CAS: 14250-96-5; 2-Methyl-2-Pentenal

该化合物是分子式C6H10O的不饱和正丁烯. 它具有双联体的跨形配置(E), 有助于其独特的化学反应性和稳定性. 有机合成中通常使用该复合物, 特别是作为调味, 香味和特殊化学品生产的中间体. 它的α, α-不饱和碳基体结构使它成为Michael添加, 凝聚反应和其他变异的宝贵基质. 2位置的甲基替代会增强它的消毒和电子特性,影响合成应用中的选择性. 需要妥善处理, 因为它具有潜在的挥发性和再活动性.

结构式图片

欧盟法规

C&L通报

上下游产品

CAS号123-38-6 丙醛 | CAS号62138-41-4 methyl 3-formyl... | CAS号615-30-5 Pentanal,3-hydr... | CAS号75-56-9 环氧丙烷 | CAS号81569-07-5 N-tert-butyl-(E... | CAS号54509-73-8 ethene | CAS号107-18-6 烯丙醇 | CAS号71-23-8 正丙醇 | CAS号54406-48-3 右旋烯炔菊酯 | CAS号32749-94-3 2,3-二甲基戊醛 | CAS号565-61-7 3-甲基-2-戊酮 | CAS号499-06-9 3,5-二甲基苯甲酸 | CAS号4465-04-7 3-甲基-2-亚甲基-丁酸 | CAS号64-19-7 冰醋酸 | CAS号107-87-9 2-戊酮 | CAS号30433-49-9 5-ethyl-4-methy... | CAS号3142-72-1 2-甲基-2-戊烯酸

合成工艺路线路线简述

    丙醛置于sodium Hydroxide体系中,用 水 用作溶剂,化学反应 1.0H,反应生成2-甲基-2-戊烯醛
    参考文献:镍催化的醛的α-烯丙基化以及与烯丙醇的串联羟醛缩合/烯丙基化反应
    标题:镍催化的醛的α-烯丙基化以及与烯丙醇的串联羟醛缩合/烯丙基化反应
    摘要:据报道,醛与烯丙醇的无镍镍催化α-烯丙基化反应.1摩尔%的原位形成的镍络合物在甲醇中促进了反应,而水是反应的唯一副产物.实验条件允许各种α-支链醛和α,β-不饱和醛转化为亲核试剂.相同的催化剂和反应条件可实现醛/α-烯丙基化反应的串联羟醛缩合反应.
    Doi:10.1002/anie.201703486

    海关参考信息

    专利信息


    专利号:US-9834501-B2
    优先权日:2016-01-28
    标题 :Efficient synthesis of methacroelin and other alpha, beta—unsaturated aldehydes from methanol and an aldehyde
    发明人:BOPPANA Venkata Bharat; NORMAN DAVID WILLIAM; TUSTIN GERALD C; STEFFEY MELISSA PAGE
    权利人:EASTMAN CHEM CO
    摘要:A process is described that uses a silver catalyst to convert methanol into formaldehyde in the presence of less than a stoichiometric amount of oxygen. The resulting formaldehyde is reacted without isolation with propionaldehyde over a commercially available anatase titania catalyst that is shown to be catalytically active towards the formation of methacrolein from formaldehyde and propionaldehyde with conversions and selectivities close to 90%. This titania catalyst is readily available, non-toxic, and can be used with formaldehyde and a variety of other aldehyde compounds to make α,β-unsaturated aldehyde compounds. This process benefits from low raw material costs and is economically advantaged due to the elimination of catalyst separation. This process shows promising stability and selectivity during lifetime studies, particularly when performed in the presence of a hydrogen carrier gas.

    专利号:EP-2986376-A1
    优先权日:2013-04-19
    标题:Immobilized catalytically active composition for hydroformylation of olefin-containing mixtures
    发明人:DYBALLA KATRIN MARIE; FRANKE ROBERT; HAHN HANNA; BECKER MARC; SCHÖNWEIZ ANDREAS; DEBUSCHEWITZ JONAS; WALTER SIMON; WÖLFEL RENÉ; HAUMANN MARCO; WASSERSCHEID PETER; KAFTAN ANDRE; LAURIN MATHIAS; LIBUDA JÖRG
    权利人:EVONIK DEGUSSA GMBH
    摘要:The present invention provides a composition, and for the use of this composition as a catalytically active composition in processes for synthesis of chemical compounds, especially for hydroformylation of olefinically unsaturated hydrocarbon mixtures. Preferably, the composition comprises a metal complex, especially an Rh complex having a phosphine or phosphite ligand, on an inert porous carrier, and is loaded for the purposes of the hydroformylation with the aldol by-product of the desired aldehyde, in the manner of an application of the 'Supported Liquid Phase' (SLP) concept.

    专利号:US-8822733-B2
    优先权日:2011-02-16
    标题 :Intermediates for the preparation of beta-santalol
    发明人:CHAPUIS CHRISTIAN
    权利人:CHAPUIS CHRISTIAN; FIRMENICH & CIE
    摘要:The present invention concerns a process for the preparation of a compound of formula (I) in the form of any one of its stereoisomers or mixtures thereof, and wherein the dotted line may represents an additional bond and R a represents a hydrogen atom or a Si(R b ) 3 or (R b ) 2 COH group, each R b representing C 1-6 alkyl group or a phenyl group. The invention concerns also the compound (I) as well as its use for the synthesis of β-santalol or of derivatives thereof.

