CAS: 821-95-4; 1-Undecene

该化合物是一种属于烷系的不饱和碳氢化合物,其特点是,在11个碳原子线性链条中的第一和第二个碳原子之间存在双重联系.分子式为C11H22,具有直链结构,成为长链藻体的一部分.该化合物一般是一种室内温度无色液体,具有温和的,特征的气味.1-Undeene由于具有双重联系而具有反应性,从而能够参与多种化学反应,例如聚合和添加反应.它用于生产表面活性剂,润滑剂和有机合成的中间体.此外,1-nente在有机溶剂中可溶解,但水中的溶性有限.安全考虑包括易燃性以及潜在的皮肤和眼刺激,需要适当的处理和储存协议.

结构式图片

欧盟法规

ECHA物质ECHA物质C&L通报REACH预注册

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methanol potassium laurate ethanol 1-chloroundecane dimethyl undecylphosphonate bromoundecane n-Undecane 2-bromo-n-undecane

合成工艺路线路线简述

  • 合成目标产物 1-Undecene 主要起始原料 P-Toluenesulfonic Acid N-Octyl Ester And Allylmagnesium Chloride
  • 143-07-7 = 821-95-4
    反应条件:1.1 Reagents: Pivalic Anhydride Catalysts: Pyridine,2021209-62-9 Solvents: γ-Valerolactone; 15 H,110 °C
    标题:Green Solvent For The Synthesis Of Linear α-Olefins From Fatty Acids
    作者:Hopen Eliasson,Sondre H.; Et Al
    参考文献:Acs Sustainable Chemistry & Engineering 日期:2019 卷标:7(5) 页码:4903-4911]

    1779-49-3 + 112-31-2 = 821-95-4
    反应条件:1.1 Reagents: Potassium Tert-Butoxide Solvents: Tetrahydrofuran; 1 H,0 °C1.2 Solvents: Tetrahydrofuran; 0 °C; 1.5 H,Rt
    标题:Regio- As Well As Stereoselective Epoxide Ring Opening Reactions Using 3,3,3-Trifluoroprop-1-Yne
    作者:Yamazaki,Takashi; Et Al
    参考文献:Journal Of Fluorine Chemistry 日期:2022 卷标:257 页码:257-258]

    112-53-8 = 821-95-4
    反应条件:1.1 Catalysts: 3-Methoxybenzoic Acid,Bis[(1,2,5,6-η)-1,5-Cyclooctadiene]Di-μ-Methoxydirhodium,1,1′-(9,9-Dimethyl-9H-Xanthene-4,5-Diyl)Bis[1,1-Diphenylphosphine] Solvents: Toluene; 3 Min,Rt1.2 Reagents: N,N-Dimethylacrylamide; 24 H,90 °C
    标题:Tandem Catalysis: Transforming Alcohols To Alkenes By Oxidative Dehydroxymethylation
    作者:Wu,Xuesong; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2018 卷标:140(32) 页码:10126-10130]

    119099-74-0 = 821-95-4
    反应条件:1.1 Reagents: Water Solvents: 1,4-Dioxane; 0 °C1.2 Reagents: Boron Trifluoride Etherate; 1 H,0 °C
    标题:Unsaturated Sulfinamides. Xii. Substituted 4-(2-Alkenesulfinyl)Morpholines: Preparation And Conversion Into The Corresponding Sulfinic Acids And Esters. Stereochemistry Of Olefin Formation By Hydrolytic Desulfinylation Of Allylic Sulfinamides
    作者:Baudin,Jean-Bernard; Et Al
    参考文献:Bulletin De La Societe Chimique De France 日期:1995 卷标:132(2) 页码:196-214]

    119099-74-0 = 821-95-4
    反应条件:1.1 Reagents: Boron Trifluoride Etherate,Water Solvents: 1,4-Dioxane
    标题:Unsaturated Sulfinamides. Iii. Conversion Of Several 4-(2'-Alkenesulfinyl)Morpholines Into The Corresponding Sulfinate Esters,Unsymmetrical Bisallylic Sulfones,And Olefins. Isolation Of Some Functionalized 2-Alkenesulfinic Acids
    作者:Baudin,Jean Bernard; Et Al
    参考文献:Tetrahedron Letters 日期:1988 卷标:29(26) 页码:3255-8]

