CAS: 93-53-8; Hydratropaldehyde

该化合物是一种有机化合物,其特点是附于含有苯替代物的丙基链的正丁二烯功能组,其分子式为C10H12O,具有典型的碳基组(C=O),它具有碱性,有助于其再活性和进一步化学变异的潜力.该化合物一般是一种无色至浅色的黄色液体,具有独特的芳香味,在香味和口味工业中有用. 2-苯丙丙胺在有机溶剂中溶解,但由于其含水的苯基组,在水中溶解性有限.它可参与各种化学反应,包括氧化和凝聚,并经常用作其他有机化合物合成的中间体.安全考虑包括在通风良好的地区处理它,并使用适当的个人防护设备,因为它可能会在与皮肤或眼睛接触时引起刺激.

结构式图片

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292638-84-7 phenylene-ethylene | CAS号201230-82-2 carbon monoxide | CAS号1095092-11-7 [(1R,2E)-1-meth... | CAS号764583-30-4 (R,E)-(5-methyl... | CAS号1072809-60-9 (R,Z)-N,N-[(1S,... | CAS号37778-99-7 (S)-2-苯基-1-丙醇 | CAS号6956-37-2 Benzene,(3,3-di... | CAS号25488-25-9 erythro-(2S,3S)... | CAS号2597-44-6 Formyl radical | CAS号7782-24-3 (|S|)-(+)-2-苯丙酸 | CAS号7782-26-5 R-2-苯基丙酸 | CAS号37778-99-7 (S)-2-苯基-1-丙醇 | CAS号1123-85-9 2-苯基-1-丙醇

合成工艺路线路线简述

  • 合成目标产物 2-Phenylpropionaldehyde 主要起始原料 (S)-(-)-2-Phenyl-1-Propanol
  • 2085-88-3 = 93-53-8
    反应条件:1.1 Catalysts: Amberlyst 15 Solvents: Ethyl Acetate
    标题:Reaction Of Styrene Oxide In The Presence Of Ion-Exchange Resins
    作者:Kurata,Takeo; Kobayashi,Nobuyuki
    参考文献:Yukagaku 日期:1989 卷标:38(1) 页码:82-7]

    109141-70-0 = 93-53-8
    反应条件:1.1 Reagents: Water Catalysts: Cupric Chloride Solvents: Acetonitrile; 24 H,40 °C
    标题:Copper-Catalyzed Oxidative Cleavage Of Carbon-Carbon Double Bond Of Enol Ethers With Molecular Oxygen
    作者:Tokunaga,Makoto; Shirogane,Yuki; Aoyama,Hiroshi; Obora,Yasushi; Tsuji,Yasushi
    参考文献:Journal Of Organometallic Chemistry 日期:2005 卷标:690(23) 页码:5378-5382]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Glycine,N3,N5-Di-L-Phenylalanyl-3,5-Diaminobenzoyl-,Homopolymer (Resin-Bound,Rhodium Complexes)
    标题:A Divergent,Solid-Phase Approach To Dendritic Ligands On Beads. Heterogeneous Catalysis For Hydroformylation Reactions
    作者:Arya,Prabhat; Rao,N. Venugopal; Singkhonrat,Jirada; Alper,Howard; Bourque,S. Christine; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2000 卷标:65(6) 页码:1881-1885]

    2085-88-3 = 93-53-8 + 1123-85-9
    反应条件:1.1 Catalysts: Iridium(1+),[(1,2,5,6-η)-1,5-Cyclooctadiene]Hydro[(8-Quinolinyl-Kn)Methyl-Kc](T... Solvents: Tetrahydrofuran; 23 °C; 22 H,85 °C
    标题:An Air-Stable Cationic Iridium Hydride As A Highly Active And General Catalyst For The Isomerization Of Terminal Epoxides
    作者:Humbert,Nicolas; Vyas,Devendra J.; Besnard,Celine; Mazet,Clement
    参考文献:Chemical Communications (Cambridge 日期:2014 卷标:50(73) 页码:10592-10595]

