4-methyl cyclohexene
cyclohexene, 4-methyl-
  • Bedoukian Research
    • Bedoukian Research, Inc.
      Constantly Improving
      Working closely with our customers to meet their requirements.
      Paul Bedoukian founded the company to fill a niche as a supplier of high quality specialty aroma and flavor ingredients. In 1975 the company began manufacturing insect pheromones which are chemically similar to flavor and fragrance ingredients. Today, Bedoukian Research offers more than 450 Aroma Chemicals and 50 Insect Pheromones, while also providing custom manufacturing services to the pharmaceutical, agrochemical, and specialty chemical industries.
      US Email: Customer Service
      US Voice: 1-203-830-4000
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      Products List: View
      960A METHYL CYCLOHEXENE ≥97.0% (sum of isomers), Kosher
      For use in citrus compositions.
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4-methylcyclohexene (Click)
CAS Number: 591-47-9 26293-22-1
ECHA EINECS - REACH Pre-Reg: 209-715-4
Nikkaji Web: J96.132I
Beilstein Number: 1901299
MDL: MFCD00001573
XlogP3-AA: 2.70 (est)
Molecular Weight: 96.17264000
Formula: C7 H12
NMR Predictor: Predict
Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
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IBM Patents: Obtain
Pubchem Patents: Search
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Physical Properties:
Appearance: colorless clear liquid (est)
Assay: 98.00 to 100.00 % sum of isomers
Food Chemicals Codex Listed: No
Specific Gravity: 0.79900 @  25.00 °C.
Refractive Index: 1.44100 @  20.00 °C.
Melting Point: -16.00 °C. @ 760.00 mm Hg
Boiling Point: 102.70 °C. @ 760.00 mm Hg
Vapor Pressure: 35.974998 mm/Hg @ 25.00 °C. (est)
Flash Point: 30.00 °F. TCC ( -1.10 °C. ) (est)
logP (o/w): 3.454 (est)
Shelf Life: 24.00 month(s) or longer if stored properly.
Storage: store in cool, dry place in tightly sealed containers, protected from heat and light. store under nitrogen.
Storage: store under nitrogen.
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Organoleptic Properties:
Odor Type: citrus
Odor Strength: medium ,
recommend smelling in a 10.00 % solution or less
Odor Description:
at 10.00 % in dipropylene glycol. 
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Cosmetic Information:
None found
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Bedoukian Research
≥97.0% (sum of isomers), Kosher
Odor: A pleasant citrus odor
Use: For use in citrus compositions.
Frinton Laboratories
For experimental / research use only.
Santa Cruz Biotechnology
For experimental / research use only.
Sigma-Aldrich: Aldrich
For experimental / research use only.
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Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 11 - Highly flammable.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 65 - Harmful: may cause lung damage if swallowed.
S 02 - Keep out of the reach of children.
S 16 - Keep away from sources of ignition - No Smoking.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
S 62 - If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label.
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
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for 4-methyl cyclohexene usage levels up to:
  4.0000 % in the fragrance concentrate.