    629-27-6 = 821-95-4
    反应条件:1.1 Reagents: Di-Sec-Butylmagnesium Solvents: Toluene; 4 H,40 °C1.2 -20 °C1.3 Reagents: Ammonium Chloride Solvents: Water1.4 Reagents: Dilithium Dichlorocyanocuprate Solvents: Tetrahydrofuran; 30 Min
    标题:Preparation Of Primary And Secondary Dialkylmagnesiums By A Radical I/mg-Exchange Reaction Using Sbu2Mg In Toluene
    作者:Sunagatullina,Alisa S.; Et Al
    参考文献:Angewandte Chemie 日期:2022 卷标:61(13)]

    62168-28-9 = 821-95-4
    反应条件:1.1 Reagents: Samarium,Samarium Iodide (Smi2) Solvents: Tetrahydrofuran
    标题:Alkylidenation Of Ketones By Gem-Dibromoalkane,Smi2,And Sm In The Presence Of Catalytic Amount Of Crcl3
    作者:Matsubara,Seijiro; Et Al
    参考文献:Chemistry Letters 日期:1995 卷标:(4) 页码:259-60]

    62168-28-9 = 821-95-4 [标题:Reaction Conditions
    标题:Synthesis Of Alkenes By Elimination Reactions
    作者:Kostikov,R. R.; Et Al
    参考文献:Science Of Synthesis 日期:2010 卷标:47 页码:771-881]

    2243-98-3 = 821-95-4
    反应条件:1.1 Reagents: Piperazine,Hydrogen Catalysts: Gold (Poly(Vinyl Alc.) Stabilized And Carbon Supported) Solvents: Ethanol; 24 H,6 Bar,80 °C
    标题:Piperazine-Promoted Gold-Catalyzed Hydrogenation: The Influence Of Capping Ligands
    作者:Fiorio,Jhonatan L.; Et Al
    参考文献:Catalysis Science & Technology 日期:2020 卷标:10(7) 页码:1996-2003]

    4117-09-3 + 693-04-9 = 821-95-4
    反应条件:1.1 Catalysts: Cupric Chloride Solvents: Tetrahydrofuran; Rt; Rt -> -78 °C1.2 Reagents: 1,3-Butadiene Solvents: Tetrahydrofuran; -78 °C; 24 H,25 °C1.3 Reagents: Hydrochloric Acid Solvents: Water
    标题:Copper-Catalyzed Alkyl-Alkyl Cross-Coupling Reactions Using Hydrocarbon Additives: Efficiency Of Catalyst And Roles Of Additives
    作者:Iwasaki,Takanori; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2014 卷标:79(18) 页码:8522-8532]

    94088-25-2 = 821-95-4
    反应条件:1.1 Reagents: Formic Acid,Triethylamine Catalysts: Tributylphosphine,Palladium,Tris[μ-[(1,2-η:4,5-η)-(1E,4E)-1,5-Diphenyl-1,4-Pentadien-3-One]]Di-,... Solvents: Tetrahydrofuran
    标题:Selectivities In Organic Reactions Via π-Allylpalladium Complexes
    作者:Tsuji,Jiro
    参考文献:Pure And Applied Chemistry 日期:1989 卷标:61(10) 页码:1673-80]

    94088-25-2 = 821-95-4
    反应条件:1.1 Reagents: Formic Acid,Triethylamine,Tributylphosphine Catalysts: Palladium,Tris[μ-[(1,2-η:4,5-η)-(1E,4E)-1,5-Diphenyl-1,4-Pentadien-3-One]]Di-,... Solvents: Tetrahydrofuran
    标题:Preparation Of 1-Alkenes By The Palladium-Catalyzed Hydrogenolysis Of Terminal Allylic Carbonates And Acetates With Formic Acid-Triethylamine
    作者:Tsuji,Jiro; Et Al
    参考文献:Synthesis 日期:1986 卷标:(8) 页码:623-7]

