69975-66-2

Basic information

• Product Name: 6-Cyano-1-indanone
• Synonyms: 3-OXOINDANE-5-CARBONITRILE;3-OXO-INDAN-5-CARBONITRILE;6-CYANO-2,3-DIHYDRO-1H-INDEN-1-ONE;6-CYANO-1-INDANONE;6-CYANOINDANONE;3-oxo-2,3-dihydro-1H-indene-5-carbonitrile;Indan-5-carbonitrile
• CAS NO: 69975-66-2
• Molecular Formula: C10H7NO
• Molecular Weight: 157.17
• Product Categories: Benzocycles;Indanone & Indene;Building Blocks
• Mol File: 69975-66-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 109 °C
• Boiling Point: 312.596 °C at 760 mmHg
• Flash Point: 142.853 °C
• Appearance: /
• Density: 1.237 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-Cyano-1-indanone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Cyano-1-indanone(69975-66-2)
• EPA Substance Registry System: 6-Cyano-1-indanone(69975-66-2)

Safety Data

• Hazardous Substances Data: 69975-66-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 58, p. 5386, 1993 DOI: 10.1021/jo00072a020

InChI:InChI=1/C10H7NO/c11-6-7-1-2-8-3-4-10(12)9(8)5-7/h1-2,5H,3-4H2

Upstream product

• 201230-82-2 carbon monoxide 
• 75867-40-2 4-[2-(trimethylsilyl)ethynyl]benzonitrile 
• 69975-65-1 6-aminoindan-1-one 
• 544-92-3 copper(I) cyanide 
• 24623-24-3 6-nitroindan-1-one 
• 83-33-0 inden-1-one 
• 14548-39-1 6-bromoindan-1-one 

Relevant articles and documents

Indanylidenes. 1. Design and synthesis of (E)-2-(4,6-difluoro-1-indanylidene)acetamide, a potent, centrally acting muscle relaxant with antiinflammatory and analgesic activity

The design of rigid cyclic analogues derived from cinnamamide 1, (E)-N-cyclopropyl-3-(3-fluorophenyl)prop-2-enamide, and β-methylcinnamamide 2, (E)-N-cyclopropyl-3-(3-fluorophenyl)but-2-enamide, has led to the discovery of the potent, centrally acting muscle relaxant (E)-2-(4,6-difluoro-1-indanylidene)acetamide, 17. Compound 17 also possesses potent antiinflammatory and analgesic activity. This paper describes the synthesis and the muscle relaxant, antiinflammatory, and analgesic structure-activity relationships of 17 and 67 of its analogues. Compound 17 has been taken into phase I clinical trials.

Rhodium Complex-Catalyzed Desilylative Cyclocarbonylation of 1-Aryl-2-(trimethylsilyl)acetylenes: A New Route to 2,3-Dihydro-1H-inden-1-ones

Under water gas shift reaction conditions, 1-aryl-2-(trimethylsilyl)acetylenes undergo Rh-catalyzed desilylative cyclocarbonylation to give 2,3-dihydro-1H-inden-1-ones and trimethylsilanol.A wide variety of functional groups, such as methoxy, chloro, acetyl, ethoxycarbonyl, cyano, and trifluoromethyl, are tolerated on the aromatic ring under the reaction conditions.The products were obtained in good to excellent yield whether the substituent on the aromatic ring was electron-donating or electron-withdrawing.The cyclizations of substrates bearing a meta substituent onthe aromatic ring regiospecifically gave 5-substituted-2,3-dihydro-1H-inden-1-ones except when the meta substituent was a methoxy group.The desilylative cyclocarbonylation is an alternative to the conventional preparation of 2,3-dihydro-1H-inden-1-ones, an intramolecular Friedel-Crafts acylation.A possible mechanism for the process is described.