1-iodo-1-nonyne | 171671-46-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代乙炔及其衍生物
• 英文名称: 1-iodo-1-nonyne
• 英文别名: 1-iodonon-1-yne；1-iodononyne；1-iodo-non-1-yne；1-Jod-non-1-in
• CAS: 171671-46-8
• 化学式: C₉H₁₅I
• 分子量: 250.123
• InChiKey: MFARMKCQQZSJQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  1-iodo-1-nonyne 在 四氢吡咯 、 copper(l) iodide 、 N,N'-二环己基碳二亚胺 作用下， 以 氯仿 为溶剂， 反应 52.0h， 生成 N,N'-ethylenebis(pentadeca-5,7-diynamide)
  参考文献：
  名称：

  Tuning Down of Color Transition Temperature of Thermochromically Reversible Bisdiynamide Polydiacetylenes

  摘要：

  A series of bisdiynamide lipids containing various lengths of methylene spacer (m = 2, 3 and 4) between the diynes and the diamide headgroup and number of methylene units (n = 6 and 9) in their hydrophobic tails are synthesized. All six lipids synthesized can be dispersed in water and photopolymerized by UV irradiation to give the corresponding polydiacetylene (PDA) sols. The color transitions from blue to red during heating-cooling cycles of the PDA sols are photographically recorded and monitored by UV-vis absorption spectroscopy. The bisdiynamide PDAs exhibit excellent thermochromic reversibility and the color transition temperature can be tuned between ca. 25-55 degrees C by the variation of m and n values. Temperature indicators can be obtained by applying a screen printing ink formulated from the bisdiynamide monomer on plastic substrates followed by UV irradiation to generate desired patterns of thermochromically reversible PDAs.

  DOI：

  10.1021/ma101264k
• 作为产物：
  描述：

  1-壬炔 在 N-碘代丁二酰亚胺 、 silver nitrate 作用下， 以 丙酮 为溶剂， 生成 1-iodo-1-nonyne
  参考文献：
  名称：

  钴催化下溴炔不对称 C−H 键成环反应区域选择性的逆转**

  摘要：

  在此，我们证明了钴催化的膦酰胺与卤代炔的不对称去对称化具有优异的对映诱导和逆区域选择性。该方法只需一步即可获得多种 P-手性分子。基于对照实验和初步研究，提供了一种合理的机制。

  DOI：

  10.1002/anie.202315005

文献信息

• Transition metal promoted acetylene isomerisation reactions in organic synthesis: A synthesis of (+)-(4S,5S) —muricatacin
  作者：Peter Quayle、Shopna Rahman、John Herbert

  DOI：10.1016/0040-4039(95)01681-7

  日期：1995.10

  An acetylene —vinylidene rearrangement has been employed as a key step in the enantiospecific synthesis of (+)-(4S,5S) —muricatacin.

  乙炔-亚乙烯基重排已被用作（+）-（4S，5S）-多卡他霉素的对映体特异性合成中的关键步骤。
• Modular Approach to the Synthesis of Unsaturated 1-Monoacyl Glycerols
  作者：David J. Hart、Bridgett E. Coleman、Valerie Cwynar、Fabien Havas、Jakkam Madan Mohan、Suzanne Patterson、Sam Ridenour、Michael Schmidt、Eboney Smith、Angela J. Wells

  DOI：10.1055/s-2004-825616

  日期：——

  A modular synthesis of unsaturated 1-monoacylglycerols (1) from cis-1-iodo-1-alkenes [cis-RCH=CHI] and unsaturated carboxylic acids [CH2=CH(CH2)nCO2H] is described. The method revolves around a Suzuki coupling to establish olefin geometry.

