CAS: 93-15-2; 4-Allyl-1,2-Dimethoxybenzene

该化合物是一种该化合物是一种无色的黄色液体,其青色的芳香状状色广泛用作调味剂和香味中间体,其主要优点包括高纯度(>98%),标准条件下的稳定性和低挥发性,使之适合控制释放的应用.甲基乙基醇在昆虫学中也被视为雄性巴克特罗塞拉果蝇的强大吸引剂,有助于虫害监测和控制.它与有机溶剂的兼容性及其作为合成化学前体的作用进一步增强了其在工业和研究应用中的效用.由于它具有潜在的敏化特性,因此建议适当处理.

结构式图片

欧盟法规

欧盟化妆品法规附录三-限用物质清单REACH注册ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

CAS号97-53-0 丁香酚 | CAS号74-88-4 碘甲烷 | CAS号591-87-7 乙酸烯丙酯 | CAS号2859-78-1 3,4-二甲氧基溴苯 | CAS号77-78-1 硫酸二甲酯 | CAS号89980-69-8 3,4-二甲氧基苯基溴化镁 | CAS号107-18-6 烯丙醇 | CAS号627-40-7 烯丙基甲基醚 | CAS号10152-76-8 烯丙基甲硫醚 | CAS号16766-27-1 4-氯-1,2-二甲氧基苯 | CAS号107416-41-1 6,7-二甲-1,3-二甲基-... | CAS号3943-77-9 3,4-二甲氧基苯甲酸乙酯 | CAS号5932-68-3 (E)-2-甲氧基-4-(1-... | CAS号19784-98-6 2-Methoxy-5-[(E... | CAS号19578-92-8 1-(3,4-二甲氧基苯基)丙-2-醇 | CAS号776-99-8 3,4-二甲氧基苯丙酮 | CAS号120-14-9 藜芦醛; 3,4-二甲氧基苯甲醛 | CAS号5703-21-9 (3,4-二甲氧基苯基)乙醛 | CAS号27602-80-8 23EPOXYEUGENOLM... | CAS号93-40-3 3,4-二甲氧基苯乙酸

合成工艺路线路线简述

  • 合成目标产物 Methyl Eugenol 主要起始原料 Eugenol And Iodomethane
  • 2859-78-1 = 93-15-2
    反应条件:1.1 Catalysts: Dichlorobis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran; 12 H,60 °C
    标题:Pd-Catalyzed Cross-Coupling Of Haloarenes And Chloroarene-Cr(Co)3 Complexes With Stabilized Vinyl- And Allylaluminium Reagents
    作者:Schumann,Herbert; Kaufmann,Jens; Schmalz,Hans-Guenther; Boettcher,Andreas; Gotov,Battsengel
    参考文献:Synlett 日期:2003 卷标:(12) 页码:1783-1788]

    = 93-15-2
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 40 °C1.2 17 H,40 °C
    标题:Catalyst-Free Ligin Valorization By Acetoacetylation. Structural Elucidation By Comparison With Model Compounds
    作者:Krall,Eric M.; Serum,Eric M.; Sibi,Mukund P.; Webster,Dean C.
    参考文献:Green Chemistry 日期:2018 卷标:20(13) 页码:2959-2966]

    = 93-15-2
    反应条件:1.1 Catalysts: Potassium Fluoride; 3 H,0.25 Mpa,200 °C
    标题:Method For Preparing Methyleugenol Via Methylation Of Eugenol With Dimethyl Carbonate
    参考文献:China]

    = 93-15-2
    反应条件:1.1 Reagents: Sodium Hydroxide
    标题:Synthesis And Functionality Of Eugenol-Based Polyacetylenes
    作者:Rahim,E. A.; Sanda,F.
    参考文献:Journal Of Physics: Conference Series 日期:2019 卷标:1242]

    = 93-15-2
    反应条件:1.1 Catalysts: Potassium Carbonate; Rt -> 155 °C1.2 5.5 H,155 °C; 0.5 H,155 °C
    标题:Synthesis Of Methyleugenol With Dimethyl Carbonate As Methylating Agent
    作者:Sun,Li-Yuan; Zhu,Kai
    参考文献:Linchan Huaxue Yu Gongye 日期:2013 卷标:33(2) 页码:139-143]

    = 93-15-2
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 12 H,Reflux
    标题:Stereoselective Synthesis Of 1-Arylpropan-2-Amines From Allylbenzenes Through A Wacker-Tsuji Oxidation-Biotransamination Sequential Process
    作者:Gonzalez-Martinez,Daniel; Gotor,Vicente; Gotor-Fernandez,Vicente
    参考文献:Advanced Synthesis & Catalysis 日期:2019 卷标:361(11) 页码:2582-2593]

