7599-91-9

Upstream product

• 89-82-7 pulegone 

Downstream Products

• 490-03-9 2-hydroxy-1-p-menthen-3-one 
• 60507-82-6 (6R)-(+)-Ψ-diosphenol 
• 35736-67-5 (+)-(1R,4S)-4-Hydroxy-Δ⁸-p-menthen-3-on 
• 622367-58-2 2-Acetyl-2α,5-dimethyl-cyclohexanon-(1) 
• 97372-38-8 5-ref-Methyl-2-trans-hydroxy-2-(α-fluor-isopropyl)-cyclohexanon 
• 35837-05-9 (+)-(1R,3R,4S)-Δ⁸-p-Menthen-3,4-diol (5) 
• 7647-94-1 (1R,3R,4S)-p-menthane-3,4-diol 

Relevant academic research and scientific papers

Biocidal Compounds from Mentha sp. Essential Oils and Their Structure–Activity Relationships

Essential oils from Greek Mentha species showed different chemical compositions for two populations of M.?pulegium, characterized by piperitone and pulegone. Mentha spicata essential oil was characterized by endocyclic piperitenone epoxide, piperitone epo

A novel synthesis of (?)-callicarpenal

Callicarpenal, isolated from the leaves of American beautyberry (Callicarpa americana) and Japanese beautyberry (Callicarpa japonica), exhibits significant mosquito bite-deterring activity and repellent activity against ticks and fire ants. The mosquito bite-deterring activity level of callicarpenal was reported to be similar to that of N,N-diethyl-m-toluamide. The novel synthesis of (?)-callicarpenal reported herein was accomplished by starting from (+)-pulegone. In our original approach, a novel Prins-type cyclization based on Meyer–Schuster rearrangement was featured as a key step.

Synthesis of α-Corocalene

α-Corocalene, a constituent of hop oil, has been synthesized in four steps from the monoterpene (+) -pulegone.

Probing for steric and electronic effects in diastereoselective dioxirane epoxidations compared to the oxygen transfer by peroxy acids

The spiro transition state for the oxygen transfer by dioxiranes is substantiated by the fact that no enhanced steric effects are observed when dioxiranes with alkyl groups of different size are employed, as manifested by the same (within the experimental error) diastereoselectivities in the epoxidation of 2-menthene and 1,3-dimethylcyclohexene for different dioxiranes. The π-facial selectivity (anti attack) in the epoxidation of the acetate and the methyl and trimethylsilyl ether derivatives of 2-cyclohexenol derives from steric interactions, whereas a pronounced electronic effect (electrostatic repulsion) is held responsible for the high anti selectivity of peroxides such as ascaridol and 3-hydroperoxycyclohexene. Quite generally, dioxiranes display only slightly higher diastereoselectivities than mCPBA in sterically controlled epoxidations of cycloalkenes. VCH Verlagsgesellschaft mbH, 1997.

Essential oil composition and allelopathic effect of the Brazilian lamiaceae Hesperozygis ringens (Benth.) epling and Hesperozygis rhododon epling

Samples of Hesperozygis ringens (Benth.) Epling and Hesperozygis rhododon Epling essential oils were analyzed by a combination of analytical techniques: capillary gas chromatography, liquid/ solid chromatography, GC/MS coupling, and NMR spectroscopy. Twenty-four components have been identified representing altogether more than 95% of the oil content. The oil of H. ringens is constituted mainly by pulegone (79.2%) accompanied by several oxygenated derivatives (pulegone oxides, 1.2%; 8-hydroxy-p-menth-3-one, 1.3%; and 8-hydroxy-p-menth-4-en-3-one, 3.7%); that of H. rhododon contains menthone and pulegone as main compounds in almost comparable amounts (43.4% and 29.6%, respectively). Tests carried out on lettuce seeds using alcoholic extracts of the two species showed significant antigerminating properties mainly for H. ringens. The same activity was observed with its essential oil.