    = 93-53-8
    反应条件:1.1 Reagents: 2,4,6-Tris[4-(Diphenylphosphinyl)-3-Methylphenyl]-1,3,5-Triazine Catalysts: Dirhodium Tetraacetate
    标题:Synthesis Of A Halo-Methylphenylene Periphery-Functionalized Triazine-Based Dendritic Molecule With A 3,3'-Dimethyl-Biphenyl Linker Using Tris(Halo-Methylphenylene)Triazines As Building Blocks
    作者:Kostas,Ioannis D.; Andreadaki,Fotini J.; Medlycott,Elaine A.; Hanan,Garry S.; Monflier,Eric
    参考文献:Tetrahedron Letters 日期:2009 卷标:50(16) 页码:1851-1854]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Dicarbonylrhodium Acetylacetonate,[(4S)-4,5-Dihydro-4-(1-Methylethyl)-2-Oxazolyl]Methyl 6-(1,1-Dimethylethyl)-2-Ph... Solvents: Toluene
    标题:Probing New Classes Of π-Acceptor Ligands For Rhodium Catalyzed Hydroformylation Of Styrene
    作者:Breit,Bernhard
    参考文献:Journal Of Molecular Catalysis A: Chemical 日期:1999 卷标:143(1-3) 页码:143-154]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Dicarbonylrhodium Acetylacetonate,Pyridine,2-[5-[(Diphenylphosphinyl)Methyl]-2,2-Dimethyl-1,3-Dioxolan-4-Yl]-,(4... Solvents: Benzene
    标题:Hydroformylation Of Some Functionalized Olefins Catalyzed By Rhodium(I) Complexes With Pydiphos And Its P-Oxide
    作者:Basoli,C.; Botteghi,C.; Cabras,M. A.; Chelucci,G.; Marchetti,M.
    参考文献:Journal Of Organometallic Chemistry 日期:1995 卷标:488(1-2)]

    = 93-53-8
    反应条件:1.1 Reagents: Oxygen Catalysts: Dicarbonylrhodium Acetylacetonate,3,3′,3′′-Phosphinidynetris[pyridine],2416244-04-5 Solvents: Toluene; 20 Min,Rt1.2 Reagents: Hydrogen; 96 H,20 Bar,25 °C
    标题:Asymmetric Hydroformylation Using A Rhodium Catalyst Encapsulated In A Chiral Capsule
    作者:Jongkind,Lukas J.; Reek,Joost N. H.
    参考文献:Chemistry - An Asian Journal 日期:2020 卷标:15(6) 页码:867-875]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen; 16 H,1000 Psi,50 °C
    标题:Metal Supported On Dendronized Magnetic Nanoparticles: Highly Selective Hydroformylation Catalysts
    作者:Abu-Reziq,Raed; Alper,Howard; Wang,Dashan; Post,Michael L.
    参考文献:Journal Of The American Chemical Society 日期:2006 卷标:128(15) 页码:5279-5282]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Rhodium (Polymer-Supported Phosphine Chloride Complexes) Solvents: Carbon Dioxide; 7.5 H,241 Bar,50 °C
    标题:Hydroformylation Of Styrene In Supercritical Carbon Dioxide With Fluoroacrylate Polymer Supported Rhodium Catalysts
    作者:Kani,Ibrahim; Flores,Roberto; Fackler,John P.; Akgerman,Aydin
    参考文献:Journal Of Supercritical Fluids 日期:2004 卷标:31(3) 页码:287-294]

    2085-88-3 = 93-53-8
    反应条件:1.1 Catalysts: Carbon (Mineral Acid-Treated),Nitric Acid Solvents: Ethyl Acetate
    标题:Preparation Of Phenylacetaldehyde And 1,3-Dioxolanes From Styrene Oxide With Mineral Acid-Treated Activated Carbon Catalyst
    作者:Kurata,Takeo; Koshiyama,Takao
    参考文献:Yukagaku 日期:1987 卷标:36(6) 页码:436-40]

    109141-70-0 = 93-53-8
    反应条件:1.1 Reagents: Water,Oxygen Catalysts: Cupric Chloride Solvents: Acetonitrile; 24 H,1 Atm,40 °C
    标题:Oxidative Cleavage Of Cc Bond Of 2-Phenylpropionaldehyde Using Molecular Oxygen
    作者:Tokunaga,Makoto; Aoyama,Hiroshi; Shirogane,Yuki; Obora,Yasushi; Tsuji,Yasushi
    参考文献:Catalysis Today 日期:2006 卷标:117(1-3) 页码:138-140]