    = 93-15-2
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 20 Min,Rt; Overnight,Rt1.2 1.5 H,Rt; 3 H,110 - 120 °C
    标题:Synthesis 3,4-Dimethoxybenzyl-2,4-Dihydroxyphenyl Ketone From Eugenol
    作者:Matsjeh,S.; Anwar,C.; Sholikhah,E. N.; Alimuddin,A. A.
    参考文献:International Journal Of Chemical Engineering And Applications 日期:2015 卷标:6(1) 页码:61-65]

    = 93-15-2
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 15 Min1.2 30 Min; 1 H,103 °C
    标题:Synthesis Of New Fused Ring Sultone From Eugenol And Its Derivatives
    作者:Sudarma,I. M.; Hidayati,R.; Darmayanti,M. G.
    参考文献:Rasayan Journal Of Chemistry 日期:2020 卷标:13(2) 页码:1193-1198]

    = 93-15-2
    反应条件:1.1 Reagents: Magnesium Catalysts: Iodine Solvents: Diethyl Ether,1,2-Dibromoethane; Rt; 2 H,Reflux1.2 Solvents: Hexane; Rt1.3 Reagents: Hydrochloric Acid Solvents: Water; Ph 7
    标题:Synthesis Method Of Eugenol Methyl Ether As Flavoring Agent
    参考文献:China]

    = 93-15-2
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 24 H,60 °C
    标题:Substituted Dihydronaphthalenes As Efflux Pump Inhibitors Of Staphylococcus Aureus
    作者:Thota,Niranjan; Reddy,Mallepally V.; Kumar,Ashwani; Khan,Inshad A.; Sangwan,Payare L.; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2010 卷标:45(9) 页码:3607-3616]

    = 93-15-2 + 93-51-6 + 59056-76-7 + 5888-52-8 + 874-41-9
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 6 H,330 °C
    标题:Molybdenum Carbide,Supercritical Ethanol And Base: Keys For Unlocking Renewable Btex From Lignin
    作者:Lui,Matthew Y.; Et Al
    参考文献:Applied Catalysis 日期:2023 卷标:325]

    90-05-1 = 93-15-2 + 93-51-6 + 59056-76-7 + 5888-52-8 + 874-41-9
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; Overnight,Rt -> Reflux2.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; 1 H,-78 °C; 10 Min2.2 Solvents: Tetrahydrofuran; 30 Min; 2 H2.3 Reagents: Carbon Dioxide3.1 Reagents: Lithium Borohydride Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; Overnight,Rt3.2 Reagents: Water; Rt4.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 6 H,330 °C
    标题:Molybdenum Carbide,Supercritical Ethanol And Base: Keys For Unlocking Renewable Btex From Lignin
    作者:Lui,Matthew Y.; Et Al
    参考文献:Applied Catalysis 日期:2023 卷标:325]

    = 93-15-2
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Diglyme; 4 H,150 - 155 °C
    标题:Synthesis Of Aryl Alkyl Ethers By Alkylation Of Phenols With Quaternary Ammonium Salts
    作者:Maras,Nenad; Polanc,Slovenko; Kocevar,Marijan
    参考文献:Acta Chimica Slovenica 日期:2010 卷标:57(1) 页码:29-36]

    = 93-15-2
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: Water
    标题:Total Synthesis Of (+/-)-Codeine Through 1,3-Dipolar Cycloaddition
    作者:Erhard,Thomas
    参考文献:2011]

    = 93-15-2
    反应条件:1.1 Catalysts: 1H-Imidazolium,2-Carboxy-1,3-Dimethyl-,Inner Salt Solvents: Acetonitrile; 80 Min,160 °C
    标题:Masked N-Heterocyclic Carbene-Catalyzed Alkylation Of Phenols With Organic Carbonates
    作者:Lui,Matthew Y.; Yuen,Alexander K. L.; Masters,Anthony F.; Maschmeyer,Thomas
    参考文献:Chemsuschem 日期:2016 卷标:9(17) 页码:2312-2316]

    = 93-15-2
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; Rt1.2 1 H,20 °C; 1 H,20 °C; 1 H,20 °C -> 40 °C
    标题:Process For Preparation Of Eugenol Methyl Ether
    参考文献:China]

