CAS: 928-94-9; Cis-2-Hexen-1-Ol

该化合物是一种六碳不饱和酒精,具有新鲜,绿色的特质,该化合物因其天然叶质,青色芳香,与新剪开的绿色植物非常相似,广泛用于香味和香味配方,其精密配置增强了其嗅觉特征,使它成为需要自然绿色音符的应用的首选.该化合物还用作有机合成的多功能中间体.纯度和稳定性高的Cis-2-Hexen-1-ol适合用于食品,化妆品和制药业,而其精确感官和化学特性至关重要.

结构式图片

相似化合物

928-95-0 2497-18-9 13419-69-7

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

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合成工艺路线路线简述

  • 合成目标产物 Cis-2-Hexen-1-Ol 主要起始原料 Hex-2-Enal
  • 764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium,Silver Solvents: Ethanol; 5.5 H,Rt
    标题:Design Of Core-Pd/shell-Ag Nanocomposite Catalyst For Selective Semihydrogenation Of Alkynes
    作者:Mitsudome,Takato; Urayama,Teppei; Yamazaki,Kenji; Maehara,Yosuke; Yamasaki,Jun; Et Al
    参考文献:Acs Catalysis 日期:2016 卷标:6(2) 页码:666-670]

    764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Hydrogen Catalysts: Dimethyl Sulfoxide,Palladium Solvents: Hexane; 210 Min,1 Atm,40 °C
    标题:Highly Efficient Pd/sio2-Dimethyl Sulfoxide Catalyst System For Selective Semi-Hydrogenation Of Alkynes
    作者:Takahashi,Yusuke; Hashimoto,Norifumi; Hara,Takayoshi; Shimazu,Shogo; Mitsudome,Takato; Et Al
    参考文献:Chemistry Letters 日期:2011 卷标:40(4) 页码:405-407]

    764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Formic Acid Catalysts: Quinuclidine,Gold (Amino-Functionalized Silica-Supported) Solvents: Acetone; 15 H,60 °C
    标题:Gold-Amine Cooperative Catalysis For Reductions And Reductive Aminations Using Formic Acid As Hydrogen Source
    作者:Fiorio,Jhonatan L.; Araujo,Thaylan P.; Barbosa,Eduardo C. M.; Quiroz,Jhon; Camargo,Pedro H. C.; Et Al
    参考文献:Applied Catalysis 日期:2020 卷标:267]

    764-60-3 = 928-94-9
    反应条件:1.1 Catalysts: Copper,Titania (Copper-Modified) Solvents: Isopropanol; 3 H,298 K
    标题:Copper-Modified Titanium Dioxide: A Simple Photocatalyst For The Chemoselective And Diastereoselective Hydrogenation Of Alkynes To Alkenes Under Additive-Free Conditions
    作者:Kominami,Hiroshi; Higa,Megumi; Nojima,Taketo; Ito,Tomohiko; Nakanishi,Kousuke; Et Al
    参考文献:Chemcatchem 日期:2016 卷标:8(12) 页码:2019-2022]

    1092696-25-7 = 928-94-9
    反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Solvents: Tetrahydrofuran; Rt
    标题:Enantiocontrolled Synthesis Of Polychlorinated Hydrocarbon Motifs: A Nucleophilic Multiple Chlorination Process Revisited
    作者:Yoshimitsu,Takehiko; Fukumoto,Naoya; Tanaka,Tetsuaki
    参考文献:Journal Of Organic Chemistry 日期:2009 卷标:74(2) 页码:696-702]

    1577-28-2 = 928-94-9
    反应条件:1.1 Solvents: Diethyl Ether
    标题:Partial Reduction Of The Double Bond In 2-Hexenoic Acid By Lithium Aluminum Hydride
    作者:Freedman,Robert W.; Becker,Ernest I.
    参考文献:Journal Of The American Chemical Society 日期:1951 卷标:73 页码:2366-7]

