 199.206 g/mol. (2E)-3,4-dihydronaphthalene-1,2-dione 2-oxime is a derivative of naphthalene and has potential applications in the field of organic synthesis and medicinal chemistry due to its unique chemical properties. It is used as a ligand in coordination chemistry and as a building block in the synthesis of various organic compounds. It may also have potential biological activity and is the subject of ongoing research for its potential therapeutic applications.

Upstream product

• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 110-46-3 isopentyl nitrite 

Downstream Products

• 904316-34-3 C₁₅H₂₁NO₃ 
• 501-52-0 3-Phenylpropionic acid 
• 645-59-0 dihydrocinnamonitrile 
• 60505-03-5 2-amino-1,2,3,4-tetrahydronaphthalen-1-one 
• 41772-23-0 1-hydroxy-2-naphthylamine hydrochloride 
• 6298-95-9 2-amino-1,2,3,4-tetrahydronaphthalen-1-one hydrochloride 
• 51908-28-2 2-(β-cyanoethyl)benzoic acid 

Relevant articles and documents

Enolate-Based Regioselective Anti-Beckmann C-C Bond Cleavage of Ketones

The Baeyer-Villiger or Beckmann rearrangements are established methods for the cleavage of ketone derivatives under acidic conditions, proceeding for unsymmetrical precursors selectively at the more substituted site. However, the fragmentation regioselectivity cannot be switched and fragmentation at the less-substituted terminus is so far not possible. We report here that the reaction of ketone enolates with commercial alkyl nitrites provides a direct and regioselective way of fragmenting ketones into esters and oximes or ω-hydroxyimino esters, respectively. A comprehensive study of the scope of this reaction with respect to ketone classes and alkyl nitrites is presented. Control over the site of cleavage is gained through regioselective enolate formation by various bases. Oxidation of kinetic enolates of unsymmetrical ketones leads to the otherwise unavailable "anti-Beckmann"cleavage at the less-substituted side chain, while cleavage of thermodynamic enolates of the same ketones represents an alternative to the Baeyer-Villiger oxidation or the Beckmann rearrangement under basic conditions. The method is suited for the transformation of natural products and enables access to orthogonally reactive dicarbonyl compounds.