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Safety References:
EPI System: View
Chemicalize.org: Calculate predicted properties
EPA Substance Registry Services (TSCA): 591-47-9
EPA ACToR: Toxicology Data
National Institute of Allergy and Infectious Diseases: Data
WISER: UN 3295
WGK Germany: 3
DTP/NCI: 9386
Chemidplus: 0000591479
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NIST Chemistry WebBook: Search Inchi
Canada Domestic Sub. List: 591-47-9
Pubchem (cid): 11572
Pubchem (sid): 134977269
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Other Information:
(IUPAC): Atomic Weights of the Elements 2009
(IUPAC): Atomic Weights of the Elements 2009 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
HMDB (The Human Metabolome Database): Search
Export Tariff Code: 2902.19.0000
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 acetaldehyde citronellyl methyl acetalFR
 acetaldehyde methyl hexyl acetalFR
 acorn acetateFR
 aldehydic nitrileFR
 allyl amyl glycolateFR
 allyl benzoateFR
 allyl salicylateFR
isoamyl 2-methyl butyrateFL/FR
alpha-amyl cinnamaldehyde diethyl acetalFR
 amyl salicylateFL/FR
para-anisyl propanalFR
 apple crotonateFR
 apricot isobutyrateFR
 autumn carboxylateFR
 benzaldehyde / methyl anthranilate schiff's baseFR
 benzyl heptanoateFL/FR
 bergamot oil bergaptene reduced italyFL/FR
 bergamot oil terpenelessFL/FR
 berry hexanoateFR
 bigarade oxideFR
blood orange oil italyFL/FR
 boronia butenalFR
 acorus calamus rhizome oilFR
 cardamom liquid resinFR
 cedrat peel oilFL/FR
 cilantro leaf oilFL/FR
 cinnamaldehyde / methyl anthranilate schiff's baseFR
 cinnamyl nitrileFR
 citral / methyl anthranilate schiff's baseFR
 citral diethyl acetalFL/FR
 citral propylene glycol acetalFL/FR
 citronella oil ceylonFL/FR
 citronellal / methyl anthranilate schiff's baseFR
 citronellyl acetateFL/FR
 citronellyl butyrateFL/FR
 citronellyl ethyl etherFR
 citronellyl isovalerateFL/FR
 citronellyl nitrileFR
 citrus carbaldehydeFR
 citrus carbaldehyde / methyl anthranilate schiff's baseFR
green pepper 
 citrus ocimenolFR
 citrus propanolFR
 clean nitrileFR
 coconut decanone methylFR
 conifer acetateFR
 costus valerolactoneFR
 curacao peel oilFL/FR
 cyclamen aldehyde / methyl anthranilate schiff's baseFR
 decanal / methyl anthranilate schiff's baseFR
 decanal (aldehyde C-10)FL/FR
 decanal dimethyl acetalFL/FR
 decanoic acidFL/FR
(Z)-4-decenal diethyl acetalFR
isodecyl acetateFR
 di(propylene glycol) (mixture of isomers)CS
 dianthus ethoneFR
 dihydrocitronellyl ethyl etherFR
 dihydromyrcenyl acetateFR
 dihydroterpinyl acetateFL/FR
2,4-dimethyl-3-cyclohexene-1-methanyl acetateFR
(E+Z)-4,8-dimethyl-3,7-nonadien-2-yl acetateFL/FR
 dipropylene glycolCS
 dodecane nitrileFR
11-dodecenoic acidFL
 canarium luzonicum oilFL/FR
 ethyl (E)-4-octenoateFR
 ethyl 2-cyclohexyl propionateFR
 ethyl 3-hydroxyhexanoateFL/FR
 ethyl 3,5,5-trimethyl hexanoateFR
 ethyl isobutyrateFL/FR
 ethyl methyl anthranilateFL/FR
 ethyl safranateFR
 fenchyl acetateFL/FR
 freesia acetateFR
 fruity carboxylateFR
 fruity cyclopentanoneFR
 galbanum oxyacetateFR
 gardenia acetalFR
 gardenia amideFR
 gardenia decaloneFR
 geranyl crotonateFR
homogeranyl nitrileFR
 ginger oleoresinFL/FR
 ginger root oil brazilFL/FR
 ginger root oil chinaFL/FR
 ginger root oil cochinFL/FR
 grapefruit indeneFR
 grapefruit nitrileFR
 dimethyl octenoneFR
 grapefruit oil c.p. (citrus paradisi var. duncan) italy 
 grapefruit oil c.p. californiaFL/FR
 grapefruit oil CO2 extract (citrus paradisi macf. var. falvedo)FL/FR