    94088-25-2 = 821-95-4
    反应条件:1.1 Reagents: Poly(Methylhydrosiloxane) Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Tetrahydrofuran
    标题:Ionic And Organometallic-Catalyzed Organosilane Reductions
    作者:Larson,Gerald L.; Et Al
    参考文献:Organic Reactions (Hoboken 日期:2008 卷标:71 页码:1-737]

    17049-49-9 = 821-95-4
    反应条件:1.1 Catalysts: Bis(Tri-Tert-Butylphosphine)Palladium Solvents: Tetrahydrofuran; 25 °C; 5 - 10 Min,25 °C; 3 H,25 °C
    标题:Palladium-Catalyzed Desulfinylative C-C Allylation Of Grignard Reagents And Enolates Using Allylsulfonyl Chlorides And Esters
    作者:Rao Volla,Chandra M.; Et Al
    参考文献:Tetrahedron 日期:2009 卷标:65(2) 页码:504-511]

    80262-79-9 = 821-95-4 [标题:Reaction Conditions
    标题:Chemistry Of Alkali Metal Tetracarbonylferrates. Synthesis Of Amines And Dehalogenation Reactions By A Polymer Supported Iron Carbonyl Complex
    作者:Boldrini,Gian Paolo; Et Al
    参考文献:Journal Of Organometallic Chemistry 日期:1983 卷标:243(2) 页码:195-8]

    2622-05-1 + 3386-35-4 = 821-95-4
    反应条件:1.1 Reagents: Chloroethenylmagnesium Solvents: Tetrahydrofuran; 1 Min,25 °C1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Novel Nickel-Catalyzed Coupling Reaction Of Allyl Ethers With Chlorosilanes,Alkyl Tosylates,Or Alkyl Halides Promoted By Vinyl-Grignard Reagent Leading To Allylsilanes Or Alkenes
    作者:Terao,Jun; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2004 卷标:346(13-15) 页码:1674-1678]

    115221-59-5 = 821-95-4
    反应条件:1.1 Reagents: Butyllithium,Zirconocene,Dichloride Solvents: Tetrahydrofuran1.2 Reagents: Hydrochloric Acid Solvents: Water
    标题:Stereoselective Preparation Of E Vinyl Zirconium Derivatives From E Or Z Enol Ethers
    作者:Liard,Annie; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2000 卷标:65(21) 页码:7218-7220]

    51148-67-5 = 821-95-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0 °C; 3 H,Reflux; Reflux -> 0 °C1.2 Reagents: Sodium Sulfate Solvents: Diethyl Ether,Water; 0 °C
    标题:Total Synthesis And Antifungal Activity Of (2S,3R)-2-Aminododecan-3-Ol
    作者:Vijai Kumar Reddy,T.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2012 卷标:22(14) 页码:4678-4680]

    62168-28-9 = 821-95-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Diethyl Ether
    标题:Decomposition And Electrophilic Properties Of Nonfunctionalized Monohalogenated Carbenoids
    作者:Villieras,J.; Et Al
    参考文献:Bulletin De La Societe Chimique De France 日期:1985 卷标:(5) 页码:837-43]

    2243-98-3 = 821-95-4
    反应条件:1.1 Reagents: Hydrogen Catalysts: Nickel (Nano Ni Graphene Oxide Polyaniline Hybrid Catalyst) Solvents: Dichloromethane; 24 H,Rt
    标题:Nickel-Decorated Graphene Oxide/polyaniline Hybrid: A Robust And Highly Efficient Heterogeneous Catalyst For Hydrogenation Of Terminal Alkynes
    作者:Panwar,Vineeta; Et Al
    参考文献:Industrial & Engineering Chemistry Research 日期:2015 卷标:54(45) 页码:11493-11499]

    629-27-6 + 1730-25-2 = 821-95-4
    反应条件:1.1 Catalysts: Cuprous Iodide Solvents: Diethyl Ether; 0 °C
    标题:Allylmagnesium Bromide-Copper(I) Iodide
    作者:Greco,Michael N.
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001 卷标:1]

