CAS: 111-78-4; 1,5-Cyclooctadiene

该化合物是一种具有分子式C8H12的圆极极,其特征是位于环球环1和5位置的两层双环联结,这种化合物在室温下是一种无色液体,有独特的气味,以其反应作用著称,特别是在Diels-Alder反应中,这在有机合成和聚合化学中具有价值.存在两层双环联,可以进行各种化学变异,包括氢化和聚合.1,5-Cycloclocadiene还被用作协调化学的一种离心体,因为它能够形成与过渡金属相稳定的复合体,其物理特性包括中度沸点和相对较低的密度,安全考虑很重要,因为它可能是易燃的,在吸入或皮肤接触时可能构成健康风险.

结构式图片

欧盟法规

REACH注册ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

cis-1,2-divinylcyclobutane cyclo°Ctatetraene buta-1,3-diene acetylene °Ctane-2-carboxylic acidexo-cis-bicyclo3.3.0°Ctane-2-carboxylic acid cis-Cyclo°Ctene 4-ethenylcyclohexene trans-2-vinylcyclohexanol

合成工艺路线路线简述

    1,3-丁二烯置于亚磷酸三苯酯,Bis(Acetylacetonate)Nickel(II),三乙基铝,二乙氧基乙基铝体系中,用 乙醇 用作溶剂,80.0~105.0 °C,500.01 Kpa 条件下,反应 1.2H,以90%的收率获得1,5-环辛二烯
    参考文献:一种1,5-环辛二烯的制备方法
    标题:一种1,5-环辛二烯的制备方法
    摘要:本发明公开了一种1,5‑环辛二烯的制备方法,在压力反应釜内无水惰性环境中,温度80~120°C,表压压力0.10~0.60Mpa条件下,将1,3‑丁二烯分多次加入溶有镍‑铝‑磷体系催化剂的惰性烃类溶剂中,进行1,3‑丁二烯环化二聚合成1,5‑环辛二烯反应,反应完成后将合成液转移至精馏塔负压精制得到1,5‑环辛二烯成品,总体上,本发明具有反应条件温和,操作简便,原料转化率高,反应选择性高,能够有效减少操作环节,提高合成效率,收率高,污染小,产品质量高,具有极高的使用价值的优点.

    海关参考信息

    专利信息


    专利号:US-6504041-B2
    优先权日:1996-11-15
    标题 :Synthesis of ruthenium or osmium metathesis catalysts
    发明人:GRUBBS ROBERT H; BELDERRAIN TOMAS R; BROWN SETH N; WILHELM THOMAS E
    权利人:CALIFORNIA INST OF TECHN
    摘要:The present invention relates to the synthesis of highly active ruthenium and osmium carbene metathesis catalyst in good yield from readily available starting materials. The catalysts that may be synthesized are of the general formula n wherein: n M is ruthenium or osmium; n X and X 1 are independently any anionic ligand; n L and L 1 are any neutral electron donor ligand; and, n R and R 1 are each hydrogen or one of the following substituent groups: C 2 -C 20 alkenyl, C 2 -C 20 alkynyl, C 1 -C 20 alkyl, aryl, C 1 -C 20 carboxylate, C 1 -C 20 alkoxy, C 2 -C 20 alkenyloxy, C 2 -C 20 alkynyloxy, aryloxy, C 2 -C 20 alkoxycarbonyl, C 1 -C 20 alkylthio, C 1 -C 20 alkylsulfonyl and C 1 -C 20 alkylsulfinyl. Optionally, the substituent group may be substituted with one or more groups selected from C 1 -C 5 alkyl, halogen, C 1 -C 5 alkoxy, and aryl. When the substitute aryl group is phenyl, it may be further substituted with one or more groups selected from a halogen, a C 1 -C 5 alkyl, or a C 1 -C 5 alkoxy. Specific synthetic protocols for vinyl alkylidene catalysts wherein R is hydrogen and R 1 is —CHCR 12 R 13 and non-vinyl alkylidene catalysts are also disclosed. In addition to the ease of synthesis (typically a one-step synthesis), the reactions generally may be run at or above room temperature and the resulting products usually may be used without extensive post synthesis purification.