 grapefruit oil terpenelessFL/FR
 grapefruit pentanolFR
 green acetateFR
 green carbaldehydeFR
 green carboxylateFR
 green heptenalFR
 green hexanalFL/FR
 heliotropyl alcoholFL/FR
 heptanal cyclic ethylene acetalFR
 heptyl phenyl acetateFL/FR
cis-herbal cyclohexaneFR
 herbal ethanoneFR
 herbal heptaneFR
 herbal undecanoneFR
(Z)-3-hexenal diethyl acetalFL/FR
 hexenyl cyclopentanoneFR
(Z)-3-hexen-1-yl methyl carbonateFL/FR
(Z)-3-hexen-1-yl oxyacetaldehydeFR
 hyacinth etherFR
 hydroxycitronellal / methyl anthranilate schiff's baseFR
 ivy carbaldehydeFL/FR
2,4-ivy carbaldehydeFL/FR
3,5-ivy carbaldehydeFL/FR
3,6-ivy carbaldehydeFL/FR
 ivy dioxolaneFR
 jasmin lactoneFL/FR
 kauri-copal leaf oil 
 agathis australis oil 
 labdanum ethanoneFR
 leather propionateFR
 leerall / methyl anthranilate schiff's baseFR
 lemon hexadieneFL/FR
 lemon oil c.p. californiaFL/FR
 lemon oil c.p. furocoumarin reducedFL/FR
 lemon oil distilledFL/FR
 lemon oil italyFL/FR
 lemon oil terpenelessFL/FR
 lemon verbena oil 
 lemon verbena oil turkey 
 lemongrass oilFL/FR
 lemongrass oil cameroonFL/FR
 lemongrass oil egyptFL/FR
 lemongrass oil guatemalaFL/FR
 lemongrass oil moroccoFL/FR
 lilyall / methyl anthranilate schiff's baseFR
 lime octadienalFR
 lime oil CO2 extract mexicoFL/FR
 lime oil distilled mexicoFL/FR
 lime oil distilled peruFL/FR
 lime oil expressed floridaFL/FR
 lime oil expressed terpenelessFL/FR
 lime pyranFR
(Z)-linalool oxide (pyranoid)FL/FR
 linalyl acetateFL/FR
 linalyl formateFL/FR
 linalyl isovalerateFL/FR
 linalyl valerateFL/FR
 litsea cubeba fruit oilFL/FR
 litsea cubeba oil terpenelessFL/FR
isolongifolene epoxideFR
 magnolia indeneFR
 mandarin oil (citrus reticulata blanco var. mandarin) japanFL/FR
 mandarin oil (citrus reticulata nova var. mandarin) uruguayFL/FR
 mandarin oil (citrus reticulata var. ponkan)FL/FR
 mandarin oil avana 
 mandarin oil italyFL/FR
 mandarine undecenalFL/FR
 marine carbonitrileFR
 marine decadienalFR
 marine formateFR
 marine nitrileFR
 melissa oil slovak republic 
 melon carboxaldehydeFR
 melon heptenal propylene glycol acetalFL/FR
 mesitene lactoneFR
 methyl 10-undecenoateFL/FR
 methyl acetoacetateFL/FR
2-methyl decanal (aldehyde C-11 MOA)FL/FR
 methyl heptenoneFL/FR
para-methyl phenoxyacetaldehydeFR
2-methyl undecanal (aldehyde C-12 mna)FL/FR
 methyl vetivateFR
alpha-methylene citronellalFR
 citrus unshiu peel oilCS
 muguet carbaldehydeFR
 muguet octadienolFR
 myrcenyl acetateFL/FR
 myrmac aldehydeFR
(1S,5R)-myrtenyl acetateFL/FR
beta-naphthyl methyl etherFL/FR
alpha-naphthyl methyl ketoneFL/FR
2-naphthyl phenyl ketone 
 neroli ketoneFR
 neryl acetateFL/FR
 neryl isovalerateFL/FR
 nonanal / methyl anthranilate schiff's baseFR
 nonanal dimethyl acetalFL/FR
(E)-2-nonen-1-yl acetateFL/FR
 nonyl anthranilate 
 nonyl benzoate 
 nonyl heptanoate 
 nonyl isovalerateFL/FR
 ocean propanal / methyl anthranilate schiff's baseFR
 ocimen-1-yl acetateFR
 ocimene quintoxideFL/FR
 octanal (aldehyde C-8)FL/FR
 octanal diethyl acetalFL/FR
 octanal dimethyl acetalFL/FR
 octanal glycol acetalFR
 orange fruit oilFL/FR
 orange nitrileFR
bitter orange peel oil brazilFL/FR
bitter orange peel oilFL/FR
bitter orange peel oil italyFL/FR
bitter orange peel oil terpenelessFL/FR
sweet orange peel oil c.p. brazilFL/FR
sweet orange peel oil c.p. californiaFL/FR
sweet orange peel oil c.p. chinaFL/FR
sweet orange peel oil c.p. egyptFL/FR
sweet orange peel oil c.p. floridaFL/FR
sweet orange peel oil c.p. valenciaFL/FR
sweet orange peel oil distilledFL/FR
