6682-69-5

Usage

Uses

Used in Perfume Industry:
5,7-DIMETHYL-1-INDANONE is used as a fragrance ingredient for its sweet, woody scent, contributing to the creation of various perfume compositions.
Used in Food Industry:
In the food industry, 5,7-DIMETHYL-1-INDANONE serves as a flavoring agent, enhancing the taste profiles of different food products by imparting a unique aroma and flavor.
Used in Pharmaceutical Industry:
5,7-DIMETHYL-1-INDANONE is utilized as an intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of various medicinal compounds.
Used in Chemical Synthesis:
As a chemical intermediate, 5,7-DIMETHYL-1-INDANONE is involved in the synthesis of other chemicals, highlighting its versatility in the chemical industry for creating a range of products.

Upstream product

• 50690-12-5 2-chloro-1-(2,4,6-trimethyl-phenyl)-ethanone 
• 65080-42-4 2,4,6-trimethylphenacyl benzoate 
• 1685-82-1 4,6-dimethylindane 
• 67-56-1 methanol 

Downstream Products

• 106116-41-0 2-(3,5-Dimethylbenzyliden)-2,3-dihydro-5,7-dimethyl-1H-inden-1-on 
• 6898-20-0 2,2,5,7-Tetramethylindan-1-on 
• 22430-64-4 4,6-dimethyl-1H-indene 

Relevant academic research and scientific papers

Temperature dependent product distribution in photolysis of o-alkylphenacyl benzoates

Temperature effect on photochemical reactions of ortho-alkylphenacyl benzoates, one of the recently developed photoremovable protecting groups (PPG), giving indanones (IN) and benzocyclobutenols (CB) was examined. As temperature was lowered, CB was formed preferentially over IN and the amount of IN increased as temperature was elevated. Arrhenius plot of ln(IN/CB) versus 1/T gave a straight line from which EaIN-EaCB and A IN/ACB were obtained. The least sterically hindered 2-methylphenacyl benzoate (1) gave the highest EaIN-EaCB and AIN/ACB among the ortho-alkylphenacyl benzoates tested in this research including 2,4,6-trimethylphenacyl benzoate (2) and 2,4,6-triisopropylphenacyl benzoate (3).

Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates

Photolysis of 2,4,6-trialkylphenacyl benzoates gives not only the corresponding indanones and benzoic acid, but also the corresponding benzocyclobutenols (CBs), which are also detected in the photolysis of mono-alkylphenacyl benzoates for the first time.

Media controlled photo - Favorskii type rearrangement of α-chloro acetophenones: Synthesis of phenylacetic acids

Photolysis of substituted α-chloro acetophenones has been studied in different solvent systems wherein 1,2-aryl migration is found to be media controlled. Effect of substituents on the migratory aptitude and a direct access to phenylacetic acids, in practical yields, has been described.

Chromic Acid Oxidation of Indans and Tetralins to 1-Inadanones and 1-Tetralones Using Jones and Other Cr(VI) Reagents

The Jones chromic acid oxidation, ordinarily used for converting secondary alcohols to ketones, has been successfully extended to the oxidation of indans and tetralins to 1-indanones and 1-tetralones, respectively.A sixfold excess of the reagent was commonly used to ensure complete oxidation of starting material.Addition of anhydrous magnesium sulfate or oven-dried silica gel provided a yield increase of 15-20percent. 2,2'-Bipyridinium chlorochromate was also used and found to be effective in all cases, but this reagent requires a longer reaction time and a 16-fold excess.A comparison between these two reagents and CrO3 in acetic acid was made.The Jones reagent being least selective, gives the highest yield of sterically hindered monoketone from 1,2,3,4,5,6,7,8-octahydrophenanthrene.

Photoenolization with α-Chloro Substituents

Irradiation of a methanol solution of 2,5-dimethyl-α-chloropropiophenone (1a) produces 2,6-dimethyl-1-indanone (2a), 2-(methoxymethyl)-5-methylpropiophenone (3a), 2,5-dimethylpropiophenone (4a), and methyl 2-(2,5-dimethylphenyl)propionate (5a).It is proposed that the first two products arise from hydrogen abstraction followed by chlorine loss, the latter two from initial loss of chlorine.Making the chlorine-bearing carbon primary suppresses the formation of the latter two products, while maintaining the carbonyl nearly planar with the ring suppresses all product formation.Other examples are presented.