    = 93-15-2
    反应条件:1.1 Catalysts: Potassium Carbonate Solvents: Dimethyl Sulfoxide,Dimethylformamide; 5 H,160 °C
    标题:An Example Of Using Dimethyl Carbonate As An Environmentally Benign Methylating Reagent
    作者:Phan,Thanh Binh; Le,Ngoc Thuc; Nguyen,Thi Thu Trang; Nguyen,Viet Tu; Nguyen,Thi Ngat
    参考文献:Tap Chi Hoa Hoc 日期:2011 卷标:49(6) 页码:680-684]

    = 93-15-2
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone; 3 H,Reflux
    标题:Synthesis Of Novel Isoxazolines Via 1,3-Dipolar Cycloaddition And Evaluation Of Anti-Stress Activity
    作者:Maurya,Rakesh; Ahmad,Ausaf; Gupta,Prasoon; Chand,Kailash; Kumar,Manmeet; Et Al
    参考文献:Medicinal Chemistry Research 日期:2011 卷标:20(2) 页码:139-145]

    = 93-15-2
    反应条件:1.1 Reagents: Potassium Carbonate; 6 H,170 °C
    标题:Dimethyl Carbonate And Phenols To Alkyl Aryl Ethers Via Clean Synthesis
    作者:Ouk,Samedy; Thiebaud,Sophie; Borredon,Elisabeth; Le Gars,Pierre
    参考文献:Green Chemistry 日期:2002 卷标:4(5) 页码:431-435]

    89980-69-8 = 93-15-2
    反应条件:1.1 Catalysts: Bis(Triphenylphosphine)Nickel Dichloride
    标题:Dichlorobis(Triphenylphosphine)-Nickel(Ii)
    作者:Luh,Tien-Yau; Yuan,Tien-Min; Kobayashi,Yuichi
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2009 卷标:1 页码:1-11]

    = 93-15-2
    反应条件:1.1 Solvents: Acetone; 24 H,60 °C
    标题:Preparation Of Dihydronaphthalene Derivatives As Efflux Pump Inhibitors For Treatment Of Infection
    参考文献:India]

    = 93-15-2
    反应条件:1.1 Catalysts: Copper(Ii) 2-Ethylhexanoate,5,10-Dihydro-5,10-Bis[4-(Trifluoromethyl)Phenyl]Phenazine Solvents: Toluene; 18 H,Rt
    标题:Decarboxylative Olefination Of Activated Aliphatic Acids Enabled By Dual Organophotoredox/copper Catalysis
    作者:Tlahuext-Aca,Adrian; Candish,Lisa; Garza-Sanchez,R. Aleyda; Glorius,Frank
    参考文献:Acs Catalysis 日期:2018 卷标:8(3) 页码:1715-1719]

    = 93-15-2 + 93-51-6 + 59056-76-7 + 5888-52-8 + 874-41-9
    反应条件:1.1 Reagents: Lithium Borohydride Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; Overnight,Rt1.2 Reagents: Water; Rt2.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 6 H,330 °C
    标题:Molybdenum Carbide,Supercritical Ethanol And Base: Keys For Unlocking Renewable Btex From Lignin
    作者:Lui,Matthew Y.; Et Al
    参考文献:Applied Catalysis 日期:2023 卷标:325]

    13078-21-2 = 93-15-2 + 93-51-6 + 59056-76-7 + 5888-52-8 + 874-41-9
    反应条件:1.1 Reagents: Lithium Diisopropylamide Solvents: Tetrahydrofuran; 1 H,-78 °C; 10 Min1.2 Solvents: Tetrahydrofuran; 30 Min; 2 H1.3 Reagents: Carbon Dioxide2.1 Reagents: Lithium Borohydride Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; Overnight,Rt2.2 Reagents: Water; Rt3.1 Reagents: Sodium Hydroxide Solvents: Ethanol; 6 H,330 °C
    标题:Molybdenum Carbide,Supercritical Ethanol And Base: Keys For Unlocking Renewable Btex From Lignin
    作者:Lui,Matthew Y.; Et Al
    参考文献:Applied Catalysis 日期:2023 卷标:325]