    专利号:US-5827794-A
    优先权日:1994-02-22
    标 题 :Supported highly-polar liquid phase chiral sulfonated binap catalyst for asymmetric synthesis of optically active compounds
    发明人:DAVIS MARK E; WAN KAM TO
    权利人:CALIFORNIA INST OF TECHN
    摘要:The present invention relates to water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl and its use as organometallic catalysts for asymmetric synthesis of optically active compounds. Asymmetric reactions of the present invention include those reactions in which organometallic catalysts are commonly used. Such reactions include, but are not limited to, reduction and isomerization reactions on unsaturated substrates and carbon--carbon bond forming reactions. Examples of such reactions include, but are not limited to, hydrogenation, hydroboration, hydrosilylation, hydride reduction, hydroformylation, alkylation, allylic alkylation, arylation, alkenylation, epoxidation, hydrocyanation, disilylation, cyclization and isomerization reactions. n The catalysts of the present invention provide the advantage of functioning in the presence of water without loss in enantioselectivity relative to the nonsulfonated BINAP catalyst in an organic solvent. As a result, the catalysts of the present invention may be employed in water, water miscible solvents, in aqueous--organic two phase solvent systems and in supported aqueous phase catalysts in organic solvents without loss in enantioselectivity. Further, the catalysts of the present invention may also be effectively employed in highly polar solvents such as primary alcohols and ethylene glycol. n The present invention also relates to a method for conducting asymmetric reactions on prochiral unsaturated bonds contained within a compound using the water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl organometallic catalysts of the present invention.

    专利号:US-7820838-B2
    优先权日:2002-01-29
    标 题:Method for total synthesis of ecteinascidins and intermediate compounds thereof
    发明人:FUKUYAMA TOHRU; KAN TOSHIYUKI
    权利人:JAPAN SCIENCE & TECH AGENCY
    摘要:An intermediate compound for total synthesis of ecteinascidins comprising, a compound represented by general formula 2 having thioether group at C4 site, and the substituent R 2 of N 12 site is trichloroethoxycarbonyl (Troc) to which various substituents can be introduced by mild condition, further having 10 members ring structure which can be converted to a ring of other numbered members.

    专利号:US-7002017-B2
    优先权日:2003-03-24
    标题 :Enantioselective hydrogenation of intermediates in the synthesis of tipranavir
    发明人:KLINGLER FRANZ DIETRICH; STEIGERWALD MICHAEL; EHLENZ RICHARD
    权利人:BOEHRINGER INGELHEIM INT
    摘要:The invention relates to a process for preparing the compounds of general formula I n nby enantioselective hydrogenation of the compounds of formula II n nin the presence of special hydrogenation catalysts. The invention is characterised by high enantioselectivity, providing easy access to a category of important pharmaceutical compositions, i.e. intermediates for the synthesis of tipranavir.

    专利号:US-7399773-B2
    优先权日:2001-01-09
    标 题 :Process for the synthesis of 5-(4-fluorophenyl)-1-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid and phenylamide
    发明人:NELSON JADE DOUGLAS; PAMMENT MICHAEL GERARD
    权利人:WARNER LAMBERT CO
    摘要:An improved process for the preparation of 5-(4-fluorophenyl)-1-[2-((2R,4R)-4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-2-isopropyl-4-phenyl-1H-pyrrole-3-carboxylic acid phenylamide by a novel synthesis is described where methyl cyanoacetate is converted in eight operations or fewer to the desired product, as well as other valuable intermediates used in the process.

    专利号:US-7105617-B2
    优先权日:2003-02-06
    标题:Metal 8-hydroxyquinoline-functionalized polymers and related materials and methods of making and using the same
    发明人:WECK MARCUS; MEYERS AMY
    权利人:GEORGIA TECH RES INST
    摘要:This invention relates to the synthesis of Mq n -containing monomeric compounds, comprising a polymerizable moiety, an Mq n -moiety, and an optional chemical spacer therebetween, wherein q, in each instance, comprises an 8-hydroxyquinoline residue, M is a metal such as Mg, Zn, Al, Ga, or In, and n is 2 or 3 as the valence of the metal requires. For example, the polymerization of Znq 2 - or Alq 3 -containing monomers, in the presence or absence of a co-monomer, provided a Znq 2 - or Alq 3 -containing polymer, which retained the optical properties of Znq 2 or Alq 3 in solution, respectively. The Mq n -containing polymers may be used in, among other things, the fabrication of light-emitting diodes (LEDs).
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    合成参考文献


    摘要:Grainger, R. S.; Jervis, P. J., Science of Synthesis, (2009) 46, 436.
    摘要:Grainger, R. S.; Jervis, P. J., Science of Synthesis, (2009) 46, 405.
    摘要:Lu, J.-M.; Shao, L.-X.; Shi, M., Science of Synthesis, (2010) 47, 766.
    摘要:Michalak, M.; Gulajski, L.; Grela, K., Science of Synthesis, (2010) 47, 364.
    摘要:Michalak, M.; Gulajski, L.; Grela, K., Science of Synthesis, (2010) 47, 392.
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