CAS: 542-92-7; Cyclopentadiene

该化合物是一种含有分子式C5H6.的环状死环,其特点是两种相交双环,有助于其反应性和独特的化学特性.这种无色液体有独特的气味,因其能够进行二氏-阿尔德尔反应而闻名,使它成为有机合成中有价值的中间体.该化合物的沸点约为42C,熔点大约为-50C,表明其挥发性和低温稳定性.1,3-氯丙烯在室内温度下发生二极化的趋势也值得注意,形成二环戊二烯,可通过加热扭转.它溶于有机溶剂中,但在水中是溶解的.由于它具有再生性,它应该小心处理,因为它在长期接触空气时会形成爆炸性过氧化物.

结构式图片

MSDS等安全信息

欧盟法规

REACH注册ECHA物质ECHA物质C&L通报REACH预注册

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CAS号3048-65-5 3a,4,7,7a-四氢茚 | CAS号77-73-6 二聚环戊二烯 | CAS号142-29-0 环戊烯 | CAS号3559-74-8 三甲基甲硅烷基环戊二烯(异构体混合物) | CAS号111934-15-7 N-[(S)-α-Methox... | CAS号111934-10-2 (2S)-methyl 2-(... | CAS号10556-12-4 Azulene, 5,6-di... | CAS号10138-32-6 5-降冰片烯-2-羧酸乙酯 | CAS号108835-41-2 3,5,6,7-tetrahy... | CAS号112375-05-0 2-苄基-2-氮杂双环[2.2... | CAS号10515-15-8 1,2,3,4-TETRAET... | CAS号109000-07-9 3-(4-methylphen... | CAS号6056-35-5 2-苯甲酰基-5-降冰片烯 | CAS号3289-22-3 FLUCYBENE | CAS号3875-51-2 异丙基环戊烷 | CAS号49805-30-3 氮杂双环

合成工艺路线路线简述

    Dicyclopentadiene 反应生成 环戊二烯
    参考文献:4-Aminocyclopentane-1,3-Diols As Platforms For Diversity: Synthesis Of Anandamide Analogs
    标题:4-Aminocyclopentane-1,3-Diols As Platforms For Diversity: Synthesis Of Anandamide Analogs
    摘要:从环戊二烯出发,经过8步反应制备了两种外消旋混合物4-氨基环戊烷-1,3-二醇,并对其进行了表征.结构确定证明了两个氧原子相对于环平面的预期反式取向.这些片段状的新化合物体积小且亲水,缺乏可旋转键,提供了立体化学上定义的取代基连接点.因此,这些多样性的基础平台适合作为构建类似先导化合物的4-酰胺环戊烷-1,3-二醇或天然产物类似物的组合库的起始点.作为概念验证,利用这些分子平台制备了环戊烯醇胺的类似物,并作为探索与阿让胺分子生物学中未解决问题的工具进行了评估.
    DOI:10.2174/1573406411309060013

    海关参考信息

    专利信息


    专利号:US-11926589-B2
    优先权日:2019-07-09
    标 题 :Process for the synthesis of non-racemic cyclohexenes
    发明人:REISMAN SARAH; ROMBOLA MICHAEL; LADD CAROLYN L; MCLAUGHLIN MARTIN JOHN; ZUEND STEPHAN; GOETZ ROLAND
    权利人:BASF CORP; CALIFORNIA INST OF TECHN
    摘要:This invention relates to a process for the synthesis of a non-racemic cyclohexene compound of formula (I) by a Diels-Alder reaction of a compound of formula (II) with a compound of formula (III) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and Y have the meanings as defined in the description in the presence of a catalyst comprising at least one m-valent metal cation M m+ wherein the metal M is selected from Scandium (Sc), Yttrium (Y), Lanthanum (La), Cerium (Ce), Praseodymium (Pr), Neodymium (Nd), Promethium (Pm), Samarium (Sm), Europium (Eu), Gadolinium 15 (Gd), Terbium (Tb), Dysprosium (Dy), Holmium (Ho), Erbium (Er), Thulium (Tm), Ytterbium (Yb), Lutetium (Lu), Gallium (Ga) and Indium (In), and m is an integer of 1, 2 or 3, and a chiral ligand of the formula (IV) wherein R 10a , R 10b , R 10c , R 10d , R 10a′ , R 10b′ , R 10c′ , R 10d′ , Z and Z′ have the meanings as defined in the description.

