CAS: 89-81-6; 6-Isopropyl-3-Methyl-2-Cyclohexen-1-One Predominantly

该化合物是一个循环单体酮,主要存在于各种植物的基本油类中,特别是矛头和其他薄质的油类中,具有一种独特的微粒芳香,在香味和调味行业中具有价值.该化合物在室内温度下无色可粉黄的黄色液体,以相对较低的沸点而闻名.Piperitone具有一种手性,它以两种对应形式存在,可以有不同的生物活动.它存在于乙醇和醚等有机溶剂中,但水溶性有限.就其化学再活性而言,Piperitone可以经受各种典型的氯酮反应,包括氧化和减少.此外,已经研究过它潜在的抗微生物和杀虫性特性,有助于其在天然产品化学和农业中的应用.安全数据表明,应该谨慎处理它,因为它对皮肤和眼睛具有刺激性.

结构式图片

相似化合物

6091-50-5 4573-50-6 491-04-3

物理性质

MSDS等安全信息

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号499781-62-3 (6S)-6-isopropy... | CAS号491-09-8 Piperitenone | CAS号112621-61-1 6-isopropyl-3-m... | CAS号61585-35-1 1-methyl-4-isop... | CAS号138-86-3 柠檬烯;双戊烯 | CAS号78871-90-6 methyl 1-isopro... | CAS号34315-76-9 3-methyl-6-prop... | CAS号15062-34-7 4-溴麝香草酚 | CAS号1193-18-6 3-甲基-2-环己烯-1-酮 | CAS号99-87-6 4-异丙基甲苯 | CAS号1687-61-2 2-乙基-5-甲基苯酚 | CAS号108-39-4 间甲酚 | CAS号108-38-3 间二甲苯 | CAS号108-68-9 3,5-二甲基苯酚 | CAS号89-83-8 麝香草酚 | CAS号491-07-6 异薄荷酮 | CAS号10458-14-7 薄荷酮

合成工艺路线路线简述

  • 408524-99-2 = 89-81-6
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water
    标题:Reduction By Dissolving Metals. Vi. Some Applications In Synthesis
    作者:Birch,A. J.; Mukherji,S. M.
    参考文献:Journal Of The Chemical Society 日期:1949 卷标:2531 页码:2531-6]

    55498-82-3 = 89-81-6 [标题:Reaction Conditions
    标题:Conversion Of Plinols Into Piperitone
    作者:Ho,Tse Lok; Liu,Shing Hou
    参考文献:Chemistry & Industry (London 日期:1988 卷标:(24) 页码:787-8]

    499781-62-3 = 89-81-6
    反应条件:1.1 Reagents: Pyridinium Chlorochromate Solvents: Dichloromethane; 0 °C; 2 H,Rt1.2 Solvents: Water
    标题:α'-Hydroxy-α,β-Unsaturated Tosylhydrazones: Preparation And Use As Intermediates For Carbonyl And Enone Transpositions
    作者:Baptistella,Lucia H. B.; Aleixo,Adriana M.
    参考文献:Synthetic Communications 日期:2002 卷标:32(19) 页码:2937-2950]

    1068-55-9 + 760947-61-3 = 89-81-6
    反应条件:1.1 Reagents: Zinc Bromide Solvents: Diethyl Ether; 0 °C; 30 Min,0 °C1.2 Catalysts: Copper(Ii) Acetylacetonate Solvents: Diethyl Ether; 14 H,Rt
    标题:Catalytic Cross-Coupling Of Alkylzinc Halides With α-Chloro Ketones
    作者:Malosh,Chrysa F.; Ready,Joseph M.
    参考文献:Journal Of The American Chemical Society 日期:2004 卷标:126(33) 页码:10240-10241]

    = 89-81-6
    反应条件:1.1 Reagents: Sulfuric Acid,Sodium Dichromate Dihydrate Solvents: Diethyl Ether,Water
    标题:Rearrangements In The Formation Of Some π-Allylpalladium Compounds
    作者:Gray,Gerald A.; Jackson,William Roy; Rooney,J. J.
    参考文献:Journal Of The Chemical Society [section] C: Organic 日期:1970 卷标:(13) 页码:1788-9]

    138-86-3 = 89-81-6
    反应条件:1.1 Reagents: Hydrogen Catalysts: Platinum Dioxide Solvents: Ethanol; 1 H,Rt1.2 Reagents: Oxygen,Rose Bengal Solvents: Ethanol; 10 D,Rt1.3 Reagents: Sodium Sulfite Solvents: Water; 0 °C; Overnight,Rt1.4 Reagents: Chromium Trioxide,Sulfuric Acid Solvents: Acetone; 2 H,Rt
    标题:Lipase-Catalyzed Resolution Of P-Menthan-3-Ol Monoterpenes: Preparation Of The Enantiomer-Enriched Forms Of Menthol,Isopulegol,Trans- And Cis-Piperitol,And Cis-Isopiperitenol
    作者:Serra,Stefano; Brenna,Elisabetta; Fuganti,Claudio; Maggioni,Francesco
    参考文献:Tetrahedron: Asymmetry 日期:2003 卷标:14(21) 页码:3313-3319]

