490-03-9

Usage

Uses

Used in Flavor and Fragrance Industry:
2-Hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one is used as a flavoring agent for its minty and black currant aroma, adding a unique and pleasant scent to various food and beverage products.
Used in Aromatherapy:
Due to its strong herbal aroma, 2-hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one can be used in aromatherapy as a natural alternative to synthetic fragrances, providing a soothing and refreshing experience.
Used in Perfumery:
2-hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one can be utilized as a key ingredient in the creation of perfumes and colognes, contributing to a complex and long-lasting scent profile.
Used in Cosmetics:
2-Hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one can be employed in the cosmetics industry to add a distinct and appealing fragrance to products such as lotions, creams, and shampoos.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, the strong aroma and unique chemical properties of 2-hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one may potentially be explored for its applications in the pharmaceutical industry, such as in the development of new drugs or as a component in drug delivery systems. Further research would be required to determine its suitability and efficacy in this context.

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 4465, 1957 DOI: 10.1021/ja01573a059

InChI:InChI=1/C10H16O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h6,8,11H,4-5H2,1-3H3

Upstream product

• 7599-91-9 cis R-(+)-pulegone oxide 
• 61223-73-2 2-<(dimethylamino)methylene>-3-methyl-6-isopropylcyclohexanone 
• 50-00-0 formaldehyd 
• 55277-49-1 2-hydroxy-3-isopropyl-2-cyclohexenone 
• 196618-45-8 3-isopropyl-6-methylcyclohex-2-enon-2-yl bromoacetate 
• 121-45-9 phosphorous acid trimethyl ester 
• 3391-87-5 l-menthone 
• 2890-55-3 1-isopropyl-2-oxo-cyclohexanecarboxylic acid ethyl ester 
• 75-30-9 2-iodo-propane 
• 3400-78-0 2-hydroxy-3-methyl-2-cyclohexen-1-one 
• 1004-77-9 2-isopropylcyclohexanone 
• 10458-14-7 Menthone 
• 10458-14-7 (2R,5S)-menthone 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 

Downstream Products

• 490-06-2 3-isopropyl-6-methyl-1,2-benzenediol 
• 1842-56-4 (+/-)-2-isopropyl-4-acetyl-butyric acid methyl ester 
• 2543-54-6 2-isopropyl-5-oxohexanoic acid 
• 90399-56-7 2-Hydroxy-5-isopropyl-2-methyl-hexanedioic acid 1-methyl ester 
• 74457-59-3 2,6-dimethyl-5-oxo-heptanoic acid 
• 74457-60-6 1,2-Dihydroxy-5-isopropyl-2-methyl-cyclopentanecarboxylic acid 
• 4586-58-7 3-hydroxy-5-isopropyl-2-methyl-[1,4]benzoquinone 
• 110364-40-4 3-iodo-3-methyl-6-isopropyl-1,2-cyclohexanedione 
• 57074-38-1 diosphenol methyl ether 
• 54783-36-7 ξ-diosphenol 
• 196618-45-8 3-isopropyl-6-methylcyclohex-2-enon-2-yl bromoacetate 
• 196618-44-7 6-isopropyl-3-methylcyclohex-2-enon-2-yl bromoacetate 
• 57125-34-5 6-hydroxy-ξ-diosphenol 
• 13901-85-4 6-methyl-2,5-heptanedione 

Relevant academic research and scientific papers

Synthesis of naturally occurring diosphenols and hydroxydiosphenols

Syntheses of diosphenol (3), ψ-diosphenol (4), 6-hydroxydiosphenol (5) and 6-hydroxy-ψ-diosphenol (6), which are constituents of the essential oil from Barosma betulina Bartl. (mountain buchu), are discussed.

Stereoselective synthesis of (6R)- and (6S)-diosphenol and Ψ-diosphenol

Methods are discussed for the stereoselective synthesis of the (R)-and (S)-enantiomers of the diosphenols (5)-(8) by utilizing the commercially available stereoisomers (9), (12), (23) and (25) of carvone and limonene, respectively, as chiral starting materials.

Synthesis of annulated 4-alkylidenebutenolides from natural occurring diosphenols

Diosphenol (3) and Ψ-diosphenol (4), two constituents of the essential oil from the buchu plant, Borosma betulina (Bartl.), were utilized for the synthesis of the anulated 4-ylidenebutenolides (5) and (6).

Synthesis of 2,3-Dimethoxy-p-cymene

A simple and straightforward synthesis of the title compound (1) is described starting from menthone (2).The synthetic 2,3-dimethoxy-p-cymene (1) is not identical with the natural product reported by Zutshi and Bokadia .

Reaction of Singlet Oxygen with Enamino Carbonyl Systems. A General Method for the Synthesis of α-Keto Derivatives of Lactones, Esters, Amides, Lactams, and Ketones

A general method for the introduction of a ketone α to the carbonyl group of a ketone, lactone. ester, substituted amide, or lactam has been developed involving the formation and dye-sensitized photooxygenation of enamino carbonyl intermediates.

REGIOSELECTIVE MONOALKYLATION OF 3-METHYL-1,2-CYCLOHEXANEDIONE

Monoalkylation of 3-methyl-1,2-cyclohexanedione was achieved regioselectively to give 6-alkyl-3-methyl-1,2-cyclohexanedione as a major product without the formation of O-alkylated or polyalkylated products.