    764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Sodium Borohydride Catalysts: Nickel Acetate Solvents: Methanol; 0 °C1.2 Reagents: Ethylenediamine; 15 Min,0 °C1.3 Reagents: Hydrogen; 4 H,Rt
    标题:Construction Of Chemical Libraries Of Volatile Compounds By Combinatorial Synthesis Of Homologous Mixtures: Alk-4-En-1-Ols,Alk-4-Enals And Methyl Alk-4-Enoates
    作者:Perrin,Coline; Baldovini,Nicolas
    参考文献:Chemistry & Biodiversity 日期:2023 卷标:20(2)]

    13894-64-9 = 928-94-9
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Dichloromethane,Toluene; 1 H,-78 °C1.2 Reagents: Ammonium Chloride Solvents: Water; Neutralized,-78 °C
    标题:Broad-Spectrum Cyclopropane-Based Inhibitors Of Coronavirus 3C-Like Proteases: Biochemical,Structural,And Virological Studies
    作者:Dampalla,Chamandi S.; Nguyen,Harry Nhat; Rathnayake,Athri D.; Kim,Yunjeong; Perera,Krishani Dinali; Et Al
    参考文献:Acs Pharmacology & Translational Science 日期:2023 卷标:6(1) 页码:181-194]

    27829-71-6 = 928-94-9
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Dichloromethane; -78 °C; -78 °C -> Rt; 2 H,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; 15 Min,0 °C
    标题:Remote Stereocenter Through Amide-Directed,Rhodium-Catalyzed Enantioselective Hydroboration Of Unactivated Internal Alkenes
    作者:Zhao,Wei; Chen,Ke-Zhi; Li,An-Zhen; Li,Bi-Jie
    参考文献:Journal Of The American Chemical Society 日期:2022 卷标:144(29) 页码:13071-13078]

    16635-54-4 = 928-94-9
    反应条件:1.1 Reagents: Sodium Borohydride Catalysts: Methanesulfonic Acid,1,1,1-Trifluoro-,Erbium(3+) Salt (3:1) Solvents: 2-Methyltetrahydrofuran; 5 Min,Rt1.2 Reagents: Water; Rt
    标题:Eco-Friendly Stereoselective Reduction Of α,β-Unsaturated Carbonyl Compounds By Er(Otf)3/nabh4 In 2-Methf
    作者:Nardi,Monica; Sindona,Giovanni; Costanzo,Paola; Oliverio,Manuela; Procopio,Antonio
    参考文献:Tetrahedron 日期:2015 卷标:71(7) 页码:1132-1135]

    764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Hydrogen Catalysts: Gold (Gold(Core) Supported With Ceo2(Shell)) Solvents: Toluene; 15 H,50 Atm,Rt
    标题:One-Step Synthesis Of Core-Gold/shell-Ceria Nanomaterial And Its Catalysis For Highly Selective Semihydrogenation Of Alkynes
    作者:Mitsudome,Takato; Yamamoto,Masaaki; Maeno,Zen; Mizugaki,Tomoo; Jitsukawa,Koichiro; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2015 卷标:137(42) 页码:13452-13455]

    764-60-3 = 928-94-9
    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.; Barbosa,Eduardo C. M.; Kikuchi,Danielle K.; Camargo,Pedro H. C.; Rudolph,Matthias; Et Al
    参考文献:Catalysis Science & Technology 日期:2020 卷标:10(7) 页码:1996-2003]

    106498-75-3 = 928-94-9
    反应条件:1.1 Reagents: Hydrogen Catalysts: Triethyl Phosphite,Gold Solvents: Isopropanol; 30 H,8 Bar,100 °C
    标题:Clean Protocol For Deoxygenation Of Epoxides To Alkenes Via Catalytic Hydrogenation Using Gold
    作者:Fiorio,Jhonatan L.; Rossi,Liane M.
    参考文献:Catalysis Science & Technology 日期:2021 卷标:11(1) 页码:312-318]

    764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Hydrogen Catalysts: Lead,Palladium
    标题:Compounds With The Aroma Of Green Vegetables. V. Unbranched Primary Z-Alkenols
    作者:Vasil'Ev,A. A.; Cherkaev,G. V.; Nikitina,M. A.
    参考文献:Zhurnal Organicheskoi Khimii 日期:1993 卷标:29(5) 页码:889-94]

