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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless clear liquid (est) |
| Assay: | 85.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Melting Point: | -87.60 °C. @ 760.00 mm Hg
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| Boiling Point: | 170.00 to 171.00 °C. @ 760.00 mm Hg
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| Vapor Pressure: | 2.161000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 111.00 °F. TCC ( 43.89 °C. )
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| logP (o/w): | 5.560 |
| Soluble in: |
| | water, 0.28 mg/L @ 25 °C (exp) |
Organoleptic Properties:
| Odor Description:pine |
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| |
| Hazards identification |
| |
| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
| |
| Pictogram | |
| |
| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
|
Not determined
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| Dermal Toxicity: |
|
Not determined
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| Inhalation Toxicity: |
|
Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for para-menthane usage levels up to: | | | not for fragrance use.
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| |
| Recommendation for para-menthane flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | cyclohexane, 1-methyl-4-(1-methylethyl)- | | p- | menthane | | 1- | methyl-4-(1-methyl ethyl) cyclohexane | | 1- | methyl-4-(1-methylethyl)-cyclohexane | | 1- | methyl-4-(1-methylethyl)cyclohexane | | 1- | methyl-4-(methylethyl)cyclohexane | | 1- | methyl-4-(propan-2-yl)cyclohexane | | 1-iso | propyl-4-methyl cyclohexane | | 1-iso | propyl-4-methylcyclohexane | | 1-iso- | propyl-4-methylcyclohexane |
Articles:
| PubMed:Comparative analysis of three Australian finger lime (Citrus australasica) cultivars: Identification of unique citrus chemotypes and new volatile molecules. |
| PubMed:Acaricidal activity of five essential oils of Ocimum species on Rhipicephalus (Boophilus) microplus larvae. |
| PubMed:Microbial transformations of halolactones with p-menthane system. |
| PubMed:Assessing the efficacy of candidate mosquito repellents against the background of an attractive source that mimics a human host. |
| PubMed:A push-pull system to reduce house entry of malaria mosquitoes. |
| PubMed:Investigation of a dichlorodioxomolybdenum(VI)-pyrazolylpyridine complex and a hybrid derivative as catalysts in olefin epoxidation. |
| PubMed:The efficacy of repellents against Aedes, Anopheles, Culex and Ixodes spp. - a literature review. |
| PubMed:[Chemical constituents from rizomes of Homalomena occulta]. |
| PubMed:Biotransformations of terpenes by fungi from Amazonian citrus plants. |
| PubMed:Two new monoterpenes from the fruits of Illicium lanceolatum. |
| PubMed:In silico stereo-electronic analysis of PMD (p-Menthane-3-8-Diol) and its derivatives for pharmacophore development may aid discovery of novel insect repellents. |
| PubMed:Structure-related antifeedant activity of halolactones with a p-menthane system against the lesser mealworm, Alphitobius diaperinus Panzer. |
| PubMed:[Field efficacy of repellent formulation containing para-menthane-3,8-diol and lemongrass against Culicoides pachymerus (Diptera: Ceratopogonidae) in Colombia]. |
| PubMed:Piperitone-derived saturated lactones: synthesis and aphid behavior-modifying activity. |
| PubMed:Lactones 41. Synthesis and microbial hydroxylation of unsaturated terpenoid lactones with p-menthane ring systems. |
| PubMed:Inhibition by menthol and its related chemicals of compound action potentials in frog sciatic nerves. |
| PubMed:Efficacy testing of several Ixodes ricinus tick repellents: different results with different assays. |
| PubMed:Repellents and acaricides as personal protection measures in the prevention of tick-borne diseases. |
| PubMed:Identification of muscadine wine sulfur volatiles: pectinase versus skin-contact maceration. |
| PubMed:Essential oils of Micromeria dalmatica Benth., a Balkan endemic species of section Pseudomelissa. |
| PubMed:Efficacy of DEET and non-DEET-based insect repellents against bites of Simulium damnosum vectors of onchocerciasis. |
| PubMed:Absorption characteristics of new solvent based on a blend of AMP and 1,8-diamino-p-menthane for CO2 absorption. |