    21129-06-6 = 93-53-8
    反应条件:1.1 Catalysts: 1-Butyl-3-Methylimidazolium Tetrafluoroborate Solvents: Water,1-Butyl-3-Methylimidazolium Tetrafluoroborate; 3 - 5 H,Rt
    标题:Mild And Efficient Conversion Of Aldehydes To Gem-Diacetates Using 2Nd Generation Ionic Liquids
    作者:Yadav,J. S.; Reddy,B. V. S.; Sreedhar,P.; Kondaji,G.; Nagaiah,K.
    参考文献:Catalysis Communications 日期:2008 卷标:9(5) 页码:590-593]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen,(1R,1′r,3As,3′as)-1,1′-(1,2-Phenylene)Bis[hexahydro-2-Phenyl-1H-Pyrrolo[1,2-C][1... Catalysts: Dicarbonylrhodium Acetylacetonate Solvents: Toluene
    标题:Rhodium-Mediated Asymmetric Hydroformylation With A Novel Bis(Diazaphospholidine) Ligand
    作者:Breeden,Simon; Cole-Hamilton,David J.; Foster,Douglas F.; Schwarz,Gary J.; Wills,Martin
    参考文献:Angewandte Chemie 日期:2000 卷标:39(22) 页码:4106-4108]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Triphenylphosphine,Rhodium,[μ-[bis[(2R)-2-(Mercapto-Ks:Ks)Propyl] 1,2-Benzenedicarboxylato(2-)]]Bi... Solvents: Toluene
    标题:Binuclear And Polynuclear Rhodium Complexes Containing Chiral Dithiolate Ligands Derived From Lactic Acid
    作者:Freixa,Z.; Martin,E.; Gladiali,S.; Bayon,J. C.
    参考文献:Applied Organometallic Chemistry 日期:2000 卷标:14(1) 页码:57-65]

    2085-88-3 = 93-53-8
    反应条件:1.1 Catalysts: Pentacyclo[19.3.1.13,7.19,13.115,19]Octacosa-1(25),3,5,7(28),9,11,13(27),15,17,1... Solvents: Chloroform-D,Water; 18 H,60 °C
    标题:Efficient Epoxide Isomerization Within A Self-Assembled Hexameric Organic Capsule
    作者:Caneva,Thomas; Sperni,Laura; Strukul,Giorgio; Scarso,Alessandro
    参考文献:Rsc Advances 日期:2016 卷标:6(87) 页码:83505-83509]

    1123-85-9 = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Peroxide Catalysts: 1-Butanaminium,N,N,N-Tributyl-,Ferratetetracosa-μ-Oxoundecaoxo[μ12-[phosphato(... (Silica Composite) Solvents: Acetonitrile,Water; 3 H,Reflux
    标题:Synthesis,Characterization And Catalytic Performance Of A Fe Polyoxometalate/silica Composite In The Oxidation Of Alcohols With Hydrogen Peroxide
    作者:Farsani,Mostafa Riahi; Yadollahi,Bahram
    参考文献:Journal Of Molecular Catalysis A: Chemical 日期:2014 卷标:392 页码:8-15]

    2085-88-3 = 93-53-8
    反应条件:1.1 Solvents: Dichloromethane; Rt -> Reflux; 2 H,Reflux
    标题:Epoxide Ring-Opening And Meinwald Rearrangement Reactions Of Epoxides Catalyzed By Mesoporous Aluminosilicates
    作者:Robinson,Mathew W. C.; Davies,A. Matthew; Buckle,Richard; Mabbett,Ian; Taylor,Stuart H.; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2009 卷标:7(12) 页码:2559-2564]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Rhodium(1+),[(1,2,5,6-η)-1,5-Cyclooctadiene](N,N,N′,N′-Tetramethyl-1,2-Ethanedi... Solvents: Toluene; 16 H,1000 Psi,25 °C
    标题:Ionic Diamine Rhodium(I) Complexes-Highly Active Catalysts For The Hydroformylation Of Olefins
    作者:Kim,Jai Jun; Alper,Howard
    参考文献:Chemical Communications (Cambridge 日期:2005 卷标:(24) 页码:3059-3061]

