CAS: 7642-09-3; (Z)-Hex-3-Ene

该化合物是一种分子式C6H12的烷,其特点是三,四碳原子在其链条中存在双重联系."cis"称,双环的替代体是同一面的,影响其物理和化学特性.这种结构安排导致与反异构体相比,由于分子相互作用的增加,其沸点更高.Cis-3-hexene是一种无色液体,在室温下是一种无色液体,以其微微甜的气味闻名.它溶于水中,但有机溶解剂中可溶解,因此在各种化学反应中有用,包括聚合和有机合成的中间.此外,它可以参与典型的烷反应,如氢化和电荷添加.在处理这种化合物时,应采取安全防范措施,因为它可能是易燃的,在与皮肤或眼睛接触时会引起刺激.

结构式图片

欧盟法规

[ECHA物质

上下游产品

CAS号928-49-4 3-己炔 | CAS号16666-78-7 3,3,3-triphenyl... | CAS号592-41-6 1-己烯 | CAS号201230-82-2 carbon monoxide | CAS号6773-29-1 重氮丙二酸二甲酯 | CAS号6124-90-9 rel-2α*-Propyl-... | CAS号110-54-3 正己烷 | CAS号40972-92-7 bis(cis-3-hexen... | CAS号764-35-2 2-已炔 | CAS号4798-58-7 2-己烯-4-醇, CIS +... | CAS号29478-26-0 (S,R)-trans-3-h... | CAS号106-98-9 正丁烯 | CAS号109-67-1 1-戊烯 | CAS号110-54-3 正己烷 | CAS号592-78-9 3-庚烯 | CAS号34557-54-5 methane | CAS号760-20-3 3-甲基-1-戊烯

合成工艺路线路线简述

    📜9-((Z)-Hex-3-En-3-yl)-9-Borabicyclo[3.3.1]Nonane置于甲醇体系中,用 氘代苯 作为反应溶剂,化学反应 0.29H,反应生成 正-3-己烯
    参考文献:末端炔烃的z-选择性加氢烷基化机理
    标题:末端炔烃的z-选择性加氢烷基化机理
    摘要:本文描述了银催化末端炔烃 Z 选择性加氢烷基化的详细机理研究.考虑到已建立的炔烃z选择性加氢烷基化机制范例,我们探索了一种基于炔烃自由基碳金属化的机制.实验结果为反对最初提出的自由基机理提供了强有力的证据,并促使我们提出一种基于硼酸酯形成和1,2-金属化物转移的炔烃z选择性加氢烷基化的新机制.新机制为反应中观测到的优异 Z 选择性提供了理论依据.一系列化学计量实验探讨了所提出的基本步骤的可行性,并揭示了银催化剂在中间体的原脱硼中的附加作用.最后,一系列动力学测量,Kie 实验和竞争实验使我们能够确定周转限制步骤和催化剂的静止状态.我们相信本研究结果将对炔烃相关转化的进一步探索和发展有所帮助.
    DOI:10.1021/jacs.1C07613

    海关参考信息

    专利信息


    专利号:US-11866398-B2
    优先权日:2018-05-15
    标 题:Total synthesis of prostaglandin J natural products by stereoretentive metathesis
    发明人:LI JIAMING; CHEN XU; AHMED TONIA S; STOLTZ BRIAN M; GRUBBS ROBERT H
    权利人:CALIFORNIA INST OF TECHN
    摘要:This invention relates generally to the synthesis of Δ12-Prostaglandin J product using stereoretentive ruthenium olefin metathesis catalysts supported by dithiolate ligands. Δ12-Prostaglandin J products were generated with excellent selectivity (>99% Z) and in moderate to high/good yields (47% to 80% yield; 58% to 80% yield).

    专利号:US-10995049-B2
    优先权日:2019-07-19
    标 题 :Total synthesis of prostaglandin J natural products and their intermediates
    发明人:LI JIAMING; XU CHEN; AHMED TONIA S; GRUBBS ROBERT H; STOLTZ BRIAN M
    权利人:CALIFORNIA INST OF TECHN
    摘要:The present disclosure is directed to methods of preparing prostaglandin J natural products by stereoretentive metatheses reactions and intermediates used in the synthesis of these natural products, including the use of intermediates of Formula (I-A), where R 1 is defined in the specification

    专利号:US-4544789-A
    优先权日:1983-09-06
    标题:Stereoselective synthesis of internal olefins
    发明人:BROWN THEODORE L; NUBEL PHILIP O
    权利人:UNIV ILLINOIS
    摘要:Regioselective and stereoselective synthesis of trans-internal olefins is effected with transition metal catalyst complexes having pairs of associated active sites. Photolytic conditions are generally employed.