    9005-53-2 = 93-15-2 + 103-81-1 + 831-00-5 + 22607-11-0 + 74421-05-9 + 2219-78-5 + 219726-60-0 + 94391-24-9 + 60826-26-8 + 7443-70-1 + 51504-54-2 + 72386-20-0
    反应条件:1.1 Reagents: Sodium Hydroxide Catalysts: Molybdenum,Copper Solvents: Methanol,Water; 7 H,220 °C1.2 Reagents: Water
    标题:Cu-Mo Doped Zeolite Zsm-5 Catalyzed Conversion Of Lignin To Alkyl Phenols With High Selectivity
    作者:Singh,Sunit Kumar; Et Al
    参考文献:Catalysis Science & Technology 日期:2015 卷标:5(4) 页码:2117-2124
1-(3,4-Dimethoxyphenyl)Prop-2-En-1-One置于锰,氯化镍二甲氧基乙烷,1,1,3,3-四甲基二硅氧烷,Potassium Tert-Butylate,1,3-Bis(Cyclohexyl)Imidazolium Tetrafluoroborate体系中,用 甲苯 作为反应溶剂,化学反应 5.0H,以76%的收率获得产物甲基丁香酚
参考文献:镍催化的不同碳氧键官能团的还原脱氧
标题:镍催化的不同碳氧键官能团的还原脱氧
摘要:我们报告了一种用于各种含 C-O 键官能团的直接脱氧的催化方法.使用 Ni(II) 预催化剂和硅烷还原剂,醇,环氧化物和醚被还原为相应的烷烃.包括醛和酮在内的不饱和物质也通过中间体甲硅烷基化醇的初始形成而脱氧.该反应对 C(Sp 3)-O 键具有化学选择性,而胺,苯胺,芳基醚,烯烃和含氮杂环不受影响.催化氘化,苄醚脱保护和生物质衍生原料的价值化的应用证明了该方法的一些实际方面.
DOI:10.1021/acscatal.1C03980

海关参考信息

专利信息


专利号:US-2020030462-A1
优先权日:2018-07-24
标 题 :GREEN SYNTHESIS OF BIOCOMPATIBLE AND NEAR INFRARED ACTIVE EUGENATE (4-allyl-2-methoxyphenolate) CAPPED IRON OXIDE NANOPARTICLES FOR DEEP TISSUE IMAGING AND THERAPY
发明人:SHARAD GUPTA; PRASHANT KHAREY
权利人:INDIAN INSTITUTE OF TECH INDORE
摘要:NIR active, biocompatible and multifunctional (magnetic, photo-acoustic, and photo-thermal agent) E-capped iron oxide nanoparticles for deep tissue imaging and cancer therapy, are synthesized by a simple, rapid, non-toxic, low-cost and efficient completely green synthesis technique using extract made from the leaves of a medicinal aromatic plant, Pimenta dioica.

专利号:WO-2020255049-A1
优先权日:2019-06-20
标题:Process for the preparation and identification of deuterated eugenol
发明人:ORUGANTI SRINIVAS; AMRUTAPU SRAVANTH KUMAR; SAMPATH MAGESH; SEN SAIKAT
权利人:DR REDDY’S INST OF LIFE SCIENCES
摘要:The present invention provides a novel, simple, unique and viable processes for the synthesis of deuterium incorporated eugenols, such as deuterated eugenol (II), regioisomeric deuterated eugenol (III), and deuterated variant of methyl eugenol (V).

专利号:WO-2024130393-A1
优先权日:2022-12-21
标 题 :Nanoparticle and method of synthesis thereof
发明人:MOSKOVCHENKO SVITLANA
权利人:MOSKOVCHENKO SVITLANA
摘要:The present technology relates to nanoparticles, compositions comprising said nanoparticles, and methods of synthesis of said nanoparticles; wherein the nanoparticles comprise a metal nanoparticle core, a first coating of amphiphilic molecules, and a second coating of essential oil, essential oil primary constituent, or both, which combine the antimicrobial properties of metal nanoparticles, amphiphilic molecules, and essential oil or essential oil primary constituents.

专利号:US-2021206711-A1
优先权日:2020-01-03
标 题:Synthesis of the Grape Mealybug Pheromone trans-alpha-Necrodyl Isobutyrate
发明人:CHEBNY VINCENT JAMES
权利人:TRECE INC
摘要:Methods are provided for synthesizing the grape mealybug pheromone, trans-α-necrodyl isobutyrate, starting with essential plant oils that contain trans-α-necrodyl acetate. The synthesis method, in two steps, converts the trans-α-necrodyl acetate to trans-α-necrodol and then converts the trans-α-necrodol to the desired trans-α-necrodyl isobutyrate. The first step can be achieved by either of a hydrolysis reaction or a reduction reaction. In the hydrolysis reaction, the essential oil is mixed in an alcohol solvent with a hydroxide base, or by mixing the essential oil in an aqueous acid. A reduction reaction can instead by performed in an organic solvent in the presence of a reducing agent. The trans-α-necrodol is converted to the desired trans-α-necrodyl isobutyrate by an esterification reaction with a carboxylic acid, an acyl halide, or an acid anhydride.

