57276-28-5

Basic information

• Product Name: CYCLOPROPYL 2-PYRIDYL KETONE
• Synonyms: CYCLOPROPYL 2-PYRIDYL KETONE;CYCLOPROPYL(PYRIDIN-2-YL)METHANONE;Cyclopropyl(2-pyridyl)Methanone
• CAS NO: 57276-28-5
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.17
• Mol File: 57276-28-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 246.1°C at 760 mmHg
• Flash Point: 109°C
• Appearance: /
• Density: 1.191g/cm³
• Vapor Pressure: 0.0276mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: CYCLOPROPYL 2-PYRIDYL KETONE(CAS DataBase Reference)
• NIST Chemistry Reference: CYCLOPROPYL 2-PYRIDYL KETONE(57276-28-5)
• EPA Substance Registry System: CYCLOPROPYL 2-PYRIDYL KETONE(57276-28-5)

Safety Data

• Hazardous Substances Data: 57276-28-5(Hazardous Substances Data)

Usage

Description

CYCLOPROPYL 2-PYRIDYL KETONE, also known as Cyclopropyl(2-pyridyl)methanone, is an organic compound with a cyclopropane ring and a pyridine ring. It is a versatile chemical intermediate that plays a significant role in the synthesis of various organic compounds due to its unique structure and reactivity.

Uses

Used in Pharmaceutical Industry:
CYCLOPROPYL 2-PYRIDYL KETONE is used as a chemical intermediate for the synthesis of dihydronaphthalenes and dihydroquinolines, which are important building blocks in the development of various pharmaceutical compounds. These synthesized compounds have potential applications in the treatment of different medical conditions, making CYCLOPROPYL 2-PYRIDYL KETONE a valuable asset in the pharmaceutical industry.
Used in Chemical Synthesis:
CYCLOPROPYL 2-PYRIDYL KETONE is used as a key reactant in the synthesis of various organic compounds, particularly those containing dihydronaphthalene and dihydroquinoline structures. Its unique reactivity and structural properties make it an essential component in the development of new chemical entities for various applications, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C9H9NO/c11-9(7-4-5-7)8-3-1-2-6-10-8/h1-3,6-7H,4-5H2

Upstream product

• 20127-47-3 C-cyclopropyl-C-pyridin-2-yl-methyleneamine 
• 95188-13-9 cyclopropyl(pyridin-2-yl)methanol 
• 109-04-6 2-bromo-pyridine 
• 5500-21-0 cyclopropropanecarbonitrile 

Downstream Products

• 22971-32-0 1-(pyridin-2-yl)butan-1-one 
• 95188-13-9 cyclopropyl(pyridin-2-yl)methanol 
• 95188-16-2 1,2-Dicyclopropyl-1,2-di-pyridin-2-yl-ethane-1,2-diol 
• 1619258-08-0 (5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-((S)-cyclopropyl(pyridin-2-yl)methyl)piperidin-2-one 
• 101293-47-4 Cyclopropyl-(4-methoxy-phenyl)-[2]pyridyl-methanol 
• 75343-53-2 Cyclopropyl-phenyl-[2]pyridyl-methanol 

Relevant articles and documents

Aerobic oxidation of secondary benzylic alcohols and direct oxidative amidation of aryl aldehydes promoted by sodium hydride

We reported herein new reactivities and possible mechanistic implications of a simplest oxidant (NaH/air) uncovered on a broad range of useful transformations, including aerobic alcohol oxidations, allylic alcohol isomerizations and oxidations, cyclopropyl alcohol fragmentations, and direct aryl aldehyde oxidative amidations. These readily implementable transition-metal-free processes feature exceptional material accessibility, operational simplicity, and environmental compatibility, and add new dimensions to its synthetic utilities that are fairly robust yet had not previously been fully realized and systematically explored.

NADH MODELS-19 CYCLOPROPANE RING AS A CHEMICAL PROBE IN THE STUDY OF THE MECHANISM OF HYDROGEN TRANSFER BY 1,4-DIHYDROPYRIDINE DERIVATIVES

N-(Cyclopropylmethylene)phenylamines (1a-c), cyclopropyl 2-pyridyl ketones (5a-c) and ethyl cyclopropylmethylenepyruvate (14) have been subjected to reduction by 1,4-dihydropyridines in the presence of magnesium ions, and by tin hydrides.The reactions with 1,4-dihydropyridines do not involve cleavage of the three-membered ring in the reduction step.The observed acyclic product from 2-pyridyl 2,2-dimethylcyclopropyl ketone (5b) is a consequence of ring cleavage prior to reduction of the carbonyl function.In contrast, reduction of 1a-c and 5a-c by tin hydrides leads to products in which the cyclopropane moiety has undergone ring-opening.These findings support a hydride transfer mechanism for reductions with NADH models.