| PubMed:Modulation of thermoreceptor TRPM8 by cooling compounds. |
| PubMed:Essential-oil diversity of three Calamintha species from Greece. |
| PubMed:Volatile secondary metabolites of Micromeria dalmatica Benth. (Lamiaceae): biosynthetical and chemotaxonomical aspects. |
| PubMed:New monocyclic monoterpenoid glycoside from Mentha haplocalyx Briq. |
| PubMed:Quantitative structure-activity relationships of monoterpenoid binding activities to the housefly GABA receptor. |
| PubMed:Immunocytochemical localization of short-chain family reductases involved in menthol biosynthesis in peppermint. |
| PubMed:Chemical composition of the essential oil from Corsican Mentha aquatica--combined analysis by GC(RI), GC-MS and 13C NMR spectroscopy. |
| PubMed:HS-SPME-GC×GC-qMS volatile metabolite profiling of Chrysolina herbacea frass and Mentha spp. leaves. |
| PubMed:[Studies on anti-tumor metastatic constituents from Lindera glauca]. |
| PubMed:Characterizing the deformational isomers of bimetallic Ir2(dimen)4(2+) (dimen = 1,8-diisocyano-p-menthane) with vibrational wavepacket dynamics. |
| PubMed:Metabolism of (+)- and (-)-menthols by CYP2A6 in human liver microsomes. |
| PubMed:Patent literature on mosquito repellent inventions which contain plant essential oils--a review. |
| PubMed:[Personal protection measures against blood-sucking insects and ticks]. |
| PubMed:A new monoterpene acid from Marrubium vulgare with potential antihepatotoxic activity. |
| PubMed:Efficacy of four insect repellents against mosquito bites: a double-blind randomized placebo-controlled field study in Senegal. |
| PubMed:Efficacy and safety of catnip (Nepeta cataria) as a novel filth fly repellent. |
| PubMed:Dihydronepetalactones deter feeding activity by mosquitoes, stable flies, and deer ticks. |
| PubMed:Percutaneous absorption of an insect repellent p-menthane-3,8-DIOL: a model for human dermal absorption. |
| PubMed:Effective insect repellent formulation in both surfactantless and classical microemulsions with a long-lasting protection for human beings. |
| PubMed:Citrus essential oils and four enantiomeric pinenes against Culex pipiens (Diptera: Culicidae). |
| PubMed:Stereoselective synthesis of (+)-euphococcinine and (-)-adaline. |
| PubMed:Acaricidal effects of Corymbia citriodora oil containing para-menthane-3,8-diol against nymphs of Ixodes ricinus (Acari: Ixodidae). |
| PubMed:Organometallic and conjugated organic polymers held together by strong electrostatic interactions to form luminescent hybrid materials. |
| PubMed:Enantiomeric differentiation of oxygenated p-menthane derivatives by 13C NMR using Yb(hfc)3. |
| PubMed:Four new terpenoids from the roots of Ligularia narynensis. |
| PubMed:Metabolites from the endophytic fungus Phomopsis sp. PSU-D15. |
| PubMed:Cr(III), Fe(III) and Co(III) complexes of tetradentate (ONNO) Schiff base ligands: synthesis, characterization, properties and biological activity. |
| PubMed:Field evaluation of traditionally used plant-based insect repellents and fumigants against the malaria vector Anopheles darlingi in Riberalta, Bolivian Amazon. |
| PubMed:A low-cost repellent for malaria vectors in the Americas: results of two field trials in Guatemala and Peru. |
| PubMed:Repellency of MyggA Natural spray (para-menthane-3,8-diol) and RB86 (neem oil) against the tick Ixodes ricinus (Acari: Ixodidae) in the field in east-central Sweden. |
| PubMed:PMD, a registered botanical mosquito repellent with deet-like efficacy. |
| PubMed:[Studies on chemical constituents in spikes of Schizonepeta tenuifolia]. |
| PubMed:Repellency of oils of lemon eucalyptus, geranium, and lavender and the mosquito repellent MyggA natural to Ixodes ricinus (Acari: Ixodidae) in the laboratory and field. |
| PubMed:New constituents from the heartwood of Picea morrisonicola HAYATA. |
| PubMed:Efficacy of repellent products against caged and free flying Anopheles stephensi mosquitoes. |
| PubMed:Solution and solid-state properties of luminescent M-M bond-containing coordination/organometallic polymers using the RNC-M2(dppm)2-CNR building blocks (M = Pd, Pt; R = Aryl, Alkyl). |
| PubMed:[Extraction and determination of volatile constituents in leaves of Eucalyptus citriodora]. |
| PubMed:Stereocontrolled formation of amino acids and N-heterocycles bearing a quaternary chiral carbon. |