    专利号:US-8236976-B2
    优先权日:2004-03-09
    标 题 :Processes for highly enantio- and diastereoselective synthesis of acyclic epoxy alcohols and allylic epoxy alcohols
    发明人:WALSH PATRICK; LURAIN ALICE E; KELLY ANN R; MAESTRI AARON G
    权利人:WALSH PATRICK; LURAIN ALICE E; KELLY ANN R; MAESTRI AARON G; UNIV PENNSYLVANIA
    摘要:The inventive subject matter relates to novel processes for making an epoxy alcohol from an aldehyde, comprising the steps of: (a) adding (i) an organozinc compound or (ii) divinylzinc compound and an diorganozinc compound to said aldehyde in the presence of a first catalyst to form an allylic alkoxide compound; and (b) epoxidizing said allylic alkoxide compound in the presence of an oxidant and a second catalyst.

    专利号:US-2016068459-A1
    优先权日:2013-04-19
    标题 :Immobilized catalytically active composition for hydroformylation of olefin-containing mixtures
    发明人:DYBALLA KATRIN MARIE; FRANKE ROBERT; HAHN HANNA; BECKER MARC; SCHOENWEIZ ANDREAS; DEBUSCHEWITZ JONAS; WALTER SIMON; WOELFEL RENE; HAUMANN MARCO; WASSERSCHEID PETER; KAFTAN ANDRE; LAURIN MATHIAS; LIBUDA JOERG
    权利人:EVONIK DEGUSSA GMBH
    摘要:A composition and the use of said composition as catalytically active composition in processes for synthesis of chemical compounds, especially the hydroformylation of olefinically unsaturated hydrocarbon mixtures.

    专利号:US-8309742-B2
    优先权日:2007-05-09
    标题 :Use of the PigD protein for catalyzing 1,4-additions of 2-oxoalkanoates to α, β-unsaturated ketones
    发明人:MUELLER MICHAEL; DRESEN CAROLA; RICHTER MICHAEL
    权利人:MUELLER MICHAEL; DRESEN CAROLA; RICHTER MICHAEL; UNIV ALBERT LUDWIGS FREIBURG
    摘要:The present invention relates to the preparation of compounds of the general formula II which can be obtained by 1,4 addition of 2-oxoalkanoates or 2-oxocarboxylic acids onto the appropriate ketones. The present invention also relates to the use of the PigD protein for catalysis of 1,4 additions of 2-oxoalkanoates/-carboxylic acids, for example pyruvate/pyruvic acid or 2-oxobutyrate/2-oxobutyric acid, onto aliphatic, aromatic and heterocyclic α,β-unsaturated ketones. The 1,4 additions are effected here with CO2 elimination. The use of the PigD protein as a catalyst in the aforementioned 1,4 additions enables the synthesis of addition products with stereoactive centers these addition products being preparable with an enantiomeric excess of more than 80% ee. The aliphatic, aromatic and heterocyclic α,β-unsaturated ketones which are suitable for the process are represented by the general formula I:
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    2-甲基-2-戊烯醛
    2-Methyl-2-pentenal
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    主要参考文献

    参考标题:Application Of A Flexible Synthesis Of (5R)-Thiolactomycin To Develop New Inhibitors Of Type I Fatty Acid Synthase
    作者:Jill M. Mcfadden,Susan M. Medghalchi,Jagan N. Thupari,Michael L. Pinn,Aravinda Vadlamudi,Katherine I. Miller,Francis P. Kuhajda,Craig A. Townsend |发布日期:2005.2.1
    摘要:Fatty Acid Synthase (Fas) Catalyzes The Synthesis Of Palmitate From The Sequential Condensation Of An Acetyl Primer With Two Carbon Units Added From Malonyl-Coa. Inhibition Of The Beta-Ketoacyl Synthase Domain Of Mammalian Fas Leads To Selective Cytotoxicity To Various Cancer Cell Lines In Vitro And In Vivo. Also, Inhibitors Of Fas Can Cause Reduced Food Intake And Body Weight In Mice. Naturally Occurring

    合成参考文献


    摘要:Lubell, W. D.; St-Cyr, D. J.; Dufour-Gallant, J.; Hopewell, R.; Boutard, N.; Kassem, T.; Dörr, A.; Zelli, R., Science of Synthesis Knowledge Updates, (2013) 1, 175.
    摘要:Liu, Y.; Melchiorre, P., Science of Synthesis: Asymmetric Organocatalysis, (2012) 1, 407.
    摘要:Jie, X.; Su, W., Science of Synthesis, (2022) , 11.
    摘要:Liu, Y.; Melchiorre, P., Science of Synthesis: Asymmetric Organocatalysis, (2012) 1, 428.
    摘要:Liu, Y.; Melchiorre, P., Science of Synthesis: Asymmetric Organocatalysis, (2012) 1, 413.
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