    764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Hydrogen Catalysts: Quinoline,Palladium Solvents: Hexane
    标题:Pheromone Synthesis. 97. Synthesis Of Both The Enantiomers Of Invictolide. A Pheromone Component Of The Red Imported Fire Ant
    作者:Mori,Kenji; Nakazono,Yutaka
    参考文献:Tetrahedron 日期:1986 卷标:42(23) 页码:6459-64]

    764-60-3 = 928-94-9
    反应条件:1.1 Reagents: Quinoline,Hydrogen Catalysts: Palladium Solvents: Hexane
    标题:Palladium Catalyzed Thiocarbonylation And Related Reactions Of Functionally Substituted Alkenes And Alkynes,Allenes,And Enynes
    作者:Xiao,Wen-Jing
    参考文献:2001 卷标:62(4)]

    4798-44-1 = 928-94-9
    反应条件:1.1 Reagents: (T-4)-Trioxo(1,1,1-Triphenylsilanolato)Rhenium
    标题:(Trimethylsilyloxy)Trioxorhenium
    作者:Young,David
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

    = 928-94-9 [标题:Reaction Conditions
    标题:Synthesis Of Regioselectively Deuterated Cyclopropanes
    作者:Duffault,Jean-Marc; Hanoteau,Pascal; Parrilla,Alfredo; Einhorn,Jacques
    参考文献:Synthetic Communications 日期:1996 卷标:26(17) 页码:3257-3265]

    = 928-94-9 [标题:Reaction Conditions
    标题:Efficient And Regiocontrolled Nickel(Ii)-Catalyzed Alkylation Of 2-Alkyl-1,3-Dioxep-4-Enes By Grignard Reagents: A Simple Route To Allylic Alcohols
    作者:Malanga,Corrado; Menicagli,Rita; Lardicci,Luciano
    参考文献:Gazzetta Chimica Italiana 日期:1992 卷标:122(1) 页码:45-50]

    = 928-94-9 [标题:Reaction Conditions
    标题:On The Hydrozirconation Of 4,4-Dimethyl-2-Oxazolines Of Some α,β-,β,γ- And γ,δ-Unsaturated Fatty Acids
    作者:Alvhaell,J.; Gronowitz,S.; Hallberg,A.; Svenson,R.
    参考文献:Chemica Scripta 日期:1984 卷标:24(4-5) 页码:170-7
📜(Z)-1-Iodo-1-Pentene置于sodium Tetrahydroborate,叔丁基锂体系中,用 甲醇 作为反应溶剂,化学反应 5.33H,反应生成 顺-2-己烯-1-醇
参考文献:Synthesis Of Regioselectively Deuterated Cyclopropanes
标题:Synthesis Of Regioselectively Deuterated Cyclopropanes
摘要:A Regioselective Synthesis Of Deuterated Aliphatic Cyclopropanes Has Been Developed To Furnish Labeled Substrates For Gas-Phase Ion-Molecule Reaction Studies.
DOI:10.1080/00397919608004635

海关参考信息

专利信息


专利号:WO-9103452-A1
优先权日:1989-09-08
标题:Asymmetric synthesis of acids by the palladium catalysed hydrocarboxylation of olefins
发明人：ALPER HOWARD
权利人:BRITISH PETROLEUM CO PLC
摘要:A process for preparing a chiral carboxylic acid or ester thereof, either as a single enantiomer or as a mixture of enantiomers in which the presence of one enantiomer is enhanced relative to the others comprises reacting a prochiral olefinic function and either water or an alcoholic function with carbon monoxide in the presence of a protonic acid other than nitric acid, a single enantiomer of an optically active compound chosen from the class of chiral phosphoric acids or derivatives thereof, and a catalyst comprising (a) at least one of the metals palladium, rhodium, ruthenium, iridium and cobalt and (b) copper. A preferred class of optically active compounds comprises either the (S+) or the (R-) enantiomer of 2,21-(1,11-Binaphthyl) phosphoric acid or its esters or its salts, optionally substituted.

