(±)-4,8-dimethylnon-7-en-1-yne | 65890-37-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (±)-4,8-dimethylnon-7-en-1-yne
• 英文别名: 4,8-dimethyl-nona-7-en-1-yne；4,8-dimethylnon-7-en-1-yne；4,8-dimethyl-non-7-en-1-yne；4,8-Dimethyl-7-nonen-1-yn
• CAS: 65890-37-1
• 化学式: C₁₁H₁₈
• 分子量: 150.264
• InChiKey: BDRLOYHDMFFLRL-UHFFFAOYSA-N

物化性质

• 沸点：
  70 °C(Press: 12.00 Torr)
• 密度：
  0.800±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (±)-4,8-dimethylnon-7-en-1-yne 以 甲苯 为溶剂， 反应 48.0h， 生成 1-Isopropyliden-4-methyl-2-methylencyclohexan
  参考文献：
  名称：

  Rate acceleration of the intramolecular ene reactions of 1,6- and 1,7-enynes by electron-withdrawing substituents

  摘要：

  DOI：

  10.1021/jo00405a016
• 作为产物：
  描述：

  1,1-dibromo-4,8-dimethylnona-1,7-diene 在 正丁基锂 作用下， 以 正己烷 为溶剂， 生成 (±)-4,8-dimethylnon-7-en-1-yne
  参考文献：
  名称：

  Rate acceleration of the intramolecular ene reactions of 1,6- and 1,7-enynes by electron-withdrawing substituents

  摘要：

  DOI：

  10.1021/jo00405a016

文献信息

• Cu-Catalyzed Hydrocarbonylative C–C Coupling of Terminal Alkynes with Alkyl Iodides
  作者：Li-Jie Cheng、Neal P. Mankad

  DOI：10.1021/jacs.7b05205

  日期：2017.8.2

  alkynes with unactivated alkyl iodides has been developed, enabling highly chemo- and regioselective synthesis of unsymmetrical dialkyl ketones. A variety of functional groups are tolerated, and both primary and secondary alkyl iodides react well. An autotandem sequence of two Cu-catalyzed processes is proposed: first hydrocarbonylative coupling of the alkyne and the alkyl iodide, followed by reduction

  已经开发出一种铜催化的末端炔烃与未活化的烷基碘的烃基化碳-碳偶联反应，能够高度化学和区域选择性地合成不对称的二烷基酮。可以容忍各种官能团，伯烷基碘和仲烷基碘都能很好地反应。提出了两个铜催化过程的自动串联序列：首先炔烃和烷基碘的烃基化偶联，然后将中间体不饱和酮还原为饱和产物。机理实验表明，烯基铜中间体通过单电子转移激活烷基碘，从而实现自由基羰基化途径。
• On the Mechanism of Carbohydroxypalladation of Enynes. Additional Insights on the Cyclization of Enynes with Electrophilic Metal Complexes
  作者：Cristina Nevado、Lise Charruault、Véronique Michelet、Cristina Nieto-Oberhuber、M. Paz Muñoz、María Méndez、Marie-Noëlle Rager、Jean-Pierre Genêt、Antonio M. Echavarren

  DOI：10.1002/ejoc.200390110

  日期：2003.2

  Different mechanisms have been proposed for the cyclization of enynes catalyzed by electrophilic metal halides or complexes. We present evidence to indicate that the previously reported “carbohydroxypalladation” and the “hydroxycyclization catalyzed by PtII” are closely related reactions. Thus, palladium complexes formed in situ from PdCl2 and trisulfonated phosphane TPPTS or cyclic phosphite P(OCH2)3CEt

  已经提出了由亲电子金属卤化物或配合物催化的烯炔环化的不同机制。我们提供的证据表明先前报道的“碳羟基钯化”和“由 PtII 催化的羟基环化”是密切相关的反应。因此，钯配合物由作为配体的 PdCl2 和三磺化磷烷 TPPTS 或环状亚磷酸酯 P(OCH2)3CEt 原位形成，催化烯炔的甲氧基或羟基环化，其选择性类似于用 PtII 配合物观察到的选择性。氘化研究表明，PdII 对炔烃的活化促进了烯烃的反加成。
• A convenient synthesis of 1-bromoolefins and acetylenes by a chain extension of aldehydes
  作者：Masakatsu Matsumoto、Keiko Kuroda

  DOI：10.1016/s0040-4039(00)92860-0

  日期：1980.1

  Aldehydes are easily converted to 1-bromoolefins or terminal acetylenes by the use of Wittig reaction of bromomethylenetriphenylphosphorane which is prepared from bromomethyltriphenylphosphonium bromide with potassium tert-butoxide.

  通过使用由溴甲基三苯基溴化phosph与叔丁醇钾制得的溴亚甲基三苯基膦的维蒂希反应，可以容易地将醛转化为1-溴烯烃或末端乙炔。
• Site-Selective Catalytic Carboxylation of Unsaturated Hydrocarbons with CO₂ and Water
  作者：Morgane Gaydou、Toni Moragas、Francisco Juliá-Hernández、Ruben Martin

  DOI：10.1021/jacs.7b07637

  日期：2017.9.6

  A catalytic protocol that reliably predicts and controls the site-selective incorporation of CO2 to a wide range of unsaturated hydrocarbons utilizing water as formal hydride source is described. This platform unlocks an opportunity to catalytically repurpose three abundant, orthogonal feedstocks under mild conditions.

  描述了一种催化协议，该协议利用水作为正式氢化物源可靠地预测和控制 CO2 的位点选择性掺入到各种不饱和烃中。该平台为在温和条件下催化重新利用三种丰富的正交原料提供了机会。
• Rhodium-Catalysed Hydroboration of Terminal Alkynes Using Pinacolborane Promoted by Tri(2-furyl)phosphine
  作者：Kongchen Wang、Roderick Bates

  DOI：10.1055/s-0036-1588977

  日期：2017.6

  Abstract Tri(2-furyl)phosphine is a superior ligand to triphenylphosphine in the rhodium-catalysed hydroboration of alkynes with pinacolborane to yield alkenylboronates. In general the reactions are faster and the products are cleaner. Tri(2-furyl)phosphine is a superior ligand to triphenylphosphine in the rhodium-catalysed hydroboration of alkynes with pinacolborane to yield alkenylboronates. In general

  摘要 三（2-呋喃基）膦是铑在炔烃与频哪醇硼烷的硼氢化反应中生成烯基硼酸酯的性能优于三苯基膦的配体。通常，反应更快，产品更干净。 三（2-呋喃基）膦是铑在炔烃与频哪醇硼烷的硼氢化反应中生成烯基硼酸酯的性能优于三苯基膦的配体。通常，反应更快，产品更干净。