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顺式-3-癸烯 | 19398-86-8

中文名称
顺式-3-癸烯
中文别名
——
英文名称
cis-3-decene
英文别名
cis-3-Decen;(Z)-3-decene;(Z)-3-Decen;(Z)-dec-3-ene
顺式-3-癸烯化学式
CAS
19398-86-8
化学式
C10H20
mdl
——
分子量
140.269
InChiKey
GVRWIAHBVAYKIZ-ALCCZGGFSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    -56.93°C (estimate)
  • 沸点:
    166.82°C (estimate)
  • 密度:
    0.7631 (estimate)
  • LogP:
    5.551 (est)
  • 保留指数:
    995;995;995;996;997;986;993

计算性质

  • 辛醇/水分配系数(LogP):
    4.7
  • 重原子数:
    10
  • 可旋转键数:
    6
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    0.8
  • 拓扑面积:
    0
  • 氢给体数:
    0
  • 氢受体数:
    0

SDS

SDS:0ecec717ba63a38ac24374bcc3aeb533
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上下游信息

  • 上游原料
    中文名称 英文名称 CAS号 化学式 分子量

反应信息

  • 作为反应物:
    描述:
    顺式-3-癸烯甲酸 作用下, 以55%的产率得到(3S*,4R*)-decane-3,4-diol
    参考文献:
    名称:
    An efficient didehydroxylation method for the biomass-derived polyols glycerol and erythritol. Mechanistic studies of a formic acid-mediated deoxygenation
    摘要:
    发现了一种高效的1,2-脱氧方法,涉及一种意外的机理,适用于简单二醇和生物质衍生多元醇(甘油和赤藓糖醇),能够将1,2-二羟基转化为碳-碳双键。
    DOI:
    10.1039/b907746d
  • 作为产物:
    描述:
    (E)-4-苯磺酰基-3-癸烯 在 sodium dithionite 、 碳酸氢钠 作用下, 以 N,N-二甲基甲酰胺 为溶剂, 反应 1.5h, 以65%的产率得到顺式-3-癸烯
    参考文献:
    名称:
    合成砜类(XXIV)合成醇类合成乙烯砜。
    摘要:
    现在可用的E或Z乙烯基砜可以用连二亚硫酸钠立体定向还原为相应的烯烃。
    DOI:
    10.1016/s0040-4039(00)87587-5
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文献信息