    94733-48-9 = 89-81-6
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water
    标题:Improved Method Of Obtaining Piperitone
    作者:Bazyl'Chik,V. V.; Overchuk,T. N.
    参考文献:Khimiya Prirodnykh Soedinenii 日期:1992 卷标:335 页码:335-338]

    173612-47-0 = 89-81-6
    反应条件:1.1 Catalysts: Azobisisobutyronitrile Solvents: Benzene; Rt -> Reflux1.2 Reagents: Tributylstannane; 1.5 H,Reflux
    标题:α,β-Unsaturated And Cyclopropyl Acyl Radicals,And Their Ketene Alkyl Radical Equivalents. Ring Synthesis And Tandem Cyclization Reactions
    作者:Hayes,Christopher J.; Herbert,Nicola M. A.; Harrington-Frost,Nicole M.; Pattenden,Gerald
    参考文献:Organic & Biomolecular Chemistry 日期:2005 卷标:3(2) 页码:316-327]

    91906-06-8 = 89-81-6
    反应条件:1.1 Reagents: Sulfuric Acid
    标题:β-Dicarbonyl Compounds. Viii. Synthesis Of Piperitone And Carvenone,Starting With Michael Adducts Of β-Dicarbonyl Compounds
    作者:Henecka,Hans
    参考文献:Chemische Berichte 日期:1949 卷标:82 页码:112-16]

    112621-61-1 = 89-81-6
    反应条件:1.1 Reagents: Lithium Acetate,Lithium Iodide Solvents: Acetic Acid1.2 Reagents: Potassium Bicarbonate,Sodium Thiosulfate Solvents: Water
    标题:Synthetic Elaboration Of Diosphenols. Part 3. Replacement Of Enolic Oxygen By Hydrogen
    作者:Ponaras,Anthony A.; Zaim,Omer; Pazo,Yessica; Ohannesian,Lena
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(5) 页码:1110-12]

    72311-09-2 = 89-81-6
    反应条件:1.1 Reagents: Methylium,Triphenyl-,Tetrafluoroborate(1-) (1:1) Solvents: Dichloromethane
    标题:O-Silylated Enolates And Allylsilanes In Organic Synthesis
    作者:Paterson,Ian
    参考文献:1979]

    491-09-8 = 89-81-6
    反应条件:1.1 Reagents: Hydrogen Catalysts: Bis[1,1′-[(4S)-[4,4′-Bi-1,3-Benzodioxole]-5,5′-Diyl]Bis[1,1-Bis(4-Methylphenyl)P... Solvents: Dichloromethane; 18 H,50 °C
    标题:Highly Enantio- And S-Trans C=c Bond Selective Catalytic Hydrogenation Of Cyclic Enones: Alternative Synthesis Of (-)-Menthol
    作者:Ohshima,Takashi; Tadaoka,Hiroshi; Hori,Kiyoto; Sayo,Noboru; Mashima,Kazushi
    参考文献:Chemistry - A European Journal 日期:2008 卷标:14(7) 页码:2060-2066]

    1076-56-8 = 89-81-6
    反应条件:1.1 Reagents: Lithium
    标题:The Reduction Of Phenolic Ethers To Ethylenic And Saturated Terpenic Ketones
    作者:Dupont,Georges; Dulou,Raymond; Crabbe,Pierre
    参考文献:Bulletin De La Societe Chimique De France 日期:1955 卷标:621 页码:621-4
📜Se-Phenyl 3,7-Dimethylocta-2E,6-Dienselenoate置于偶氮二异丁腈,三正丁基氢锡体系中,用 苯 作为反应溶剂,化学反应 1.5H,以86%的收率获得产物胡椒酮
参考文献:环结构中的α-烯酮烷基和α,β-不饱和酰基自由基中间体
标题:环结构中的α-烯酮烷基和α,β-不饱和酰基自由基中间体
摘要:用bu 3 Snh-Aibn处理e-α,β-不饱和硒烯基酯1和3A分别产生相应的环己烯酮2,并通过假定的α-烯酮烷基自由基中间体产生相应的环己烯酮2.以类似的方式,环丙基酯9产生12和13的混合物,并且2,7-二烯硒烯基酯15经历新的双环化,以76%的产率产生二喹烷17.
DOI:10.1016/0040-4039(95)02147-7

海关参考信息

专利信息


专利号:US-3962341-A
优先权日:1973-02-06
标 题:Production of piperitenone
发明人：GOETZ NORBERT
权利人:BASF AG
摘要:A process for the production of piperitenone by heating 3,3-dimethylacrolein in the presence of an acid. Piperitenone is a valuable intermediate for the synthesis of menthol which is much sought after for cosmetic and pharmaceutical purposes.