    专利号:WO-2024105421-A1
    优先权日:2022-11-17
    标题 :SYNTHESIS OF α,β-UNSATURATED CARBONYLS FROM ALKENES VIA SULFONIUM INTERMEDIATES AND THEIR APPLICATION IN THE SYNTHESIS OF CONJUGATED DIENE PHEROMONES, KAIROMONES, AND RELATED COMPOUNDS
    发明人:ANGYAL PÉTER; KOTSCHY ANDRÃ?S MIKLÓS; DUDÃ?S Ã?DÃ?M; SOÓS Tibor; VARGA SZILÃ?RD
    权利人:TERMESZETTUDOMANYI KUTATOKOEZPONT; EOETVOES LORAND TUDOMANYEGYETEM
    摘要:α,β-Unsaturated aldehydes are useful products as such in agrochemistry, but also potential intermediates for the preparation of important insect pheromones and kairomones. Until now, primarily the thermodynamically more stable (E)-α,β-unsaturated aldehydes have been identified as useful intermediates in the production of conjugated diene pheromone compounds, however, their practical and cost-effective synthesis on an industrial scale remains challenging. The problem to be solved by the present invention is to provide a method for selective oxidation of alkenes to α,β-unsaturated carbonyls which can be further transformed into pheromones and kairomones preferably without isolation and significant loss of the existing stereochemical purity.

    专利号:US-8604141-B2
    优先权日:1995-08-03
    标 题 :High metathesis activity ruthenium and osmium metal carbene complexes
    发明人:GRUBBS ROBERT H; SCHWAB PETER; NGUYEN SONBINH T
    权利人:GRUBBS ROBERT H; SCHWAB PETER; NGUYEN SONBINH T; CALIFORNIA INST OF TECHN
    摘要:Ruthenium and osmium carbene compounds that are stable in the presence of a variety of functional groups and can be used to catalyze olefin metathesis reactions on unstrained cyclic and acyclic olefins are disclosed. Also disclosed are methods of making the carbene compounds. The carbene compounds are of the formula n nwhere M is Os or Ru; R 1 is hydrogen; R is selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, and substituted or unsubstituted aryl; X and X 1 are independently selected from any anionic ligand; and L and L 1 are independently selected from any neutral electron donor. The ruthenium and osmium carbene compounds of the present invention may be synthesized using diazo compounds, by neutral electron donor ligand exchange, by cross metathesis, using acetylene, using cumulated olefins, and in a one-pot method using diazo compounds and neutral electron donors. The ruthenium and osmium carbene compounds of the present invention may be used to catalyze olefin metathesis reactions including, but not limited to, ROMP, RCM, depolymerization of unsaturated polymers, synthesis of telechelic polymers, and olefin synthesis.

    专利号:US-11976081-B2
    优先权日:2019-04-26
    标题 :Intermediate of eribulin and synthesis method and use thereof
    发明人:XU WEIPING
    权利人:BEIJING TIENYI LUFU PHARMATECH CO LTD
    摘要:An intermediate compound is prepared and used for the synthesis of halichondrin B, eribulin or an analog thereof, particularly a structural fragment C27-C35 thereof. The starting materials of the synthetic route are readily available, and the optical purity of the starting materials can be ensured, so that the optical purity of the structural fragment C27-C35 in halichondrin B, eribulin or the analog thereof is ensured. Steps for constructing a chiral center of the structural fragment C27-C35 feature higher diastereoselectivity and yield, in particular preparation methods of compounds of formulae (X), (XI), (XVI) and (XV). By-products of partial reactions can be removed only by recrystallization, which results in easy purification and significant reduce in cost.

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Kostikov, R. R.; Khlebnikov, A. F.; Sokolov, V. V., Science of Synthesis, (2010) 47, 816.
    摘要:Roy, K.-M., Science of Synthesis, (2010) 47, 902.
    摘要:Roy, K.-M., Science of Synthesis, (2010) 47, 897.
    摘要:Schobert, R.; Hölzel, C.; Barnickel, B., Science of Synthesis, (2010) 47, 40.
    摘要:Kostikov, R. R.; Khlebnikov, A. F.; Sokolov, V. V., Science of Synthesis, (2010) 47, 813.
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