    = 93-53-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Dicarbonylrhodium Acetylacetonate,Phosphinous Acid,Diphenyl-,Bicyclo[2.2.1]Heptane-2,5-Diyl Ester,(Endo,Endo)- Solvents: Benzene
    标题:New Ligands With A Wide Bite Angle. Efficient Catalytic Activity In The Rh(I)-Catalyzed Hydroformylation Of Olefins
    作者:Yamamoto,Keiji; Momose,Satoru; Funahashi,Masakazu; Ebata,Satoshi; Ohmura,Hideaki; Et Al
    参考文献:Chemistry Letters 日期:1994 卷标:(2) 页码:189-92
苯乙烯置于(Acetylacetonato)Dicarbonylrhodium (L),一氧化碳,(R)-2-Methyl-2-(Diphenylphosphino)Ethyl 3,3'-Di-Tert-Butyl-5,5',6,6'-Tetramethylbiphenyl-2,2'-Diyl Phosphite,氢气体系中,用 甲苯 作为反应溶剂,50.0 °C,2.0 Mpa 条件下,反应生成 2-苯基丙醛
参考文献:具有取代的乙烷主链的手性膦-亚磷酸酯配体.构象效应对铑催化的不对称烯烃加氢和加氢甲酰化反应的影响
标题:具有取代的乙烷主链的手性膦-亚磷酸酯配体.构象效应对铑催化的不对称烯烃加氢和加氢甲酰化反应的影响
摘要:带有取代乙烷的手性(3,3'-二叔丁基-5,5',6,6'-四甲基-2,2'-双酚衍生)膦-亚磷酸酯配体(p-Op)已经合成了主链,并分析了这些配体在rh催化的几种代表性烯烃的对映选择性加氢和加氢甲酰化反应中的性能.相应的阳离子铑络合物为甲基(z)-α-乙酰氨基doc酸酯(mac)和衣康酸二甲酯.催化剂的比较表明,对于两种底物,产物的构型由亚磷酸酯的构型决定.关于在这些氢化中的匹配和错配效果,在减少mac方面观测到了很小的影响,而对于衣康酸酯,匹配和错配情况之间的较大差异为ee的21%.另一方面,基于p-Op配体的rh催化剂在苯乙烯和烯丙基氰化物的加氢甲酰化反应中表现出非常好的活性和区域选择性,同时获得了中等的对映选择性.在这些反应中已经观测到两种立体反应生成元素的参与,并且它们错配的组合导致对映选择性的抵消.为了进一步研究配体主链在这些反应过程中的影响,通过dft方法分析了铑模型配合物rh(c
DOI:10.1021/om1003545

海关参考信息

专利信息


专利号:US-2004018598-A1
优先权日:2000-05-30
标题 :Bio-intermediates for use in the chemical synthesis of polyketides
发明人：SANTI DANIEL; ASHLEY GARY; MYLES DAVID C
摘要:The present invention relates to compounds made by a subset of modules from one or more polyketide synthase (“PKSâ€?) genes that are used as starting material in the chemical synthesis of novel molecules, particularly naturally occurring polyketides or derivatives thereof. The biologically derived intermediates (“bio-intermediatesâ€?) generally represent particularly difficult compounds to synthesize using traditional chemical approaches due to one or more stereocenters. In one aspect of the invention, an intermediate in the synthesis of epothilone is provided that feeds into the synthetic protocol of Danishefsky and co-workers. In another aspect of the invention, intermediates in the synthesis of discodermolide are provided that feed into the synthetic protocol of Smith and co-workers. By taking advantage of the inherent stereochemical specificity of biological processes, the syntheses of key intermediates and thus the overall syntheses of compounds like epothilone and discodermolide are greaty simplified.

专利号:US-5861532-A
优先权日:1997-03-04
标 题:Solid-phase synthesis of N-alkyl amides
发明人：BROWN EDWARD G; NUSS JOHN M
权利人:CHIRON CORP
摘要:Methods for solid phase synthesis of N-alkyl amides comprise reductive amination of carbonyl compounds using a reducing agent and an amine-containing linker bound to a solid support. The methods afford high yields of linker-bound, monoalkylated amines, and subsequent coupling with acid derivatives provide derivatized N-substituted amides in excellent yields after cleavage from the solid-phase. Compositions useful in solid phase synthesis are also described.

专利号:WO-2023102600-A1
优先权日:2021-12-06
标题:Synthesis of amphiphilic block copolymers and polymeric nanofibers produced therefrom
发明人：ZETTERLUND PER B; ISHIZUKA FUMI; KIM HYUN JIN; CHATANI SHUNSUKE; NIINO HIROSHI
权利人:NEWSOUTH INNOVATIONS PTY LTD
摘要:The present disclosure relates to the field of synthesis of block copolymers, and polymeric nanofibers having a core-shell morphology produced therefrom. The present disclosure relates to the field of synthesis of block copolymers where one block is more hydrophobic than the other block and is a different composition. The disclosure also relates to uses of these polymeric nanofibers in various applications, such as reinforcing a polymeric matrix and for coatings applications.