sweet orange peel oil terpenelessFL/FR
 peach cyclopentanoneFR
2-pentyl cyclopentanoneFR
 petitgrain absolute franceFL/FR
 petitgrain bergamot oilFL/FR
 petitgrain grapefruit oilFL/FR
 petitgrain heptaneFR
 petitgrain lemon oil terpenelessFL/FR
 petitgrain lime oilFL/FR
 petitgrain mandarin oil terpenelessFL/FR
 petitgrain oil paraguayFL/FR
 phenethyl pivalateFL/FR
2-phenoxyethyl formateFR
 phenyl acetaldehyde diethyl acetalFL/FR
 pineapple heptadienone 10%FR
isopropyl isobutyrateFL/FR
 prune glycidateFR
 rhodinyl acetateFL/FR
 rhubarb undecaneFR
 rose carboxylateFR
 saffron pyranoneFR
 tangerine acetateFR
 tangerine nitrileFR
 tangerine oil americaFL/FR
 tangerine oil terpenelessFL/FR
alpha-terpinyl acetateFL/FR
 terpinyl formateFL/FR
alpha-terpinyl methyl etherFL/FR
 terpinyl propionateFL/FR
 tetrahydroionyl acetateFR
 tetrahydrolinalyl acetateFR
 tetrahydromyrcenyl acetateFR
 TMH aldehydeFR
 tonka bean absoluteFR
 tonka bean resinoidFR
 tonka ketoneFR
 tricyclodecenyl isobutyrateFR
 trimethyl cyclohexeneFR
 tropical indeneFR
 undecanal dimethyl acetalFR
10-undecenal (aldehyde C-11 undecylenic)FL/FR
 vanilla cresolFR
 verbena absolute spainFL/FR
 verbena oil spainFL/FR
 verbena oil terpenelessFL/FR
 violet dienyneFR
 watermelon ketoneFR
 waxy nitrileFR
Synonyms   Articles   Notes   Search   Top
Potential Uses:
 ash mountain ash berry 
 litsea cubebaFL/FR
 melissa balmFL
 orange bitterFL/FR
 orange mockFR
Synonyms   Articles   Notes   Search   Top
Natural Occurrence in: note
 found in nature
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 cyclohexene, 4-methyl-
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PubMed: Effects of Chemical Complexity on the Autoxidation Mechanisms of Endocyclic Alkene Ozonolysis Products: From Methylcyclohexenes toward Understanding α-Pinene.
PubMed: Screening and identification of phytotoxic volatile compounds in medicinal plants and characterizations of a selected compound, eucarvone.
PubMed: Differentiation of manuka honey from kanuka honey and from jelly bush honey using HS-SPME-GC/MS and UHPLC-PDA-MS/MS.
PubMed: Chemical characterization of Brickellia cavanillesii (Asteraceae) using gas chromatographic methods.
PubMed: Assessment of Volatile Chemical Composition of the Essential Oil of Jatropha ribifolia (Pohl) Baill by HS-SPME-GC-MS Using Different Fibers.
PubMed: [Chemical composition of essential oil from Thymus citriodorus and its toxic effect on liver cancer cells].
PubMed: Catalytic hydrogenation activity and electronic structure determination of bis(arylimidazol-2-ylidene)pyridine cobalt alkyl and hydride complexes.
PubMed: Cationic D4R zinc phosphate-anionic polyoxometalate hybrids: synthesis, spectra, structure and catalytic studies.
PubMed: Larvicidal activity of essential extract of Rosmarinus officinalis against Culex quinquefasciatus.
PubMed: Isolation of volatiles from Nigella sativa seeds using microwave-assisted extraction: effect of whole extracts on canine and murine CYP1A.
PubMed: 2,2,7,7-Tetra-methyl-1,2,3,4,5,6,7,8-octa-hydro-acridine-1,8-dione.
PubMed: Repellents and acaricides as personal protection measures in the prevention of tick-borne diseases.
PubMed: Hematopoietic modulators as potential agents for the treatment of leukemia.
PubMed: In vitro antifungal activity of Burkholderia gladioli pv. agaricicola against some phytopathogenic fungi.
PubMed: Kinetics and products of the reactions of OH radicals with cyclohexene, 1-methyl-1-cyclohexene, cis-cyclooctene, and cis-cyclodecene.
