4593-38-8

Basic information

• Product Name: 5-Methyl-1-indanone
• Synonyms: 5-METHYLINDAN-1-ONE;5-methy1-2,3-dihydroinden-1-one;5-Methyl-1-indanone;5-methlyindanone;5-Methyl-2,3-dihydroinden-1-one;1H-Inden-1-one, 2,3-dihydro-5-methyl-
• CAS NO: 4593-38-8
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.19
• Product Categories: Indanone & Indene;Fused Ring Systems
• Mol File: 4593-38-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 69-73 °C
• Boiling Point: 262.419 °C at 760 mmHg
• Flash Point: 108.388 °C
• Appearance: /solid
• Density: 1.113 g/cm³
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.575
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-Methyl-1-indanone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Methyl-1-indanone(4593-38-8)
• EPA Substance Registry System: 5-Methyl-1-indanone(4593-38-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36/37
• WGK Germany: 2
• Hazardous Substances Data: 4593-38-8(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

InChI:InChI=1/C10H10O/c1-7-2-4-9-8(6-7)3-5-10(9)11/h2,4,6H,3,5H2,1H3

Upstream product

• 3751-48-2 3-(3-methylphenyl)propanoic acid 
• 33333-00-5 5,5-ethylenedithio-7a-methyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-one 
• 618084-94-9 2,2-dimethyl-5-(3-methylbenzyl)-1,3-dioxane-4,6-dione 
• 103040-39-7 3-(3-methylphenyl)propionyl chloride 
• 22422-21-5 4'-methyl-3-chloropropiophenone 

Downstream Products

• 54714-54-4 2-Bromo-5-methyl-indan-1-one 
• 528-44-9 1,2,4-benzene tricarboxylic acid 
• 1620645-86-4 2-[[3-acetyl-1-(o-tolylmethyl)-4H-pyridin-4-yl]methyl]-5-methyl-indan-1-one 
• 79827-87-5 5-methylindan-1-yl 3,5-dinitrobenzoate 
• 79827-84-2 5-methylinden-1-yl 3,5-dinitrobenzoate 
• 511532-96-0 gp1a 
• 511533-26-9 ethyl 1-(2',4'-dichlorophenyl)-6-methyl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylate 
• 923036-60-6 1-(2,4-dichloro-phenyl)-6-methyl-1,4-dihydro-indeno[1,2-c]pyrazole-3-carbonyl chloride 
• 511533-14-5 1-(2',4'-dichlorophenyl)-6-methyl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylic acid 
• 919078-03-8 ethyl 7-chloro-1-(2,4-dichlorophenyl)-6-methyl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylate 
• 919077-97-7 7-chloro-1-(2,4-dichlorophenyl)-6-methyl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylic acid 

Relevant articles and documents

Non-conventional methodologies in the synthesis of 1-indanones

1-Indanones have been successfully prepared by means of three different non-conventional techniques, namely microwaves, high-intensity ultrasound and a Q-tube reactor. A library of differently substituted 1-indanones has been prepared via one-pot intramolecular Friedel-Crafts acylation and their efficiency and "greenness" have been compared.

Meldrum's acids as acylating agents in the catalytic intramolecular Friedel-Crafts reaction

(Chemical Equation Presented) The intramolecular Friedel-Crafts acylation of aromatics with Meldrum's acid derivatives catalyzed by metal trifluoromethanesulfonates is reported. Meldrum's acids are easily prepared, functionalized, handled, and purified. The synthesis of polysubstituted 1-indanones from benzyl Meldrum's acids was investigated thoroughly, and it was shown that a variety of catalysts were effective, while accommodating a diversity of functional groups under mild conditions. The scope, limitations, and functional group tolerance (terminal alkene and alkyne, ketal, dialkyl ether, dialkyl thioether, aryl methyl ether, aryl TIPS and TBDPS ethers, nitrile- and nitro-substituted aryls, alkyl and aryl halides) for a variety of 5-benzyl (enolizable Meldrum's acids) and 5-benzyl-5-substituted Meldrum's acids (quaternized Meldrum's acids), forming 1-indanones and 2-substituted-1- indanones, respectively, are delineated. This method was further applied to the synthesis of 1-tetralones, 1-benzosuberones, and the potent acetylcholinesterase inhibitor donepezil. Rate of cyclization as a function of ring size was established for various benzocyclic ketones via competition experiments: 1-tetralones form faster than both 1-indanones and 1-benzosuberones, and 1-benzosuberones cyclize faster than 1-indanones.

Convenient Access to Polysubstituted 1-Indanones by Sc(OTf) 3-Catalyzed Intramolecular Friedel-Crafts Acylation of Benzyl Meldrum's Acid Derivatives

(Matrix presented) The intramolecular Friedel-Crafts acylation of benzyl Meldrum's acids is catalyzed by Sc(OTf)3 under mild reaction conditions. Several polysubstituted 1-indanones have been prepared.