专利号:US-6512081-B1
优先权日:1997-07-21
标题:Synthesis of dithioester chain transfer agents and use of bis(thioacyl) disulfides or dithioesters as chain transfer agents
发明人：RIZZARDO ENZIO; THANG SAN HOA; MOAD GRAEME
权利人:E I DUPONT NEMOURS AND COMPANY; COMMW SCIENT IND RES ORG
摘要:This invention relates to the synthesis of dithiocarboxylic acid esters by reaction of bis(thioacyl) disulphides, thioacetals or vinylidane bis(thioether) with free-radicals (optionally in the presence of monomers). The invention also relates to processes for the synthesis of polymers utilising these dithioesters as polymerisation regulators (chain transfer agents) or to the use of bis(thioacyl) disulphides to generate dithioester chain transfer agents in situ.

专利号:US-10266565-B2
优先权日:2011-04-12
标 题 :Peptide mimetic ligands of polo-like kinase 1 polo box domain and methods of use
发明人：BURKE JR TERRENCE R; LIU FA; LEE KYUNG S; PARK JUNG-EUN
权利人:BURKE JR TERRENCE R; LIU FA; LEE KYUNG S; PARK JUNG EUN; THE US SECRETARY DEPARTMENT OF HEALTH & HUMAN SERVICES
摘要:Novel compounds are provided that bind to polo-like kinases through the polo-box domain. In certain embodiments, the novel compounds are PEGylated peptides. The PEGylated peptides in accordance with the invention demonstrate high PBD-binding affinity. In certain embodiments, the PEGylated peptides have also achieved activities in whole cell systems. The invention also provides compounds that bind polo-like kinases through the polo-box domain and possess reduced anionic charge. Further provided are methods of design and/or synthesis of the PEGylated peptides and methods of use thereof. The invention provides methods of use of the compounds and methods of synthesis of the compounds.

专利号:US-10280189-B2
优先权日:2012-07-17
标题:Method for the synthesis of aminoalkylenephosphonic acid
发明人：BURCK SEBASTIAN; LECLERCQ CEDRIC NICOLAS; NOTTE PATRICK
权利人:MONSANTO TECHNOLOGY LLC
摘要:A method for the synthesis of an aminoalkylenephosphonic acid or its phosphonate esters including the following steps: a) forming, in the presence of an aldehyde or ketone and an acid catalyst, a reaction mixture by mixing a compound having at least one HNR 1 R 2 moiety or a salt thereof, with a compound having one or more P—O—P anhydride moieties, the moieties having one P atom at the oxidation state (+III) and one P atom at the oxidation state (+III) or (+V), wherein the ratio of moles of aldehyde or ketone to N—H moieties is 1 or more and wherein the ratio of N—H moieties to P—O—P anhydride moieties is 0.3 or more, and b) recovering the resulting aminoalkylenephosphonic acid having compound or its phosphonate esters.

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主要参考文献

[参考文献]: C D Thompson, Et Al. Synthesis And In Vitro Reactivity Of 3-Carbamoyl-2-Phenylpropionaldehyde And 2-Phenylpropenal: Putative Reactive Metabolites Of Felbamate. Chem Res Toxicol. 1996 Dec;9(8):1225-9.
[参考文献]: C M Dieckhaus, Et Al. Role Of Glutathione S-Transferases A1-1, M1-1, And P1-1 In The Detoxification Of 2-Phenylpropenal, A Reactive Felbamate Metabolite. Chem Res Toxicol. 2001 May;14(5):511-6.
[参考文献]: M Popovi, Et Al. Investigating The Role Of 2-Phenylpropenal In Felbamate-Induced Idiosyncratic Drug Reactions. Chem Res Toxicol. 2004 Dec;17(12):1568-76.
[参考文献]: Shane G Roller, Et Al. Interaction Between Human Serum Albumin And The Felbamate Metabolites 4-Hydroxy-5-Phenyl-[参考文献]: Takashi Matsuo, Et Al. Reductive Activation Of Dioxygen By A Myoglobin Reconstituted With A Flavohemin. J Am Chem Soc. 2002 Sep 25;124(38):11234-5.

合成参考文献


摘要:Schramm, M. P., Science of Synthesis, (2009) 46, 471.
摘要:Margaretha, P., Science of Synthesis, (2009) 48, 440.
摘要:Sartori, G.; Maggi, R., Science of Synthesis, (2010) 47, 517.
摘要:Sumida, Y.; Ohmiya, H., Science of Synthesis Knowledge Updates, (2022) 3, 43.
摘要:Celik, I.; Hummel, S.; Kirsch, S. F., Science of Synthesis Knowledge Updates, (2019) 1, 12.
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