PubMed: Functionalized mesoporous silica supported copper(II) and nickel(II) catalysts for liquid phase oxidation of olefins.
PubMed: Facile carbohydrate-based stereocontrolled divergent synthesis of (+)-pericosines A and B.
PubMed: [Current contact allergens].
PubMed: Perfectly alternating copolymerization of CO2 and epichlorohydrin using cobalt(III)-based catalyst systems.
PubMed: Chirogenic [3 + 2]-photocycloaddition reactions of 2-substituted naphthoquinones with cyclic alkenes.
PubMed: Can exposure limitations for well-known contact allergens be simplified? An analysis of dose-response patch test data.
PubMed: Stereostructure reassignment and determination of the absolute configuration of pericosine D(o) by a synthetic approach.
PubMed: Regioselective alkylation of heteroaromatic compounds with 3-methyl-2-quinonyl boronic acids.
PubMed: Effectiveness of different solid-phase microextraction fibres for differentiation of selected Madeira island fruits based on their volatile metabolite profile--identification of novel compounds.
PubMed: Clean photodecomposition of 1-methyl-4-phenyl-1H-tetrazole-5(4H)-thiones to carbodiimides proceeds via a biradical.
PubMed: Ozonolysis of cyclic alkenes as surrogates for biogenic terpenes: primary ozonide formation and decomposition.
PubMed: [Analysis the chemical constituents of volatile oils in Medinilla arboricola by SPME-GC-MS].
PubMed: Chemoenzymatic synthesis of carbasugars (+)-pericosines A-C from diverse aromatic cis-dihydrodiol precursors.
PubMed: Catalytic dicyanative [4+2] cycloaddition triggered by cyanopalladation of conjugated enynes under aerobic conditions.
PubMed: (3S,4R,4aS,7aR,12bS)-3-Cyclo-propyl-meth-yl-4a,9-dihy-droxy-3-methyl-7-oxo-2,3,4,4a,5,6,7,7a-octa-hydro-1H-4,12-methano-1-benzofuro[3,2-e]isoquinolin-3-ium 2,2,2-trifluoro-acetate methanol solvate.
PubMed: rac-(1R*,2S*,3S*)-Diethyl 4-methyl-2-phenyl-6-(2-phenyl-hydrazinyl-idene)cyclo-hex-4-ene-1,3-dicarboxyl-ate.
PubMed: Specific adducts formed through a radical reaction between peptides and contact allergenic hydroperoxides.
PubMed: Four mu4-oxo-bridged copper(II) complexes: magnetic properties and catalytic applications in liquid phase partial oxidation reactions.
PubMed: Facile and efficient synthesis of naturally occurring carbasugars (+)-pericosines A and C.
PubMed: Ring strain energy in the cyclooctyl system. The effect of strain energy on [3 + 2] cycloaddition reactions with azides.
PubMed: The main chemical composition and in vitro antifungal activity of the essential oils of Ocimum basilicum Linn. var. pilosum (Willd.) Benth.
PubMed: The production of myco-diesel hydrocarbons and their derivatives by the endophytic fungus Gliocladium roseum (NRRL 50072).
PubMed: Photochemistry of imidacloprid in model systems.
PubMed: New potato micro-tuber-inducing cyclohexene compounds related to theobroxide from Lasiodiplodia theobromae.
PubMed: Oxidation of p-chlorotoluene and cyclohexene catalysed by polymer-anchored oxovanadium(IV) and copper(II) complexes of amino acid derived tridentate ligands.
PubMed: Tetrahydrobenzo- and benzofurobenzopyrones as a new class of potential photoreagents toward DNA.
PubMed: 13-cis-Beta,beta-carotene and 15-cis-beta,beta-carotene.
PubMed: Purification of carbonic anhydrase from dog erythrocytes and investigation of in vitro inhibition by various compounds.
PubMed: Methyl 2-(2-hydroxy-benzyl-ideneamino)-4,5,6,7-tetra-hydro-1-benzothio-phene-3-carboxyl-ate.
PubMed: (6aR,10aR)-6,6,9-Trimethyl-3-pentyl-6a,7,8,10a-tetra-hydro-6H-benzo[c]-chromen-1-yl 4-methyl-benzene-sulfonate.
