613-57-0

Basic information

• Product Name: 3-naphthalen-2-yl-3-oxo-propanenitrile
• Synonyms: 3-naphthalen-2-yl-3-oxo-propanenitrile;3-keto-3-(2-naphthyl)propionitrile;3-(Naphthalen-2-yl)-3-oxopropionitrile
• CAS NO: 613-57-0
• Molecular Formula: C₁₃H₉NO
• Molecular Weight: 195.22
• Mol File: 613-57-0.mol
• Article Data: 16

Chemical Properties

• Melting Point: 127.6-128.2 °C
• Boiling Point: 405 °C at 760 mmHg
• Flash Point: 198.7 °C
• Appearance: /
• Density: 1.183 g/cm³
• Vapor Pressure: 9.05E-07mmHg at 25°C
• Refractive Index: 1.629
• PKA: 7.78±0.30(Predicted)
• CAS DataBase Reference: 3-naphthalen-2-yl-3-oxo-propanenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-naphthalen-2-yl-3-oxo-propanenitrile(613-57-0)
• EPA Substance Registry System: 3-naphthalen-2-yl-3-oxo-propanenitrile(613-57-0)

Safety Data

• Hazardous Substances Data: 613-57-0(Hazardous Substances Data)

Usage

General Description

3-naphthalen-2-yl-3-oxo-propanenitrile is a chemical compound with the molecular formula C14H9NO. It is a nitrile derivative of 2-acetylnaphthalene and is commonly used as a building block in organic synthesis. 3-naphthalen-2-yl-3-oxo-propanenitrile has a naphthalene ring attached to a propanenitrile group, and the oxo functional group indicates the presence of a carbonyl group. It is often utilized in the pharmaceutical industry as a starting material for the synthesis of various pharmaceutical agents and also finds applications in the production of dyes and pigments. Additionally, it has potential applications in material science and as a reagent in chemical research.

InChI:InChI=1/C13H9NO/c14-8-7-13(15)12-6-5-10-3-1-2-4-11(10)9-12/h1-6,9H,7H2

Upstream product

• 75-05-8 acetonitrile 
• 78831-76-2 (E)-3-Chloro-3-naphthalen-2-yl-acrylonitrile 
• 32316-92-0 naphthalene-2-boronic acid 
• 109-77-3 malononitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 52119-18-3 1-(2-naphthalenyl)-1-(trimethylsilyloxy)ethylene 
• 1592-38-7 2-Naphthalenemethanol 
• 2459-25-8 methyl naphthalene-2-carboxylate 
• 18293-53-3 2-trimethylsilylacetonitrile 
• 612-55-5 2-iodonaphthalene 
• 13939-06-5 molybdenum hexacarbonyl 
• 876-27-7 4-chlorophenyl acetate 
• 144119-14-2 3-hydroxy-3-(naphthalen-2-yl)propanenitrile 
• 3007-91-8 ethyl-2-naphthoate 

Downstream Products

• 93-09-4 naphthalene-2-carboxylate 
• 334709-78-3 3-(naphthalen-2-yl)isoxazol-5-amine 
• 1401051-85-1 2,3,9,10-tetraphenylanthra[1,9-bc]pyran-11-carbonitrile 
• 1401051-91-9 2,3,9,10-tetraphenylphenanthro[1,10-bc]pyran-11-carbonitrile 
• 52824-47-2 (2-Amino-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl)-naphthalen-2-yl-methanone 
• 56048-51-2 2-(2-naphthyl)benzothiazole 

Relevant articles and documents

Transfer hydrogenation in water: Enantioselective, catalytic reduction of α-cyano and α-nitro substituted acetophenones

Catalytic reduction of α-substituted acetophenones under conditions involving asymmetric transfer hydrogenation in water is described. The reaction is conducted in water and open to air, and formic acid is used as reductant.

Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C3-Chirogenic Center

A new transformation pattern for enantioselective intramolecular hydroacylation has been developed involving an alkene isomerization strategy. Proceeding through a five-membered rhodacycle intermediate, 3-enals were converted to C3- or C3,C5-chirogenic cyclopentanones with satisfactory yields, diastereoselectivities, and enantioselectivities. A catalytic cycle has been theoretically calculated and the origin of the stereoselection is rationally explained.

Reaction of 1,3-Bis(het)arylmonothio-1,3-diketones with Sodium Azide: Regioselective Synthesis of 3,5-Bis(het)arylisoxazoles via Intramolecular N-O Bond Formation

An efficient new synthesis of 3,5-bis(het)arylisoxazoles, involving the reaction of 1,3-bis(het)arylmonothio-1,3-diketones with sodium azide in the presence of IBX catalyst, has been reported. The reaction proceeds at room temperature in high yields and is applicable to a broad range of substrates including the synthesis of 5-methyl-3-arylisoxazoles, a key subunit present in several β-lactamase-resistant antibiotics. A probable mechanism for the formation of isoxazoles has been suggested. A few of the 5-styryl/arylbutadienyl-3-(het)arylisoxazoles have also been synthesized by reacting the corresponding 1-(het)aryl-1-(methylthio)-4-(het)arylidene-but-1-en-3-ones with sodium azide at higher temperatures. The reaction of β-ketodithioesters with sodium azide is shown to furnish β-ketonitriles in good yields.