  • A Selective Ru-Catalyzed Semireduction of Alkynes to Z Olefins under Transfer-Hydrogenation Conditions
    作者:Christian Belger、N. Matthias Neisius、Bernd Plietker
    DOI:10.1002/chem.201001143
    日期:2010.10.25
    By using a readily available, air‐ and moisture‐stable dihydrido–Ru complex, a variety of Z olefins are accessible under transfer‐hydrogenation conditions with formic acid as the hydrogen source in excellent yields and Z/E selectivities.
    通过使用一种容易获得的,空气和分稳定的二氢-Ru络合物,可以在转移加氢条件下以甲酸为氢源获得各种Z烯烃,并具有出色的收率和Z / E选择性。
  • Anti-Markovnikov Hydroheteroarylation of Unactivated Alkenes with Indoles, Pyrroles, Benzofurans, and Furans Catalyzed by a Nickel–<i>N</i>-Heterocyclic Carbene System
    作者:York Schramm、Makoto Takeuchi、Kazuhiko Semba、Yoshiaki Nakao、John F. Hartwig
    DOI:10.1021/jacs.5b08039
    日期:2015.9.30
    benzofurans, and furans, to unactivated terminal and internal alkenes. The reaction is catalyzed by a combination of Ni(COD)2 and a sterically hindered, electron-rich N-heterocyclic carbene ligand or its analogous Ni(NHC)(arene) complex. The reaction is highly selective for anti-Markovnikov addition to α-olefins, as well as for the formation of linear alkylheteroarenes from internal alkenes. The reaction occurs
    我们报告了在杂芳烃(包括吡咯吲哚苯并呋喃呋喃)的 C2 位置催化加成 CH 键到未活化的末端和内部烯烃。该反应由 Ni(COD)2 和位阻、富电子 N-杂环卡宾配体或其类似的 Ni(NHC)(芳烃) 配合物的组合催化。该反应对α-烯烃的反马尔科夫尼科夫加成以及从内烯烃形成线性烷基杂芳烃具有高度选择性。该反应发生在含有酮、酯、酰胺、硼酸酯、甲硅烷基醚、磺酰胺、缩醛和游离胺的底物上。
  • [EN] TRANSITION METAL COMPLEXES<br/>[FR] TRANSITION METAL COMPLEXES
    申请人:SHELL INT RESEARCH
    公开号:WO2005090371A1
    公开(公告)日:2005-09-29
    A transition metal complex which is a bis-arylimine pyridine MXn complex, comprising a bis-arylimine pyridine ligand having the formula (I), wherein R1-R5, R7-R9, R12 and R14 are each, independently, hydrogen, optionally substituted hydrocarbyl, an inert functional group, or any two of R1-R3 and R7-R9 vicinal to one another taken together may form a ring, and R6 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R7 or R4 to form a ring, R10 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R9 or R4 to form a ring, R11 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R12 or R5 to form a ring, R15 is hydrogen, optionally substituted hydrocarbyl, an inert functional group, or taken together with R14 or R5 to form a ring, provided that R13 and at least one of R12 and R14 are independently selected from optionally substituted C1-C30 alkyl, optionally substituted C4-C30 alkyloxy, halogen and optionally substituted C5-C20 aryl, or R13 taken together with R12 or R14 form a ring, or R12 taken together with R11 form a ring and R14 taken together with R15 form a ring, and provided that at least one of R12, R13 and R14 is optionally substituted C4-C30 alkyloxy; M is a transition metal atom in particular selected from Ti, V, Cr, Mn, Fe, Co, Ni, Pd, Rh, Ru, Mo, Nb, Zr, Hf, Ta, W, Re, Os, Ir or Pt; n matches the formal oxidation state of the transition metal atom M; and X is halide, optionally substituted hydrocarbyl, alkoxide, amide, or hydride. The transition metal complexes of the present invention, their complexes with non-coordinating anions and catalyst systems containing such complexes have good solubility in non-polar media and chemically inert non-­polar solvents especially aromatic hydrocarbon solvents. The catalyst systems can be used for a wide range of (co­)oligomerization, polymerization and dimerization reactions.
    一种过渡属配合物,为双芳胺吡啶MXn配合物,包括具有化学式(I)的双芳胺吡啶配体,其中R1-R5、R7-R9、R12和R14分别为独立的氢、可选择取代的烃基、惰性官能团,或R1-R3和R7-R9中的任意两个邻位取代基可以形成环,R6为氢、可选择取代的烃基、惰性官能团,或与R7或R4一起形成环,R10为氢、可选择取代的烃基、惰性官能团,或与R9或R4一起形成环,R11为氢、可选择取代的烃基、惰性官能团,或与R12或R5一起形成环,R15为氢、可选择取代的烃基、惰性官能团,或与R14或R5一起形成环,其中R13和至少一个R12和R14独立地选自可选择取代的C1-C30烷基、可选择取代的C4-C30烷氧基、卤素和可选择取代的C5-C20芳基,或R13与R12或R14一起形成环,或R12与R11一起形成环,R14与R15一起形成环,且至少一个R12、R13和R14为可选择取代的C4-C30烷氧基;M为过渡属原子,特别选自Ti、V、Cr、Mn、Fe、Co、Ni、Pd、Rh、Ru、Mo、Nb、Zr、Hf、Ta、W、Re、Os、Ir或Pt;n与过渡属原子M的形式氧化态相匹配;X为卤素、可选择取代的烃基、烷氧基、酰胺或氢化物。本发明的过渡属配合物及其与非配位阴离子的复合物和含有此类配合物的催化系统在非极性介质和化学惰性非极性溶剂中具有良好的溶解性,特别是芳香烃类溶剂。该催化系统可用于广泛的(共)寡聚化、聚合和二聚化反应。
  • Selective Semihydrogenation of Alkynes on Shape-Controlled Palladium Nanocrystals
    作者:Jooyoung Chung、Chanhoi Kim、Hansaem Jeong、Taekyung Yu、Do Huy Binh、Jyongsik Jang、Jaichan Lee、B. Moon Kim、Byungkwon Lim
    DOI:10.1002/asia.201201166
    日期:2013.5
    selective semihydrogenation of alkynes to alkenes on shape‐controlled palladium (Pd) nanocrystals was performed. Pd nanocrystals with a cubic shape and thus exposed 100} facets were synthesized in an aqueous solution through the reduction of Na2PdCl4 with L‐ascorbic acid in the presence of bromide ions. The Pd nanocubes were tested as catalysts for the semihydrogenation of various alkynes such as 5‐decyne
    对形状受控的(Pd)纳米晶体上炔烃选择性半氢化为烯烃进行了系统的研究。通过用L还原Na 2 PdCl 4,在溶液中合成了立方形状的Pd纳米晶体,从而暴露了100}晶面。溴离子存在时的抗坏血酸。Pd纳米立方体已作为催化剂用于各种炔烃的半氢化反应,如5-癸炔2-丁炔-1,4-二醇苯乙炔。对于所有底物,Pd纳米立方体均比商用Pd / C催化剂(75-90%)表现出更高的烯烃选择性(> 90%),这归因于100}上的碳-碳三键的巨大吸附能Pd纳米立方体的各个方面。我们基于Pd纳米晶体形状控制的方法为开发用于炔烃半加氢的高选择性催化剂提供了一条简单有效的途径。
  • The Reaction of Alkenylboranes with Palladium Acetate. Stereoselective Synthesis of Olefinic Derivatives
    作者:Hidetaka Yatagai
    DOI:10.1246/bcsj.53.1670
    日期:1980.6
    The reactions of alkenylboranes with palladium acetate were investigated. Alkenyldialkylboranes, derived from terminal alkynes, underwent intramolecular migration reaction in the presence of an equimolar amount of palladium acetate and triethylamine to give (E)-olefins. On the other hand, under the same conditions as above or even in the presence of catalytic amounts of palladium acetate, alkenyldialkylboranes
    研究了烯基硼烷乙酸的反应。衍生自末端炔烃的烯基二烷基硼烷在等摩尔量的乙酸三乙胺存在下发生分子内迁移反应,得到 (E)-烯烃。另一方面,在与上述相同的条件下,甚至在催化量的乙酸存在下,由内炔衍生的烯基二烷基硼烷进行质子分解反应生成(Z)-烯烃。可能参与后一反应的烯基中间体被烯丙基捕获,得到 1,4-二烯。
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表征谱图

  • 氢谱
    1HNMR
  • 质谱
    MS
  • 碳谱
    13CNMR
  • 红外
    IR
  • 拉曼
    Raman
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mass
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ir
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  • 峰位数据
  • 峰位匹配
  • 表征信息
Shift(ppm)
Intensity
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Assign
Shift(ppm)
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测试频率
样品用量
溶剂
溶剂用量
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