Tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxy-5-deca-1,3,5,7,9-pentaynylphenoxy]-dimethylsilane | 429686-81-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxy-5-deca-1,3,5,7,9-pentaynylphenoxy]-dimethylsilane
• 英文别名: tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxy-5-deca-1,3,5,7,9-pentaynylphenoxy]-dimethylsilane
• CAS: 429686-81-7
• 化学式: C₂₈H₃₄O₂Si₂
• 分子量: 458.748
• InChiKey: JAVNAWZTDYFVNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxy-5-deca-1,3,5,7,9-pentaynylphenoxy]-dimethylsilane 在 四甲基乙二胺 、 氧气 、 copper(l) chloride 作用下， 以 丙酮 为溶剂， 反应 3.0h， 生成 [3-[16-[3,5-Bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]hexadeca-1,3,5,7,9,11,13,15-octaynyl]-5-[tert-butyl(dimethyl)silyl]oxyphenoxy]-tert-butyl-dimethylsilane 、 [3-[18-[3,5-Bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]octadeca-1,3,5,7,9,11,13,15,17-nonaynyl]-5-[tert-butyl(dimethyl)silyl]oxyphenoxy]-tert-butyl-dimethylsilane 、 [3-[20-[3,5-Bis[[tert-butyl(dimethyl)silyl]oxy]phenyl]icosa-1,3,5,7,9,11,13,15,17,19-decaynyl]-5-[tert-butyl(dimethyl)silyl]oxyphenoxy]-tert-butyl-dimethylsilane
  参考文献：
  名称：

  End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne

  摘要：

  Three series of differently 3,5-disubstituted alpha,omega-diphenylpolyynes Ar-(CdropC)(n)-Ar (n=2, 4, 6, 8, 10) were synthesized under optimized Cadiot-Chodkiewicz conditions, isolated and completely characterized. These compounds can be considered as model substances for the hypothetical one-dimensional carbon allotrope carbyne C, The longest sp-carbon chain contains 20 atoms and is therefore the longest, purely organic polyyne studied with NMR techniques. Extinction coefficients over 600000m(-1)cm(-1) represent the highest measured quantitative values for that compound class so far. Comparisons with previous investigations and electrochemical studies allow the assignment of absorption for both wavelength regions structuring the UV/Vis spectra. Based on the trends in the spectroscopic behaviour of those molecules with increasing chain length. electronic as well as the NMR properties of carbyne are predicted, in line with our previously reported results. The observed stability mise the. properties pro synthesis of even longer polyynes.

  DOI：

  10.1002/1521-3765(20020118)8:2<408::aid-chem408>3.0.co;2-l
• 作为产物：
  描述：

  3,5-二羟基苯甲醛 在 4-二甲氨基吡啶 、 正丁基锂 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.17h， 生成 Tert-butyl-[3-[tert-butyl(dimethyl)silyl]oxy-5-deca-1,3,5,7,9-pentaynylphenoxy]-dimethylsilane
  参考文献：
  名称：

  End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne

  摘要：

  Three series of differently 3,5-disubstituted alpha,omega-diphenylpolyynes Ar-(CdropC)(n)-Ar (n=2, 4, 6, 8, 10) were synthesized under optimized Cadiot-Chodkiewicz conditions, isolated and completely characterized. These compounds can be considered as model substances for the hypothetical one-dimensional carbon allotrope carbyne C, The longest sp-carbon chain contains 20 atoms and is therefore the longest, purely organic polyyne studied with NMR techniques. Extinction coefficients over 600000m(-1)cm(-1) represent the highest measured quantitative values for that compound class so far. Comparisons with previous investigations and electrochemical studies allow the assignment of absorption for both wavelength regions structuring the UV/Vis spectra. Based on the trends in the spectroscopic behaviour of those molecules with increasing chain length. electronic as well as the NMR properties of carbyne are predicted, in line with our previously reported results. The observed stability mise the. properties pro synthesis of even longer polyynes.

  DOI：

  10.1002/1521-3765(20020118)8:2<408::aid-chem408>3.0.co;2-l

文献信息

• End-Cap Stabilized Oligoynes: Model Compounds for the Linear sp Carbon Allotrope Carbyne
  作者：Thomas Gibtner、Frank Hampel、Jean-Paul Gisselbrecht、Andreas Hirsch

  DOI：10.1002/1521-3765(20020118)8:2<408::aid-chem408>3.0.co;2-l

  日期：2002.1.18

  Three series of differently 3,5-disubstituted alpha,omega-diphenylpolyynes Ar-(CdropC)(n)-Ar (n=2, 4, 6, 8, 10) were synthesized under optimized Cadiot-Chodkiewicz conditions, isolated and completely characterized. These compounds can be considered as model substances for the hypothetical one-dimensional carbon allotrope carbyne C, The longest sp-carbon chain contains 20 atoms and is therefore the longest, purely organic polyyne studied with NMR techniques. Extinction coefficients over 600000m(-1)cm(-1) represent the highest measured quantitative values for that compound class so far. Comparisons with previous investigations and electrochemical studies allow the assignment of absorption for both wavelength regions structuring the UV/Vis spectra. Based on the trends in the spectroscopic behaviour of those molecules with increasing chain length. electronic as well as the NMR properties of carbyne are predicted, in line with our previously reported results. The observed stability mise the. properties pro synthesis of even longer polyynes.