PubMed: Pericosines, antitumour metabolites from the sea hare-derived fungus Periconia byssoides. Structures and biological activities.
PubMed: Energetics of the allyl group.
PubMed: First total synthesis of antitumor natural product (+)- and (-)-pericosine A: determination of absolute stereo structure.
PubMed: Patch test results with patients' own perfumes, deodorants and shaving lotions: results of the IVDK 1998-2002.
PubMed: A skin-like cytochrome P450 cocktail activates prohaptens to contact allergenic metabolites.
PubMed: Olefin epoxidation with hydrogen peroxide catalyzed by lacunary polyoxometalate [gamma-SiW10O34H2O2]4-.
PubMed: Synthesis and biological evaluation of carboacyclic nucleosides with (Z) and (E)-9-[4,4-bis(hydroxymethyl)]-2-butenyl side chain.
PubMed: Enantioselective organocatalytic formal [3 + 3]-cycloaddition of alpha,beta-unsaturated aldehydes and application to the asymmetric synthesis of (-)-isopulegol hydrate and (-)-cubebaol.
PubMed: Synthesis, structural characterization, and catalytic performance of dititanium-substituted gamma-Keggin silicotungstate.
PubMed: Bisoxazolines with one and two sidearms: stereodirecting ligands for copper-catalysed asymmetric allylic oxidations of alkenes.
PubMed: Stereochemistry and deuterium isotope effects associated with the cyclization-rearrangements catalyzed by tobacco epiaristolochene and hyoscyamus premnaspirodiene synthases, and the chimeric CH4 hybrid cyclase.
PubMed: Electrochemical olefin epoxidation employing an iron(IV)porphyrin/trisbipyridineruthenium(III) polymer catalyst.
PubMed: A conjugated diene identified as a prohapten: contact allergenic activity and chemical reactivity of proposed epoxide metabolites.
PubMed: Photodegradation chemistry of the insecticide phosmet in lipid models and in the presence of wool wax, employing a 15N-labeled compound.
PubMed: In vitro inhibition effects of some new sulfonamide inhibitors on human carbonic anhydrase I and II.
PubMed: Terpenes from Otostegia integrifolia.
PubMed: [Chemical components of essential oils from the herb of Ligularia virgaurea].
PubMed: 16-Cyano-13alpha-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3beta-yl acetate.
PubMed: The induction of gene mutations and micronuclei by oxiranes and siloranes in mammalian cells in vitro.
PubMed: Thermal activation of hydrocarbon C-H bonds initiated by a tungsten allyl complex.
PubMed: Adducts of phenoxathiin and thianthrene cation radicals with alkenes and cycloalkenes.
PubMed: In vivo studies on the metabolism of the monoterpene pulegone in humans using the metabolism of ingestion-correlated amounts (MICA) approach: explanation for the toxicity differences between (S)-(-)- and (R)-(+)-pulegone.
PubMed: X-ray crystallographic and theoretical studies of an anticonvulsant enaminone: methyl 4-(4'-bromophenyl)amino-6-methyl-2-oxocyclohex-3-en-1-oate.
PubMed: In vivo exposure of female rats to toxicants may affect oocyte quality.
PubMed: Mild, fast, and stereoselective epoxide opening by ketone enolate anions. Application to synthesis of the norlignan curculigine.
PubMed: Synthesis and anticonvulsant activity of enaminones. Part 7. Synthesis and anticonvulsant evaluation of ethyl 4-[(substituted phenyl)amino]-6-methyl-2-oxocyclohex-3-ene-1-carboxylates and their corresponding 5-methylcyclohex-2-enone derivatives.
PubMed: Relative reactivity of peracids versus dioxiranes (DMDO and TFDO) in the epoxidation of alkenes. A combined experimental and theoretical analysis.
PubMed: (-)-Axinyssene: a novel cytotoxic diterpene from a Japanese marine sponge Axinyssa sp.
PubMed: 4,5,9,10-tetrahydro-4-methyl-2-phenyl-9,10-epoxy-3H,10aH-cyclobuta[a]benzo[2,3,4-de]isoquinoline-3,5-dione.
PubMed: Mutagenic activity of structurally related oxiranes and siloranes in Salmonella typhimurium.