    629-27-6 + 1730-25-2 = 821-95-4
    反应条件:1.1 Reagents: Cuprous Iodide Solvents: Diethyl Ether
    标题:Organocopper Reagents: Substitution,Conjugate Addition,Carbo/metallocupration,And Other Reactions
    作者:Lipshutz,Bruce H.; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1992 卷标:41]

    629-27-6 + 1730-25-2 = 821-95-4
    反应条件:1.1 Reagents: Cuprous Iodide Solvents: Diethyl Ether
    标题:Copper(I)-Catalyzed Reactions Of Organolithiums And Grignard Reagents
    作者:Erdik,Ender
    参考文献:Tetrahedron 日期:1984 卷标:40(4) 页码:641-57]

    = 821-95-4
    反应条件:1.1 Reagents: Methyllithium,2-Chloro-1,3,2-Benzodioxaphosphole Solvents: Tetrahydrofuran,Water
    标题:New Method For The Synthesis Of Olefins Via β-Hydroxyalkyl Phenyl Sulfides
    作者:Kuwajima,Isao; Et Al
    参考文献:Tetrahedron Letters 日期:1972 卷标:(9) 页码:737-9]

    3020-28-8 + 112-31-2 = 821-95-4
    反应条件:1.1 Reagents: 1,1′-Tellurobis[butane] Solvents: Tetrahydrofuran
    标题:Application Of Groups 15 And 16 Organoelement Compounds In Organic Synthesis. Part 84. A Novel Methylenation Method Of Aldehydes Mediated By Dibutyl Telluride
    作者:Li,Saowei; Et Al
    参考文献:Chemische Berichte 日期:1990 卷标:123(6) 页码:1441-2]

    17049-49-9 = 821-95-4
    反应条件:1.1 Catalysts: Iron(Iii) Acetylacetonate Solvents: Tetrahydrofuran; 25 °C; 6 H,25 °C1.2 Reagents: Ammonium Chloride Solvents: Water; 25 °C
    标题:Ligandless Iron-Catalyzed Desulfinylative C-C Allylation Reactions Using Grignard Reagents And Alk-2-Enesulfonyl Chlorides
    作者:Volla,Chandra M. R.; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2009 卷标:(36) 页码:6281-6288]

    80262-79-9 = 821-95-4
    反应条件:1.1 Reagents: Disodium Sulfide
    标题:A New Reduction System: Combination Of Sodium Sulfide (Sodium Hydrosulfide) With Phase Transfer Agent In A Two-Phase Mixture. Reductive Debromination Of Vic-Dibromides To Olefins
    作者:Nakayama,Juzo; Et Al
    参考文献:Tetrahedron Letters 日期:1983 卷标:24(29) 页码:3001-4]

    80262-79-9 = 821-95-4 [标题:Reaction Conditions
    标题:Synthesis Of Alkenes By Elimination Reactions
    作者:Kostikov,R. R.; Et Al
    参考文献:Science Of Synthesis 日期:2010 卷标:47 页码:771-881
十二腈置于aluminum (Iii) Chloride,Bis(1,5-Cyclooctadiene)Nickel (0),三乙胺,4,5-双二苯基膦-9,9-二甲基氧杂蒽体系中,用 甲苯 作为反应溶剂,化学反应 12.0H,以23%的收率获得产物1-十一烯
参考文献:丁腈对镍催化的芳基氯化物和三氟甲磺酸酯的氰化反应:将逆向氢氰化与交叉偶联合并
标题:丁腈对镍催化的芳基氯化物和三氟甲磺酸酯的氰化反应:将逆向氢氰化与交叉偶联合并
摘要:我们描述了芳基(假)卤化物的镍催化氰化反应,该反应采用丁腈作为氰化试剂代替剧毒的氰化物盐.将逆向氢氰化和交叉偶联相结合的双催化循环可将多种芳基氯和芳基/乙烯基三氟甲磺酸转化为相应的腈.该新反应为安全制备芳基氰化物提供了战略上独特的方法,芳基氰化物是农业化学和药物化学中必不可少的化合物.
DOI:10.1002/anie.201707517

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参考DOI号:10.1039/c39830000269
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