1196-31-2

Basic information

• Product Name: (+)-isomenthone
• Synonyms: D-ISOMENTHONE;(1R,4R)-p-Menthane-3-one;(2R)-2β-Isopropyl-5β-methylcyclohexane-1-one;(2R)-2βα-Isopropyl-5β-methylcyclohexanone;[1R,4R,(+)]-p-Menthan-3-one;(2R,5R)-2-isopropyl-5-methyl-cyclohexanone;(2R,5R)-5-methyl-2-propan-2-yl-cyclohexan-1-one;(2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-one
• CAS NO: 1196-31-2
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.2493
• EINECS: 214-813-5
• Mol File: 1196-31-2.mol
• Article Data: 97

Chemical Properties

• Melting Point: 27.18°C (estimate)
• Boiling Point: 217.64°C (estimate)
• Appearance: /
• Density: 0.8947
• Refractive Index: 1.4503
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility: Chloroform (Soluble), Ethanol (Slightly), Methanol (Sparingly)
• Stability: Hygroscopic
• CAS DataBase Reference: (+)-isomenthone(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-isomenthone(1196-31-2)
• EPA Substance Registry System: (+)-isomenthone(1196-31-2)

Safety Data

• Hazardous Substances Data: 1196-31-2(Hazardous Substances Data)

Usage

Description

(+)-Isomenthone, an isomer of L-menthone, is a naturally occurring monoterpene found in essential oils of various plants such as pennyroyal, peppermint, and Pelargonium geraniums. It possesses a unique chemical structure and properties, making it a valuable compound for various applications.

Uses

Used in Pesticide Industry:
(+)-Isomenthone is used as a natural pesticide for its insecticidal properties, providing an eco-friendly alternative to synthetic pesticides. It is effective in controlling pests and protecting crops without causing harm to the environment or human health.
Used in Flavor and Fragrance Industry:
(+)-Isomenthone is used as a flavoring agent and fragrance component in the food, beverage, and cosmetics industries. Its unique aroma and taste profile contribute to the overall sensory experience of products, enhancing their appeal to consumers.
Used in Pharmaceutical Industry:
(+)-Isomenthone is used as an active pharmaceutical ingredient or as an intermediate in the synthesis of various drugs. Its unique chemical properties make it a promising candidate for the development of new medications with potential therapeutic benefits.
Used in Essential Oils Industry:
(+)-Isomenthone is used in the production of essential oils, which are widely used in aromatherapy, massage therapy, and other alternative medicine practices. Its presence in essential oils contributes to their therapeutic properties and overall effectiveness in promoting relaxation, stress relief, and overall well-being.

InChI:InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9-/m0/s1

Upstream product

• 15356-70-4 menthol 
• 4573-50-6 (-)-piperitone 
• 3391-87-5 l-menthone 
• 10458-14-7 (2R,5S)-menthone 
• 491-09-8 3-terpinolenone 
• 60-29-7 diethyl ether 
• 7727-15-3 aluminium bromide 
• 67-63-0 isopropyl alcohol 
• 89-82-7 pulegone 
• 64-17-5 ethanol 
• 2216-52-6 Neomenthol 
• 1753-40-8 (R)-4-menthen-3-one 
• 7647-01-0 hydrogenchloride 
• 51051-09-3 (1R)-trans-p-menthan-3-one semicarbazone 

Downstream Products

• 491-07-6 isomenthone 
• 26409-68-7 (1R,3S,4R)-3-ethoxycarbonylmethyl-p-menthan-3-ol 
• 33651-24-0 1-Phenylethinyl-neoisomenthol 
• 74185-00-5 (3R,6S)-3-methyl-6-(prop-2-yl)-1-trimethylsilyloxy-cyclohexene 
• 105367-46-2 ((3S,6S)-6-Isopropyl-3-methyl-cyclohex-1-enyloxy)-trimethyl-silane 
• 10458-14-7 (2R,5S)-menthone 
• 127129-06-0 (3S,6R)-3-methyl-6-(prop-2-yl)-1-trimethylsilyloxy-cyclohexene 
• 121642-44-2 (E)-2'-cis-5'-trans-4-(1-hydroxy-2-isopropyl-5-methylcyclohexyl)but-2-enoic acid 
• 7616-79-7 (1R,4S)-(+)-4-hydroxy-p-menth-3-one 
• 7599-80-6 (1R,4R)-(-)-4-hydroxy-p-menth-3-one 
• 15356-60-2 (1S,2R,5S)-(+)-menthol 
• 2216-51-5 (-)-menthol 
• 23283-97-8 (+)-(1S,2R,5R)-isomenthol 
• 2216-52-6 Neomenthol 