专利号:US-2004053999-A1
优先权日:1997-09-17
标题 :Novel compounds and methods for synthesis and therapy
发明人：BISCHOFBERGER NORBERT W; DAHL TERRENCE C; HITCHCOCK MICHAEL J M; KIM CHOUNG U; LEW WILLARD; LIU HONGTAO; MILLS ROGER G; WILLIAMS MATTHEW A
摘要:Novel compounds are described. The compounds generally comprise an acidic group, a basic group, a substituted amino or N-acyl and a group having an optionally hydroxylated alkane moiety. Pharmaceutical compositions comprising the inhibitors of the invention are also described. Methods of inhibiting neuraminidase in samples suspected of containing neuraminidase are also described. Antigenic materials, polymers, antibodies, conjugates of the compounds of the invention with labels, and assay methods for detecting neuraminidase activity are also described.

专利号:US-6225341-B1
优先权日:1995-02-27
标 题:Compounds and methods for synthesis and therapy
发明人：BISCHOFBERGER NORBERT W; KIM CHOUNG U; LEW WILLARD; LIU HONGTAO; WILLIAMS MATTHEW A
权利人:GILEAD SCIENCES INC
摘要:Novel compounds are described. The compounds generally comprise an acidic group, a basic group, a substituted amino or N-acyl and a group having an optionally hydroxylated alkane moiety. Pharmaceutical compositions comprising the inhibitors of the invention are also described. Methods of inhibiting neuraminidase in samples suspected of containing neuraminidase are also described. Antigenic materials, polymers, antibodies, conjugates of the compounds of the invention with labels, and assay methods for detecting neuraminidase activity are also described.

专利号:EP-0444171-A1
优先权日:1989-09-08
标 题:Asymmetric synthesis of acids by the palladium catalysed hydrocarboxylation of olefins

专利号:US-2013231499-A1
优先权日:2012-03-05
标题 :Synthesis of z-olefin-containing lepidopteran insect pheromones

专利号:US-8865624-B2
优先权日:2010-09-01
标题 :Inhibitor for tobacco axillary bud growth and method for inhibiting tobacco axillary bud growth
发明人：TANAKA MOTOKI; TANAKA KEIJITSU; SHIBUYA TAKESHI; IKUTA EIJI; YOSHINAGA KOTARO; YAMAGUCHI YUKI
权利人:TANAKA MOTOKI; TANAKA KEIJITSU; SHIBUYA TAKESHI; IKUTA EIJI; YOSHINAGA KOTARO; YAMAGUCHI YUKI; SDS BIOTECH CORP
摘要:The present invention relates to an inhibitor for tobacco axillary bud growth, the inhibitor comprising, as an active ingredient, one or more kinds of very-long chain fatty acid synthesis inhibitors such as a chloroacetamide-based herbicide, fentrazamide, cafenstrole or indanofan; an inhibitor for tobacco axillary bud growth, the inhibitor comprising the aforesaid very-long chain fatty acid synthesis inhibitor together with clorthal-dimethyl or an aliphatic alcohol having 6 to 20 carbon atoms; and a method for inhibiting tobacco axillary bud growth which comprises applying the inhibitor for tobacco axillary bud growth. The inhibitor for tobacco axillary bud growth of the present invention shows sustained drug efficacy at a low concentration, induces neither chemical injury nor disease, and can contribute to the improvement in labor productivity.

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主要参考文献

[参考文献]: Kye Chung Park, Et Al. Identification Of Olfactory Receptor Neurons In Uraba Lugens (Lepidoptera: Nolidae) And Its Implications For Host Range. J Insect Physiol. 2015 Jul:78:33-46.

合成参考文献


摘要:Podlech, J., Science of Synthesis Knowledge Updates, (2019) 1, 356.
摘要:Grimmer, J.; Krieg, S.-C.; Manolikakes, G., Science of Synthesis Knowledge Updates, (2021) 1, 239.
摘要:Roy, M.-N.; Lindsay, V. N. G.; Charette, A. B., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 745.
摘要:Tang, X., Science of Synthesis Knowledge Updates, (2022) 3, 492.
摘要:Thieuleux, C.; Crozet, D., Science of Synthesis: N-Heterocyclic Carbenes in Catalytic Organic Synthesis, (2016) 2, 332.
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