    专利号:US-6479685-B2
    优先权日:1998-01-09
    标题 :Metallocene catalysts for synthesis of high-melting polyolefin copolymer elastomers
    发明人:WAYMOUTH ROBERT M; KRAVCHENKO RAISA L; MACIEJEWSKI PETOFF JENNIFER; HUNG JOYCE
    权利人:TRUSTEES OF THE LELAND STANDAR
    摘要:Metallocene catalysts having plural coordination geometries for synthesis of high melting polyolefin copolymers suitable as thermoplastic elastomers. The inventive catalysts comprise unbridged, substituted or unsubstituted cyclopentadienyl metallocene catalysts that are capable of inter-converting between states with different polymerization or copolymerization characteristics, which interconversion is controlled by selecting the substituents of the cyclopentadienyl ligands so that the rate of interconversion of the two states is within several orders of magnitude of the rate of formation of a single polymer chain. Where r i >r f the polymer can be characterized as multiblock; where r i
    专利号:US-11161827-B2
    优先权日:2019-04-05
    标 题 :Catalytic systems for stereoselective synthesis of chiral amines by enantiodivergent radical C—H amination
    发明人:Zhang xiao-xiang; Lang kai
    权利人:TRUSTEES BOSTON COLLEGE; THE TRUSTEES OF BOSTON COLLEGE
    摘要:In one aspect, the disclosure relates to a mode of asymmetric induction in radical processes based on sequential combination of enantiodifferentiative H-atom abstraction and stereoretentive radical substitution. Also disclosed is an asymmetric system for stereoselective synthesis of strained 5-membered cyclic sulfamides via radical 1,5-C—H amination of sulfamoyl azides. The disclosed metalloradical system can control the degree and sense of asymmetric induction in the catalytic radical C—H amination in a systematic manner. The disclosed system is applicable to a broad scope of substrates with different types of C(sp 3 )—H bonds and exhibits reactivity and selectivity, providing access to both enantiomers of useful 5-membered cyclic sulfamides in a highly enantioenriched form. Also disclosed are catalysts useful in these processes. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present disclosure.

    专利号:US-10954178-B1
    优先权日:2020-08-28
    标题 :Synthesis of haloindenes
    发明人:WNUK STANISLAW F; HOWLADER MD ABU HASAN
    权利人:WNUK STANISLAW F; HOWLADER MD ABU HASAN; THE FLORIDA INTERNATIONAL UNIV BOARD OF TRUSTEES
    摘要:The subject invention provides an expedited synthesis of 5, 6, and 7-iodoindenes from the corresponding aminoindan-1-ones in more than 70% yield, employing readily available precursors and reagents. A three-step sequence involves diazotization-iodination of aminoindan-1-one followed by reduction and dehydration. The method has a general character and can be extended for the preparation of various 4-, 5-, 6- or 7-haloindenes using different halogen sources for diazotization-halogenation reaction.