专利号:US-7825268-B2
优先权日:2003-12-23
标 题:Alkoxylactones, alkoxylactams and alkoxythiolactams for controlling processes based on microbial interaction
发明人：STUMPE STEFAN; BREVES ROLAND; HUCHEL URSULA; JANSSEN FRANK; HAETZELT ANDRE
权利人:HENKEL AG & CO KGAA
摘要:Compounds of the Formula I, n nwherein A 1 is O or NH; A 2 is O or S; each of R 1 and R 2 is independently hydrogen, a methyl or C 2 -C 8 -saturated or mono- or doubly unsaturated, branched or linear hydrocarbon group; and R 3 is a C 1 -C 18 -saturated or mono- or doubly unsaturated, branched or linear hydrocarbon group wherein, each of R 1 , R 2 and R 3 comprises a heteroatom selected from the group consisting of O and S in the chain and/or is mono- or multiply-substituted by a substituent selected from the group consisting of halogen, hydroxy, C 1 -C 6 -alkyl, trifluoromethyl, C 1 -C 6 -alkoxy, C 6 -C 10 -aryl, and C 1 -C 6 -alkyl-C 6 -C 10 -aryl are useful for controlling the interaction process between microorganisms such as in the development and/or maturation of biofilms; multicellular swarm behavior; the concerted development of antibiotic resistances; the concerted synthesis of antibiotics; the concerted synthesis of pigments; the concerted production of extracellular enzymes; or the concerted production of virulence factors.

专利号:US-5879690-A
优先权日:1995-09-07
标题:Topical administration of catecholamines and related compounds to subcutaneous muscle tissue using percutaneous penetration enhancers
发明人：PERRICONE NICHOLAS V
摘要:Compositions for the topical treatment of sagging subcutaneous muscle and overlying cutaneous tissue contain an active ingredient exhibiting or producing catecholamine activity such as catecholamines and/or related compounds in a dermatologically acceptable carrier that contains at least one percutaneous penetration enhancer. Examplary catecholamines include adrenaline, norepinepherine, dopamine and their precursors; catecholamine precursors such as tyrosine and phenylalanine are preferred. Many embodiments, particularly those employing tyrosine and/or phenylalanine as a catecholamine precursor, further contain a neurotransmitter synthesis enhancer such as dimethylaminoethanol, and other co-factors such as vitamin B 6 and pantothenic acid or calcium pantothenate are included in the composition to enhance the action of the active ingredients. Other compounds that scavenge free radicals and antioxidants may also be added.

专利号:CN-102123982-B
优先权日:2008-08-15
标题:Synthesis of cyclohexane derivatives useful as sensates in consumer products

专利号:CN-102123982-A
优先权日:2008-08-15
标题 :Synthesis of cyclohexane derivatives useful as sensates in consumer products

专利号:CN-1807403-A
优先权日:2001-08-03
标 题:Protected 3,5-dihydroxy-2,2-dimethyl-valeroamides for the synthesis of epothilones and derivatives and process for the production and the use

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主要参考文献


1: Bai X, Liu L, Zhang J, Chen L, Wu T, Aisa HA, Maiwulanjiang M. Spectrum- effect relationship between GC-QTOF-MS fingerprint and antioxidant, anti- inflammatory activities of Schizonepeta tenuifolia essential oil. Biomed Chromatogr. 2021 Feb
27:e5106. doi: 10.1002/bmc.5106. Epub ahead of print. 17(1):74. doi: 10.1186/s12917-021-02762-8.
3: Fei X, Qi Y, Lei Y, Wang S, Hu H, Wei A. Transcriptome and Metabolome Dynamics Explain Aroma Differences between Green and Red Prickly Ash Fruit. Foods. 2021 Feb 10;10(2):391. doi: 10.3390/foods10020391.

合成参考文献


参考文献:10.1080/1745039x.2011.568275
摘要:Abdallah Sallam SM, Mohamed Abdelgaleil SA, da Silva Bueno IC, Abdelwahab Nasser ME, Araujo RC, Abdalla AL. Effect of some essential oils onin vitromethane emission. Archives of Animal Nutrition. 2011 Jun;65(3):203–14. doi: 10.1080/1745039x.2011.568275.
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