| PubMed:Laboratory and field tests of the effectiveness of the lemon-eucalyptus extract, Citridiol, as a repellent against land leeches of the genus Haemadipsa (Haemadipsidae). |
| PubMed:Sterically biased 3,3-sigmatropic rearrangement of azides: efficient preparation of nonracemic alpha-amino acids and heterocycles. |
| PubMed:Validation of quantitative NMR. |
| PubMed:Stereoselective synthesis of cis-p-menth-8-ene-1,7-diol, cis-p-menthane-1,7-diol, and cis-p-menthane-1,7,8-triol. |
| PubMed:Monoterpene metabolism. Cloning, expression, and characterization of (-)-isopiperitenol/(-)-carveol dehydrogenase of peppermint and spearmint. |
| PubMed:Organization of monoterpene biosynthesis in Mentha. Immunocytochemical localizations of geranyl diphosphate synthase, limonene-6-hydroxylase, isopiperitenol dehydrogenase, and pulegone reductase. |
| PubMed:p-Menthane-3-carboxaldehyde: a useful chiral auxiliary for the synthesis of chiral quaternary carbons of high enantiomeric purity. |
| PubMed:A very large Rh-Rh bond shortening on excitation of the [Rh2(1,8-diisocyano-p-menthane)4]2+ ion by time-resolved synchrotron X-ray diffraction. |
| PubMed:Laboratory evaluation of mosquito repellents against Aedes albopictus, Culex nigripalpus, and Ochierotatus triseriatus (Diptera: Culicidae). |
| PubMed:Mixed-ligand organometallic polymers containing the "Pd(2)(dmb)2(2+)" fragment: properties of the [Pd2(dmb)2(diphos)2+](n) polymers/oligomers in solution and in the solid state. |
| PubMed:Enhancement effect of p-menthane-3,8-diol on in vitro permeation of antipyrine and indomethacin through Yucatan micropig skin. |
| PubMed:Preparation and solid-state characterization of mixed-ligand coordination/organometallic oligomers and polymers of copper(I) and silver(I) using diphosphine and mono- and diisocyanide ligands. |
| PubMed:Lactones. 21. Synthesis and odoriferous properties of lactones with the p-menthane system. |
| PubMed:Organometallic oligomers based on 1,8-Diisocyano-p-menthane (dmb): syntheses and characterization of the [[M(diphos)(dmb)]BF4]n and [[Pd2(diphos)2(dmb)](ClO4)2]n materials (M = Cu, Ag; diphos = dppe, dppp). |
| PubMed:Polyoxygenated eudesmanes and trans-chrysanthemanes from the aerial parts of Santolina insularis. |
| PubMed:Molecular evaluation of a spearmint mutant altered in the expression of limonene hydroxylases that direct essential oil monoterpene biosynthesis. |
| PubMed:Biotransformation of citronellal by Solanum aviculare suspension cultures: preparation of p-menthane-3,8-diols and determination of their absolute configurations. |
| PubMed:Use of repellents as prophylactic agents. |
| PubMed:Repellency of IR3535, KBR3023, para-menthane-3,8-diol, and deet to black salt marsh mosquitoes (Diptera: Culicidae) in the Everglades National Park. |
| PubMed:Trypanocidal terpenoids from Laurus nobilis L. |
| PubMed:Repellent activities of stereoisomers of p-menthane-3,8-diols against Anopheles gambiae (Diptera: Culicidae). |
| PubMed:Field evaluation of three plant-based insect repellents against malaria vectors in Vaca Diez Province, the Bolivian Amazon. |
| PubMed:Characterization of the [Ag(dmb)(2)(+)](n) oligomers (dmb = 1,8-diisocyano-p-menthane) in solution. |
| PubMed:Preparation, Spectroscopic Characterization, and Frontier MO Study of the Heteronuclear Luminescent [Pt(2)Au(2)(dmb)(2)(PPh(3))(4)](PF(6))(2) Cluster (dmb = 1,8-Diisocyano-p-menthane). A Cluster with a Formal Au(0)-Au(0) Bond Encapsulated inside a "Pt(2)(dmb)(2)(2+) " Fragment. |
| PubMed:Preparation, Spectroscopic Characterization, and Theoretical Study of the [Pd(4)(dmb)(4)(PPh(3))(2)]Cl(2) Complex (dmb = 1,8-Diisocyano-p-menthane) and Its Organometallic Polymer {[Pd(4)(dmb)(5)](CH(3)CO(2))(2)}(n)(): The First Examples of 58-Electron Linear Pd(4) Clusters. |
| PubMed:Chemistry of the Ag(2)(dmb)(2)(2+) Template (dmb = 1,8-Diisocyano-p-menthane). Preparation, Characterization, and X-ray Structures of the Ag(2)(dmb)(2)Y(2) Dimers (Y = NO(3)(-), ClO(4)(-), CH(3)CO(2)(-)) and the Paramagnetic [Ag(4)(dmb)(4)(TCNQ)(3)]TCNQ Complex (TCNQ = 7,7,8,8-Tetracyanoquinodimethane). |
| PubMed:Preparation, Characterization, and Luminescence Properties of a 58-Electron Linear Pt(4) Cluster, [Pt(4)(dmb)(4)(PPh(3))(2)](2+) (dmb = 1,8-Diisocyano-p-menthane), and Its Diphosphine Polymers. |