  描述了一种从顺-1-碘-1-烯烃[cis-RCH=CHI]和不饱和羧酸[ =CH(CH2)nCO2H]合成不饱和的1-单酰基甘油(1)的模块化合成方法。该方法围绕铃木耦合反应建立烯烃几何构型。
• Method for Producing Asymmetric Conjugated Diyne Compound and Method for Producing Z,Z-Conjugated Diene Compound Using the Same
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US20160229829A1

  公开（公告）日：2016-08-11

  Provided are a method for efficiently producing an asymmetric conjugated diyne from an inexpensive and safe alternative compound to hydroxylamine hydrochloride and a method for producing a Z,Z-conjugated diene compound from the asymmetric conjugated diyne compound thus obtained. More specifically, provided is a method for producing an asymmetric conjugated diyne compound comprising a step of subjecting a terminal alkyne compound (1): HC≡C—Z 1 —Y 1 to a coupling reaction with an alkynyl halide (2) Y 2 —Z 2 —C≡C—X by using sodium borohydride in water and an organic solvent in the presence of a copper catalyst and a base to obtain the asymmetric conjugated diyne compound (3): Y 2 —Z 2 —C≡C—C≡C—Z 1 —Y 1 . In addition, provided is a method for producing a Z,Z-conjugated diene compound by reducing the resulting asymmetric conjugated diyne compound, or the like.

  提供了一种从廉价且安全的替代化合物制备不对称共轭二炔的方法，而不是羟胺盐酸盐，并且提供了一种从所得的不对称共轭二炔化合物制备Z,Z-共轭二烯化合物的方法。更具体地，提供了一种制备不对称共轭二炔化合物的方法，包括以下步骤：将末端炔基化合物（1）：HC≡C—Z1—Y1与炔基卤化物（2）Y2—Z2—C≡C—X在水和有机溶剂中使用硼氢化钠、铜催化剂和碱的情况下进行偶联反应，以获得不对称共轭二炔化合物（3）：Y2—Z2—C≡C—C≡C—Z1—Y1。此外，还提供了通过还原所得的不对称共轭二炔化合物等来制备Z,Z-共轭二烯化合物的方法。
• METHOD FOR PRODUCING ASYMMETRIC CONJUGATED DIYNE COMPOUND AND METHOD FOR PRODUCING Z,Z-CONJUGATED DIENE COMPOUND USING THE SAME
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP3053906A1

  公开（公告）日：2016-08-10

  Provided are a method for efficiently producing an asymmetric conjugated diyne from an inexpensive and safe alternative compound to hydroxylamine hydrochloride and a method for producing a Z,Z-conjugated diene compound from the asymmetric conjugated diyne compound thus obtained. More specifically, provided is a method for producing an asymmetric conjugated diyne compound comprising a step of subjecting a terminal alkyne compound (1): HC≡C-Z1-Y1 to a coupling reaction with an alkynyl halide (2): Y2-Z2-C≡C-X by using sodium borohydride in water and an organic solvent in the presence of a copper catalyst and a base to obtain the asymmetric conjugated diyne compound (3): Y2-Z2-C≡C-C≡C-Z1-Y1. In addition, provided is a method for producing a Z,Z-conjugated diene compound by reducing the resulting asymmetric conjugated diyne compound, or the like.

  本发明提供了一种利用盐酸羟胺的廉价安全替代化合物高效生产不对称共轭二炔的方法，以及一种利用由此获得的不对称共轭二炔化合物生产 Z，Z-共轭二烯化合物的方法。更具体地说，本发明提供了一种生产不对称共轭二炔化合物的方法，该方法包括以下步骤：将端炔化合物 (1)HC≡C-Z1-Y1 与炔基卤化物（2）发生偶联反应：在铜催化剂和碱存在下，在水和有机溶剂中使用硼氢化钠与 Y2-Z2-C≡C-X 进行偶联反应，得到不对称共轭二炔化合物 (3)：Y2-Z2-C≡C-C≡C-Z1-Y1。此外，还提供了一种通过还原得到的不对称共轭二炔化合物或类似物来生产 Z，Z-共轭二烯化合物的方法。
• Vaughn; Nieuwland, Journal of the American Chemical Society, 1933, vol. 55, p. 2152
  作者：Vaughn、Nieuwland

  DOI：——

  日期：——