34985-41-6

Basic information

• Product Name: 7-METHOXY-1-INDANONE 97
• Synonyms: 7-METHOXY-1-INDANONE 97;7-Methoxy-indan-1-one;2,3-Dihydro-7-methoxy-1H-inden-1-one;7-Methoxy-2,3-dihydroinden-1-one;7-Methoxy-2,3-dihydro-1H-inden-1-one;7-Methoxyindan-2-one;NSC 148876;2,3-Dihydro-7-methoxy-1H-inden-1-one, 2,3-Dihydro-7-methoxy-1-oxo-1H-indene
• CAS NO: 34985-41-6
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• Product Categories: C10;Carbonyl Compounds;Ketones;Building Blocks;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 34985-41-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 99-102 °C
• Boiling Point: 305℃
• Flash Point: 147℃
• Appearance: /solid
• Density: 1.166
• Vapor Pressure: 0.000826mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 7-METHOXY-1-INDANONE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-1-INDANONE 97(34985-41-6)
• EPA Substance Registry System: 7-METHOXY-1-INDANONE 97(34985-41-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36-43
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 34985-41-6(Hazardous Substances Data)

Usage

Uses

7-Methoxy-1-indanone can be used to synthesize 10,15-Dihydro-4,9,14-trimethoxy-5H-diindeno[1,2-a;1′,2′-c]fluorene via acid-catalyzed trimerization.

General Description

7-Methoxy-1-indanone can be synthesized by using chroman-4-one as the starting material.

InChI:InChI=1/C10H10O2/c1-12-9-4-2-3-7-5-6-8(11)10(7)9/h2-4H,5-6H2,1H3

Upstream product

• 201230-82-2 carbon monoxide 
• 40230-92-0 3-(trimethylsilylethynyl)anisole 
• 10516-71-9 3-(3-Methoxy-phenyl)-propionic acid 
• 591-31-1 3-methoxy-benzaldehyde 
• 6099-04-3 trans-3-methoxycinnamic acid 
• 100-83-4 meta-hydroxybenzaldehyde 
• 6968-35-0 7-hydroxy-indan-1-one 
• 101819-41-4 4,6-dibromo-7-hydroxy-2,3-dihydro-1H-inden-1-one 
• 125714-97-8 4,6-dibromo-7-methoxy-2,3-dihydro-1H-inden-1-one 

Downstream Products

• 74904-29-3 8-methoxy-3,4-dihydroisoquinolin-1(2H)-one 
• 97567-94-7 7a-benzyl-7-methoxy-2,3,5,7a-tetrahydro-1H-inden-1-one 
• 76413-91-7 4-methoxyindan-2-carboxylic acid 
• 62-53-3 aniline 
• 1006606-22-9 4-methoxy-3-(3-methoxyphenyl)-1H-indene 
• 884320-32-5 7-methoxy-1-(3-methoxyphenyl)-1H-inden-2(3H)-one 
• 884320-39-2 1-[2-(2-bromo-5-methoxy-phenyl)-allyl]-7-methoxy-1-(3-methoxy-phenyl)-indan-2-one 
• 884320-31-4 1-[2-(2-bromo-5-methoxy-phenyl)-allyl]-7-methoxy-1-(3-methoxy-phenyl)-indan-2-one oxime 

Relevant articles and documents

Divergent Synthetic Route to Oxidized Benzofulvene Sesquiterpenoids: Protecting-Group-Free Total Synthesis of Nicotianasesterpenes A, B, and a Polygonum Sesquiterpenoid

A divergent approach toward the protecting-group-free total synthesis of oxidized benzofulvene sesquiterpenoids is described. Highlight of our synthesis includes regio- and stereoselective assembly of the common intermediate 9 by the orchestrated application of a Pd(0)-catalyzed reductive dehalogenation, a solvent-free methylenation, and a vinylogous Stork enamine aldol condensation in a substrate-controlled manner. The advanced intermediate 9 was efficiently transformed to nicotianasesterpenes A, B, and a polygonum sesquiterpenoid, respectively.

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.