| PubMed:Calculated and experimental NMR chemical shifts of p-menthane-3,9-diols. A combination of molecular dynamics and quantum mechanics to determine the structure and the solvent effects. |
| PubMed:Preparation and characterization of [[M(dmb)2]TCNQ.xTCNQo]n polymers (M=Cu,Ag; dmb = 1,8-diisocyano-p-menthane; x = 0, 0.5, 1.0, 1.5; TCNQ = 7,7,8,8-tetracyano-p-quinodimethane) and design of new semi- and photoconducting organometallic materials. |
| PubMed:Efficacy of three insect repellents against the malaria vector Anopheles arabiensis. |
| PubMed:Suppression of the furylfuramide-induced SOS response by monoterpenoids with a p-menthane skeleton using the Salmonella typhimurium TA1535/pSK1002 Umu test. |
| PubMed:A single amino acid substitution (F363I) converts the regiochemistry of the spearmint (-)-limonene hydroxylase from a C6- to a C3-hydroxylase. |
| PubMed:Induction of hepatic CYP2B1/2 by a teratogenic compound cis-1-[-4-(p-menthane-8-yloxy)phenyl]piperadine (YM9429) in rats. |
| PubMed:Flavonoids and terpenoids from Luma gayana (Barn.) Burret. |
| PubMed:Chemoenzymatic synthesis of homochiral (R)- and (S)-karahanaenol from (R)-limonene. |
| PubMed:Percutaneous absorption of disopyramide, lidocaine and trimecaine. |
| PubMed:Monoterpene synthases from common sage (Salvia officinalis). cDNA isolation, characterization, and functional expression of (+)-sabinene synthase, 1,8-cineole synthase, and (+)-bornyl diphosphate synthase. |
| PubMed:Plant compounds that induce polychlorinated biphenyl biodegradation by Arthrobacter sp. strain B1B. |
| PubMed:Inhibition of insulin-induced chondrogenic differentiation of embryonic carcinoma cells by a teratogenic compound YM9429. |
| PubMed:Evaluation of a eucalyptus-based repellent against Anopheles spp. in Tanzania. |
| PubMed:In vitro assessment of teratogenic potential of cis-1-[4-(p-menthane-8-yloxy) phenyl]piperidine [corrected]. |
| PubMed:Effects of pindobind 5-hydroxytryptamine1A (5-HT1A), a novel and potent 5-HT1A antagonist, on social and agonistic behaviour in male albino mice. |
| PubMed:A new potent teratogen in CD rats inducing cleft palate. |
| PubMed:Hydride shifts in the biosynthesis of the p-menthane monoterpenes alpha-terpinene, gamma-terpinene, and beta-phellandrene. |
| PubMed:beta(1)-Adrenergic and D(1) Dopaminergic Receptors in Human Neurotumor Cells: Differences in Spare Receptors and Desensitization of Adenylyl Cyclase. |
| PubMed:Characterization and mechanism of (4S)-limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint (Mentha x piperita). |
| PubMed:Purification of 4S-limonene synthase, a monoterpene cyclase from the glandular trichomes of peppermint (Mentha x piperita) and spearmint (Mentha spicata). |
| PubMed:[New monoterpenoids from Cynanchum hancockianum]. |
| PubMed:Metabolism of monoterpenes in mint (mentha) species. |
| PubMed:Biochemical characterization of a spearmint mutant that resembles peppermint in monoterpene content. |
| PubMed:Percutaneous absorption enhancing effect and skin irritation of monocyclic monoterpenes. |
| PubMed:Effect of limonene and related compounds on the percutaneous absorption of indomethacin. |
| PubMed:Persistent beta-adrenoceptor blockade with alkylating pindolol (BIM) in guinea-pig left atria and trachea. |
| PubMed:Studies on the metabolism of l-menthol in rats. |
| PubMed:Characterization of a bromoacetylated derivative of pindolol as a high affinity, irreversible beta adrenergic antagonist in cultured cells. |
| PubMed:Synthesis of p-menthane derivatives with potential biological activity. |
| PubMed:A bromoacetylated analogue of cyanopindolol: an irreversible antagonist at rat beta-adrenoceptors. |
| PubMed:Affinity labels for beta-adrenoceptors: preparation and properties of alkylating beta-blockers derived from indole. |
| PubMed:Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes. |
| PubMed:Metabolism of Monoterpenes : Early Steps in the Metabolism of d-Neomenthyl-beta-d-Glucoside in Peppermint (Mentha piperita) Rhizomes. |
| PubMed:Purification and characterization of selenium-glutathione peroxidase from hamster liver. |
| PubMed:Demonstration that limonene is the first cyclic intermediate in the biosynthesis of oxygenated p-menthane monoterpenes in Mentha piperita and other Mentha species. |
| PubMed:Synthesis of glycols by microbial transformation of some monocyclic terpenes. |
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3D/inchi