PubMed: Effect of P-glycoprotein on the pharmacokinetics and tissue distribution of enaminone anticonvulsants: analysis by population and physiological approaches.
PubMed: Synthesis and anticonvulsant activity of enaminones. 4. Investigations on isoxazole derivatives.
PubMed: Mono- and bisadducts from the addition of thianthrene cation radical salts to cycloalkenes and alkenes.
PubMed: Detection of a "nonaromatic" NIH shift during in vivo metabolism of the monoterpene carvone in humans.
PubMed: Kinetic characterization of enzyme inhibitors using electrospray-ionization mass spectrometry coupled with multiple reaction monitoring.
PubMed: A novel mixed dimer of a norephedrine-derived chiral lithium amide and 2-lithium-1-methylimidazole, and catalytic enantioselective deprotonation of cyclohexene oxide.
PubMed: Experimental Investigation of the Primary and Secondary Deuterium Kinetic Isotope Effects for Epoxidation of Alkenes and Ethylene with m-Chloroperoxybenzoic Acid.
PubMed: Photoinitiated catalysis in Nafion membranes containing palladium(II) meso-tetrakis(N-methyl-4-pyridyl)porphyrin and iron(III) meso-tetrakis-(2,6-dichlorophenyl)porphyrin for O2-mediated oxidations of alkenes.
PubMed: In vivo studies on the metabolism of the monoterpenes S-(+)- and R-(-)-carvone in humans using the metabolism of ingestion-correlated amounts (MICA) approach.
PubMed: Inhalation toxicity studies of the alpha,beta-unsaturated ketones: ethyl vinyl ketone.
PubMed: Thermal activation of hydrocarbon C-H bonds by tungsten alkylidene complexes.
PubMed: A short stereoselective preparation of dienamides from cyclobutene compounds. Application in the synthesis of a new cyclohexene nucleoside.
PubMed: Mechanism of the antigen formation of carvone and related alpha, beta-unsaturated ketones.
PubMed: Structure-activity relationships of phenylcyclohexene and biphenyl antitubulin compounds against plant and mammalian cells.
PubMed: A Cu(II)-mediated C-H oxygenation of sterically hindered tripyridine ligands to form triangular Cu(II)3 complexes.
PubMed: Synthesis, structure, and H2O2-dependent catalytic functions of disulfide-bridged dicopper(I) and related thioether-copper(I) and thioether-copper(II) complexes.
PubMed: Reductions with lithium in low molecular weight amines and ethylenediamine
PubMed: Blocking adenylyl cyclase inhibits olfactory generator currents induced by "IP(3)-odors".
PubMed: Enantioselective Diels-Alder approach to C-3-oxygenated angucyclinones from (SS)-2-(p-tolysulfinyl)-1,4-naphthoquinone.
PubMed: Substrate range of benzylsuccinate synthase from Azoarcus sp. strain T.
PubMed: Antiinflammatory agents: new series of N-substituted amino acids with complex pyrimidine structures endowed with antiphlogistic activity.
PubMed: beta-triketones from myrtaceae: isoleptospermone from leptospermum scoparium and papuanone from corymbia dallachiana
PubMed: Determination of pyrolysis products of smoked methamphetamine mixed with tobacco by tandem mass spectrometry.
PubMed: Odorants selectively activate distinct G protein subtypes in olfactory cilia.
PubMed: Ru(3)(CO)(12)-Catalyzed Reaction of Pyridylbenzenes with Carbon Monoxide and Olefins. Carbonylation at a C-H Bond in the Benzene Ring.
PubMed: Metalloporphyrin Peroxo Complexes of Iron(III), Manganese(III), and Titanium(IV). Comparative Studies Demonstrating That the Iron(III) Complex Is Extremely Nucleophilic.
PubMed: The biotransformation of isoprene and the two isoprene monoepoxides by human cytochrome P450 enzymes, compared to mouse and rat liver microsomes.
PubMed: Synthesis of Enantiomerically Pure Bis(hydroxymethyl)-Branched Cyclohexenyl and Cyclohexyl Purines as Potential Inhibitors of HIV.
PubMed: Isoaromatization of 4-Alkylidene-3-oxo-1- cyclohexene-1-carboxylates. Convenient Synthesis of Methyl 4-Alkyl-3-hydroxybenzoates.
