1-(1,1-二乙氧基乙基)-4-甲基苯 | 29744-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(1,1-二乙氧基乙基)-4-甲基苯
• 英文名称: 1-(1,1-diethoxyethyl)-4-methylbenzene
• CAS: 29744-92-1
• 化学式: C₁₃H₂₀O₂
• 分子量: 208.301
• InChiKey: XGSAIEUPKUDXDO-UHFFFAOYSA-N

物化性质

• 沸点：
  254.1±25.0 °C(Predicted)
• 密度：
  0.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 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：

  1-(1,1-二乙氧基乙基)-4-甲基苯 在 samarium(III) chloride 、 乙酰氯 作用下， 以 正戊烷 为溶剂， 反应 2.0h， 以83%的产率得到4,4-二甲基-5-(对甲苯)-1,1:3,1-ter苯基
  参考文献：
  名称：

  在乙酰氯和 SmCl3 存在下，由苯乙酮二乙基缩酮简便合成 1,3,5-三芳基苯

  摘要：

  摘要 三氯化钐 SmCl3 已被发现是在戊烷溶剂和温和条件下，在乙酰氯存在下，由苯乙酮二乙基缩酮合成 1,3,5-三芳基苯的有效催化剂。

  DOI：

  10.1080/00397919708004800
• 作为产物：
  描述：

  Alpha-甲基苯乙烯 、 乙醇 在 Pd((-)-sparteine)2Cl₂ 、 氧气 、 copper dichloride 作用下， 生成 1-(1,1-二乙氧基乙基)-4-甲基苯
  参考文献：
  名称：

  钯 (II) 催化的含酚苯乙烯的有氧加氢烷氧基化

  摘要：

  提出了含有苯酚的苯乙烯的分子间 Pd 催化加氢烷氧基化。该反应可以在各种醇溶剂中对末端、二取代和三取代的烯烃进行。最初的机械数据表明了一种涉及醇溶剂氧化以提供插入烯烃的 Pd 氢化物的机制。随后形成醌甲基化物并随后加入醇以产生加氢烷氧基化产物。

  DOI：

  10.1021/ja0585533

文献信息

• 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO), N-Bromosuccinimide (NBS) and Bromine as Efficient Catalysts for Dithioacetalization and Oxathioacetalization of Carbonyl Compounds and Transdithioacetalization Reactions
  作者：Nasser Iranpoor、Habib Firouzabadi、Hamid Reza Shaterian、M. A. Zolfigol

  DOI：10.1080/10426500211712

  日期：2002.5.1

  6-tetrabromo-2,5-cyclohexadienone (TABCO), N-bromosuccinimide (NBS), and bromine as efficient catalysts for conversion of carbonyl compounds to their cyclic and acyclic dithioacetals and 1,3-oxathiolanes under mild reaction conditions are described. These catalysts are also used for efficient transdithioacetalization of acetals, diacetals, ketals, acylals, enamines, hydrazones, and oximes with high

  使用 2,4,4,6-四溴-2,5-环己二烯酮 (TABCO)、N-溴代琥珀酰亚胺 (NBS) 和溴作为有效催化剂将羰基化合物转化为环状和无环二硫缩醛和 1,3-描述了在温和反应条件下的硫杂环戊烷。这些催化剂还用于在硫醇存在下以高产率有效地将缩醛、二缩醛、缩酮、酰基、烯胺、腙和肟转二硫缩醛。
• A convenient and practical method for the synthesis ofN-thiophosphoryl aldimines and ketimines
  作者：Xinyuan Xu、Chungui Wang、Zhenghong Zhou、Zebing Zeng、Xinpeng Ma、Guofeng Zhao、Chuchi Tang

  DOI：10.1002/hc.20412

  日期：2008.4

  A convenient and practical method for the preparation of N-thiophosphoryl imines was developed through the thermal condensation of acetals with different thiophosphoramides at 120–160°C. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:238–244, 2008; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20412

  通过缩醛与不同硫代磷酰胺在 120-160°C 下的热缩合，开发了一种方便实用的制备 N-硫代磷酰亚胺的方法。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:238–244, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20412
• 2,4,4,6-Tetrabromo-2,5-cyclohexadienone (TABCO) as a Versatile, Efficient, and Chemoselective Catalyst for the Acetalization and Transacetalization of Carbonyl Compounds, the Preparation of Acetonides from Epoxides and Acylals (1,1-Diacetates) from Aldehydes
  作者：Habib Firouzabadi、Nasser Iranpoor、Hamid Reza Shaterian

  DOI：10.1246/bcsj.75.2195

  日期：2002.10

  The efficient and chemoselective preparation of acetals and ketals from carbonyl compounds, transacetalization reactions, the conversion of epoxides to acetonides, and the preparation of acylals from aldehydes in the presence of catalytic amounts of 2,4,4,6-tetrabromo-2,5-cyclohexadienone (TABCO) are described.

  介绍了在催化量的2,4,4,6-四溴-2,5-环己二烯酮（TABCO）存在下，从羰基化合物高效且化学选择性地制备缩醛和缩酮、缩醛交换反应、环氧化合物转化为乙缩醛以及醛制备酰缩醛的方法。
• 18O-isotope effect in13C nuclear magnetic resonance spectroscopy: 5—Substituent group electronic effects in substituted acetophenones
  作者：John M. Risley、Shawn A. DeFrees、Robert L. Van Etten

  DOI：10.1002/omr.1270210108

  日期：1983.1

  AbstractA series of para‐ and meta‐substituted acetophenones were prepared which were highly labeled with 18O at the carbonyl function. The natural abundance 13C NMR spectra of the compounds were recorded and the 18O‐isotope‐induced shifts of the carbonyl carbon were measured in order to determine possible substituent group electronic effects on the 18O‐isotope shift. The isotope shifts were found to be correlated with a number of properties which demonstrate the molecular basis of the isotope shift. Good correlations were obtained for the isotope shift as a function of σp+, the carbonyl stretching frequency, the carbonyl group bond order, the n→π**transition of the carbonyl group and the chemical shift of the ipso carbon. In contrast, no correlation was observed between the magnitude of the 18O‐induced isotope shift and the 13C chemical shift of the carbonyl carbon. These properties are discussed in connection with the theoretical basis of the isotope shift.
• Pd(II)-Catalyzed Conversion of Styrene Derivatives to Acetals:  Impact of (−)-Sparteine on Regioselectivity
  作者：Amy M. Balija、Kara J. Stowers、Mitchell J. Schultz、Matthew S. Sigman

  DOI：10.1021/ol053110p

  日期：2006.3.1

  Pd[(-)-sparteine]Cl-2 catalyzes the formation of dialkyl acetals from styrene derivatives with Markovnikov regioselectivity. The substrate scope of this reaction has been investigated, and initial mechanistic studies indicate that the reaction proceeds through an enol ether intermediate and a Pd-hydride.