Relevant articles and documents

Synthesis, structural characterization and alcohol oxidation activity of a new mononuclear manganese(II) complex

A manganese(II) complex of 2,4,6-tris(2-pyridyl)-1,3,5-triazine (tptz) has been synthesized and characterized by single-crystal X-ray diffraction, elemental analyses, IR, and UV-Vis spectroscopic techniques. Oxidation of alcohols to their corresponding aldehydes and ketones was conducted by this catalyst using oxone (2KHSO5KH-SO4K2SO4) as an oxidant under biphasic reaction conditions (CH2Cl2/H 2O) and tetra-n-butylammonium bromide as phase transfer agent under air at room temperature. Easy preparation, mild reaction conditions, high yields of the products, short reaction times, no further oxidation to the corresponding carboxylic acids, high selectivity and inexpensive reagents make this catalytic system a useful oxidation method for aliphatic and benzylic alcohols. Springer Science+Business Media B.V. 2010.

A new vanadium Schiff base complex as catalyst for oxidation of alcohols

The monoanionic bidentate Schiff base, N-(phenolyl)-benzaldimine (HL), has been employed to synthesize a new vanadium(IV) complex of general composition [VO(L)2] (where L = O, N donor of Schiff base). The ligand and complex have been fully characterized by elemental analyses, molar conductance data, FT-IR, 1H- and 13C-NMR, and UV-Vis spectroscopies. Oxidation of alcohols to their corresponding aldehydes and ketones was conducted by this complex catalyst using Oxone as oxidant under biphasic reaction conditions (CH2Cl2/H2O) and tetra-n-butylammonium bromide as phase transfer agent under air at room temperature.

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Oxidation of secondary terpene alcohols by chlorine dioxide

Secondary terpene alcohols cis- and trans-verbenol, neo-iso-verbanol, borneol, iso-borneol, and menthol were oxidized by chlorine dioxide into the corresponding ketones. It was shown that the nature of the solvent and catalyst and the structure of the starting compound, including the stereochemistry of the hydroxyl, influenced the oxidation process.

Rapid, chemoselective and mild oxidation protocol for alcohols and ethers with recyclable N-chloro-N-(phenylsulfonyl)benzenesulfonamide

Chlorine is the 20th most abundant element on the earth compared to bromine, iodine, and fluorine, a sulfonimide reagent, N-chloro-N-(phenylsulfonyl)benzenesulfonamide (NCBSI) was identified as a mild and selective oxidant. Without activation, the reagent was proved to oxidize primary and secondary alcohols as well as their symmetrical and mixed ethers to corresponding aldehydes and ketones. With recoverable PS-TEMPO catalyst, selective oxidation over chlorination of primary and secondary alcohols and their ethers with electron-donating substituents was achieved. The reagent precursor of NCBSI was recovered quantitatively and can be reused for synthesizing NCBSI.

Heterogeneously Catalysed Oxidative Dehydrogenation of Menthol in a Fixed-Bed Reactor in the Gas Phase

For the first time, the oxidative dehydrogenation of (?)-menthol to (?)-menthone and (+)-isomenthone in a marketable quality was carried out in a continuous gas phase reactor as a sustainable process using molecular oxygen as green oxidant and solid catalysts which do not contaminate the product mixture and which are easily to remove. The diastereomeric purity remained largely unchanged. Three types of catalysts were found to be very active and selective in the formation of menthone and isomenthone: AgSr/SiO2, CuO distributed on a basic support and RuMnCe/CeO2, where Ru, Mn and Ce exist in an oxidized state. The best overall yield of menthon/isomenthone obtained with an Ag-based catalyst was 58 % at 64 % selectivity, with a Cu-based catalyst 41 % at 51 % selectivity and with a Ru-based catalyst 68 % at 73 % selectivity. Reaction conditions were widely optimized.