专利号:US-2018317484-A1
优先权日:2017-05-07
标题:Composition for inhibiting synthesis of mycotoxin without affecting the growth of the fungi
发明人:MEHTA ALKA; BOGA RAMESHBABU; P DHANAMJAYULU
权利人:VIT UNIV; BogaR Laboratories
摘要:A composition for inhibiting the growth of mycotoxins without affecting the growth of fungi is provided. The mycotoxin is an Aflatoxin and the fungus is an Aspergillus . The anti-aflatoxin composition comprises benzimidazole derivatives of Formula, n n n n n n n n n n where the A is hydrogen or C1-C6 alkyl or C6-C14 aryl; B is C1-C10 alkyl or C6-C14 aryl or oxygen, sulfur, nitrogen containing heteroaryl; C and D are hydrogen or C1-C6 alkyl or C1-C6 alkoxyl or C6-C14 aryl; E is hydrogen or nitro or cyano or carboxyl or acetamidoxime or amidoxime or C1-C6 alkyl or C1-C6 alkoxyl or C6-C14 aryl or oxygen, sulfur, and nitrogen containing heteroaryl; F is hydrogen or C1-C6 alkyl or C1-C6 alkoxyl or C6-C14 aryl or oxygen, sulfur, and nitrogen containing heteroaryl, and mixture thereof with corresponding salts.

专利号:US-10266503-B1
优先权日:2016-05-24
标 题 :Sulfoxide ligand metal catalyzed oxidation of olefins
发明人:WHITE M CHRISTINA; AMMANN STEPHEN E; LIU WEI; MA RULIN
权利人:UNIV ILLINOIS
摘要:The enantioselective synthesis of isochroman motifs has been accomplished via Pd(II)-catalyzed allylic C—H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sulfoxide-oxazoline (ArSOX) ligand. The allylic C—H oxidation reaction proceeds with the broadest scope and highest levels asymmetric induction reported to date (avg. 92% ee, 13 examples ≥90% ee). Additionally, C(sp 3 )-N fragment coupling reaction between abundant terminal olefins and N-triflyl protected aliphatic and aromatic amines via Pd(II)/sulfoxide (SOX) catalyzed intermolecular allylic C—H amination is disclosed. A range of 52 allylic amines are furnished in good yields (avg. 76%) and excellent regio- and stereoselectivity (avg. >20:1 linear:branched, >20:1 E:Z). For the first time, a variety of singly activated aromatic and aliphatic nitrogen nucleophiles, including ones with stereochemical elements, can be used in fragment coupling stiochiometries for intermolecular C—H amination reactions.
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合成参考文献


参考文献:10.1007/s00436-011-2525-y
摘要:Kovendan K, Murugan K, Vincent S. Evaluation of larvicidal activity of Acalypha alnifolia Klein ex Willd. (Euphorbiaceae) leaf extract against the malarial vector, Anopheles stephensi, dengue vector, Aedes aegypti and Bancroftian filariasis vector, Culex quinquefasciatus (Diptera: Culicidae). Parasitol Res. 2012 Feb;110(2):571–81. doi: 10.1007/s00436-011-2525-y.
参考文献:10.3791/2901|10.3791/2901-v
摘要:Manoukis N, Geib S, Seo D, McKenney M, Vargas R, Jang E. An optimized protocol for rearing Fopius arisanus, a parasitoid of Tephritid fruit flies. J Vis Exp. 2011 Jul 02;(53).
参考文献:10.1007/s00436-011-2540-z
摘要:Kovendan K, Murugan K, Naresh Kumar A, Vincent S, Hwang JS. Bioefficacy of larvicdial and pupicidal properties of Carica papaya (Caricaceae) leaf extract and bacterial insecticide, spinosad, against chikungunya vector, Aedes aegypti (Diptera: Culicidae). Parasitol Res. 2012 Feb;110(2):669–78. doi: 10.1007/s00436-011-2540-z.
参考文献:10.1080/14786419.2010.531478
摘要:Ramos C, Teixeira B, Batista I, Matos O, Serrano C, Neng NR, Nogueira JMF, Nunes ML, Marques A. Antioxidant and antibacterial activity of essential oil and extracts of bay laurelLaurus nobilisLinnaeus (Lauraceae) from Portugal. Natural Product Research. 2012 Mar;26(6):518–29. doi: 10.1080/14786419.2010.531478.
参考文献:10.6026/97320630006315
摘要:Roy S, Maheshwari N, Chauhan R, Sen NK, Sharma A. Structure prediction and functional characterization of secondary metabolite proteins of Ocimum. Bioinformation. 2011 Jul 06;6(8):315–9. doi: 10.6026/97320630006315.
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