PubMed: Synthesis and antimicrobial activity of some new carbazoles, indazoles, quinolines, quinazolines and naphthalenes from 3-methyl-5-phenyl-6-benzylidene-2-cyclohexene-1-one.
PubMed: The discovery and structure-activity relationships of 1,2,3,6-tetrahydro-4-phenyl-1-[(arylcyclohexenyl)alkyl]pyridines. Dopamine autoreceptor agonists and potential antipsychotic agents.
PubMed: Metabolism of tetramethrin isomers in rat. I. Identification of a sulphonic acid type of conjugate and reduced metabolites.
PubMed: Structure of 6-fluoro-1,2,3,4,7,12-hexahydro-7-methyl-12-methylene- benz[a]anthracene.
PubMed: Autoxidation of tetrazepam in tablets: prediction of degradation impurities from the oxidative behavior in solution.
PubMed: Antiviral phloroglucinols from New Zealand Kunzea species.
PubMed: [Search for antimetabolites among 5-trimethylsilyluracil nucleosides and their nonglycoside analogs].
PubMed: The structure at 198 K of (1R,5R,15R,16R)-5-isopropenyl-2-methyl- 1-[N-(trans-2-phenylcyclohexyloxycarbonyl)amino]-2-cyclohexene.
PubMed: Synthesis of affinity ligands and radioactive probes for isolation and study of myo-inositol 1,4,5-trisphosphate binding proteins.
PubMed: NTP Toxicology and Carcinogenesis Studies of d-Limonene (CAS No. 5989-27-5) in F344/N Rats and B6C3F1 Mice (Gavage Studies).
PubMed: Identification of isoprenoid-type components in human expired air: a possible shunt pathway in sterol metabolism.
PubMed: Mechanism of N-acetylpenicillamine (NAPA) potentiation of biliary excretion of methyl mercury in the rat. Influence of glutathione depletors, and metabolization of NAPA and of cysteine in relation to 1-chloro-2,4-dinitrobenzene (DNB) and bromosulphophthalein (BSP) conjugation.
PubMed: Acetohydroxyacid synthase inhibitors: N-phthalyl-L-valine anilide and related compounds.
PubMed: [Screening and detection of tetrazepam and its major metabolites].
PubMed: N-acetylpenicillamine potentiation of biliary excretion of methyl mercury: influence of glutathione depletors.
PubMed: Methyl trisporate E. A sex pheromone in Phycomyces blakesleeanus.
PubMed: (+/-)-2-Depentylperhydrohistrionicotoxin: a new probe for a regulatory site on the nicotinic acetylcholine receptor-channel.
PubMed: Biliary metabolites of all-trans-retinoic acid in the rat: isolation and identification of a novel polar metabolite.
PubMed: [Antitumor and toxic properties of retinoid C15].
PubMed: Inhibition of embryonic development in Rana pipiens by 2-methyl-3-ethyl-4-phenyl-4-cyclohexene carboxylic acid (ORF 3858).
PubMed: [Synthesis of 3-amino-4-methyl-2-pentenamide, 2-amino-1-cyclohexene-1-carboxamide and 3-amino-2,4-diphenyl-2-butenamide and synthesis of 4(3H)-pyrimidone derivatives from them].
PubMed: Studies on the effect of 2-methyl-3-ethyl-4-phenyl-delta-4-cyclohexene carboxylic acid (ORF 3858) and its p-hydroxylated metabolites on uptake of 3H-estradiol-17beta by the uterus.
PubMed: Studies on the antifertility effect and metabolism of a new, postcoital oral contraceptive, 2-methyl-3-ethyl-4-phenyl-delta-4-cyclohexene carboxylic acid, sodium salt (ORF-4463).
PubMed: [Synthesis of polycyclic compounds related to steroids. XXII. Investigation in the field of stereochemistry of polycyclic compounds monoesters of cis- and trans 1-methyl-1,2-cyclohexanedicarboxylic acids or 1-methyl-4-cyclohexene-1,2-dicarboxylic acids and their conversion].
PubMed: The action of t-butyl hypochlorite on 1-methyl-4-isopropyl-3-cyclohexene [p-menthene-(3)].
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Soluble in:
 water, 45.39 mg/L @ 25 °C (est)
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