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

Description

7-Methoxy-1-indanone, also known as 7-Methoxy-1H-indan-1-one, is an organic compound with the molecular formula C10H10O2. It is a colorless to pale yellow crystalline solid and serves as an important intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
7-Methoxy-1-indanone is used as a key intermediate in the synthesis of various pharmaceutical compounds. It plays a crucial role in the development of new drugs and the modification of existing ones to improve their efficacy and safety.
Used in Chemical Industry:
In the chemical industry, 7-Methoxy-1-indanone is utilized as a building block for the synthesis of a wide range of organic compounds, including dyes, pigments, and other specialty chemicals. Its versatile chemical structure allows for various functional group transformations and reactions, making it a valuable component in the synthesis of complex molecules.
Specific Application:
7-Methoxy-1-indanone is used as a synthetic intermediate for the production of 10,15-Dihydro-4,9,14-trimethoxy-5H-diindeno[1,2-a;1′,2′-c]fluorene via acid-catalyzed trimerization. 7-METHOXY-1-INDANONE 97 has potential applications in various fields, such as materials science and optoelectronics, due to its unique structural and electronic properties.
General Description:
7-Methoxy-1-indanone can be synthesized by using chroman-4-one as the starting material. This synthesis process involves a series of chemical reactions, including oxidation, substitution, and cyclization, to obtain the desired indanone compound. The synthesis of 7-Methoxy-1-indanone is an important aspect of its application in various industries, as it allows for the production of this valuable intermediate in a controlled and efficient manner.

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.

Efficient synthesis and resolution of novel 2-(hydroxymethyl)-7,8-dihydro- 1H-indeno[5,4-b] furan-6(2H)-one by lipase Pseudomonas cepacia

Lipase Pseudomonas cepacia catalyzed acylation of (±)-2- (hydroxymethyl)-7,8-dihydro-1H-indeno[5,4-b] furan-6(2H)-one using vinyl acetate as the acyl donor in acetone gave (-)-(R)-2-acetoxy-2-(methyl)-7,8-dihydro-1H- indeno[5,4-b] furan-6(2H)-one and (+)-(S)-2-(hydroxymethyl)-7,8-dihydro-1H- indeno[5,4-b] furan-6(2H)-one with high enantiomeric excess. Enantiomerically pure 2-(hydroxymethyl)-7,8-dihydro-1H-indeno[5,4-b] furan-6(2H)-one are useful intermediates for the preparation of Ramelteon, an FDA approved drug for the treatment of insomnia.

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.