    专利号:US-7192567-B1
    优先权日:1999-09-17
    标题 :Precursor soot synthesis of fullerenes and nanotubes without formation of carbonaceous soot
    发明人:REILLY PETER T A
    权利人:UT BATTELLE LLC
    摘要:The present invention is a method for the synthesis of fullerenes and/or nanotubes from precursor soot without the formation of carbonaceous soot. The method comprises the pyrolysis of a hydrocarbon fuel source by heating the fuel source at a sufficient temperature to transform the fuel source to a condensed hydrocarbon. The condensed hydrocarbon is a reaction medium comprising precursor soot wherein hydrogen exchange occurs within the reaction medium to form reactive radicals which cause continuous rearrangement of the carbon skeletal structure of the condensed hydrocarbon. Then, inducing dehydrogenation of the precursor soot to form fullerenes and/or nanotubes free from the formation of carbonaceous soot by continued heating at the sufficient temperature and by regulating the carbon to hydrogen ratio within the reaction medium. The dehydrogenation process produces hydrogen gas as a by-product. The method of the present invention in another embodiment is also a continuous synthesis process having a continuous supply of the fuel source. The method of the present invention can also be a continuous cyclic synthesis process wherein the reaction medium is fed back into the system as a fuel source after extraction of the fullerenes and/or nanotube products. The method of the present invention is also a method for producing precursor soot in bulk quantity, then forming fullerenes and/or nanotubes from the precursor bulk.

    专利号:US-11548898-B2
    优先权日:2017-07-06
    标题 :Synthesis of halichondrins
    发明人:KISHI YOSHITO; AI YANRAN; YE NING; WANG QIAOYI; YAHATA KENZO; ISO Kentaro; NAINI SANTHOSH REDDY; YAMASHITA SHUJI; LEE JIHOON; OHASHI ISAO; FUKUYAMA TAKASHI
    权利人:HARVARD COLLEGE; EISAI R&D MAN CO LTD
    摘要:The present invention provides methods for the synthesis of ketones involving a Ni/Zr-mediated coupling reaction. The Ni/Zr-mediated ketolization reactions can be used in the synthesis of halichondrins (e.g., halichondrin A, B, C; homohalichondrin A, B, C; norhalichondrin A, B, C), and analogs thereof. Therefore, the present invention also provides synthetic methods useful for the synthesis of halichondrins, and analogs thereof. Also provided herein are compounds (i.e., intermediates) useful in the synthesis of halichondrins, and analogs thereof. In particular, the present invention provides methods and compounds useful in the synthesis of compound of Formula (H3-A).
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    合成参考文献


    参考文献:10.1021/ja205816d
    摘要:Summerscales OT, Fettinger JC, Power PP. C-H activation of cycloalkenes by dimetallynes (M = Ge, Sn) under ambient conditions. J Am Chem Soc. 2011 Aug 10;133(31):11960–3. doi: 10.1021/ja205816d.
    参考文献:10.1002/marc.201100310
    摘要:Espinosa E, Glassner M, Boisson C, Barner-Kowollik C, D'Agosto F. Synthesis of cyclopentadienyl capped polyethylene and subsequent block copolymer formation via hetero Diels-Alder (HDA) chemistry. Macromol Rapid Commun. 2011 Sep 15;32(18):1447–53. doi: 10.1002/marc.201100310.
    参考文献:10.1107/s1600536811007094
    摘要:Arnold T, Braunschweig H, Gruss K. cyclo-Tri-μ-oxido-tris{[(η55)-1,2-bis(cyclopentadienyl)-1,1,2,2-tetramethyldisilane]zirconium(IV)}: a trimeric disila-bridged oxidozirconocene. Acta Crystallogr E Struct Rep Online. 2011 Mar 02;67(4):m391. doi: 10.1107/s1600536811007094.
    参考文献:10.1107/s1600536811010154
    摘要:M'thiruaine CM, Friedrich HB, Changamu EO, Omondi B. (μ-Ethane-1,2-diamine-κ2N:N′)bis[dicarbonyl(η5-cyclopentadienyl)iron(II)] bis(tetrafluoridoborate). Acta Crystallogr E Struct Rep Online. 2011 Mar 26;67(4):m485. doi: 10.1107/s1600536811010154.
    参考文献:10.1107/s1600536811012396
    摘要:Cai X, Xu Y, Nie W, Borzov MV. {2-[(η5-Cyclopentadienyl)diphenylmethyl]-1H-imidazolido-κN}bis(N,N-diethylamido)titanium(IV). Acta Crystallogr E Struct Rep Online. 2011 Apr 07;67(5):m549–50. doi: 10.1107/s1600536811012396.
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