1,1-双(对甲基苯基)乙醇 | 17138-82-8

• 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
• 中文名称: 1,1-双(对甲基苯基)乙醇
• 英文名称: 1,1-di(p-tolyl)ethanol
• 英文别名: Benzenemethanol, alpha,4-dimethyl-alpha-(4-methylphenyl)-；1,1-bis(4-methylphenyl)ethanol
• CAS: 17138-82-8
• 化学式: C₁₆H₁₈O
• mdl: MFCD00573992
• 分子量: 226.318
• InChiKey: GENVISNTEWUWTB-UHFFFAOYSA-N

物化性质

• 沸点：
  363.5±11.0 °C(Predicted)
• 密度：
  1.046±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,1-双(对甲基苯基)乙醇 在 CaY zeolite 、 对甲苯磺酸 作用下， 以 正己烷 、 苯 为溶剂， 反应 3.0h， 生成 4,4'-二甲基二苯甲酮
  参考文献：
  名称：

  Activation Conditions Play a Key Role in the Activity of Zeolite CaY:  NMR and Product Studies of Brønsted Acidity

  摘要：

  CaY, activated under different conditions, was characterized with H-1, (31)p, and H-1/27AI double resonance MAS NMR. The H-1 MAS NMR spectra of CaY, calcined in an oven at 500 degrees C, shows resonances from H2O (bound to Ca2+ and the zeolite framework), CaOH+, aluminum hydroxides, silanols, and Bronsted acid sites. No evidence for Lewis acidity is observed on adsorption of trimethylphosphine, and an estimate of approximate to 16 Bronsted acid sites per unit cell is obtained for this sample. CaY activated in an oven at higher temperatures contains less water, but all the other species are still present. In contrast, CaY activated by slow ramping of the temperature under vacuum to 500 or 600 degrees C shows a; much lower concentration of Bronsted acid sites (<1/unit cell). Again, no evidence for Lewis acidity was observed. These NMR results have been utilized to understand the very different product distributions that are observed for reactions of 1,1- and 1,2-diarylethylenes in zeolite CaY activated in an oven (in air) and under vacuum. Samples with high concentrations of Bronsted acid sites react stoichiometrically with these sites, yielding diarylalkanes. At low concentrations, the Bronsted acid sites can act catalytically resulting in isomerization reactions.

  DOI：

  10.1021/jp980385w
• 作为产物：
  描述：

  1-(4-甲基苯基)-1-苯基-乙醇 在 碘苯二乙酸 、 碘 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.25h， 生成 1,1-双(对甲基苯基)乙醇
  参考文献：
  名称：

  环取代对1，1-二芳基烷氧基自由基的O-叶肉重排的影响。产品和时间分辨动力学研究

  摘要：

  已经进行了环取代对1，1-二芳基烷氧基自由基反应性影响的产物和时间分辨动力学研究。所述基团经历O-新叶酸移位，以给出异构的1-芳基-1-芳氧基烷基，从其形成相应的芳族酮。重排速率常数受环取代的影响，在吸电子取代基的存在下增加，而在供电子取代基的存在下降低。根据产物和动力学研究的结果，获得了以下迁移能力：4-三氟甲基苯基>苯基≅4-甲基苯基> 4-甲氧基苯基。σ +之间的出色Hammett型相关性获得了取代基常数以及可见吸收带最大值和重排速率常数。实验结果表明，重排受起始的1,1-二芳基烷氧基自由基的电子效应支配，而重排的以碳为中心的自由基的稳定性起次要作用，与类似反应物的过渡态一致，强烈支持了1，1-二芳基烷氧基基团的O-新叶重排通过协调机制进行的假说。

  DOI：

  10.1021/jo0502448

文献信息

• COMPOSITIONS AND METHODS FOR DETECTING NERVE AGENTS
  申请人：Corcoran Robert C.

  公开号：US20100130757A1

  公开（公告）日：2010-05-27

  The present invention provides methods and compositions for detecting, identifying and measuring the abundance of chemical nerve agents. Methods and compositions of the present invention are capable of providing selective detection of phosphorous based nerve agents, such as nerve agents that are esters of methyl phosphonic acid derivatives incorporating a moderately good leaving group at the phosphorus. Selectivity in the present invention is provided by a sensor composition having an alpha (α) effect nucleophile group that undergoes specific nucleophilic substitution and rearrangement reactions with phosphorus based nerve agents having a tetrahederal phosphorous bound to oxygen. The present invention includes embodiments employing a sensor composition further comprising a reporter group covalently linked to the alpha effect nucleophile group allowing rapid optical readout of nerve agent detection events, including direct visual readout and optical readout via spectroscopic analysis.

  本发明提供了用于检测、识别和测量化学神经毒剂丰度的方法和组合物。本发明的方法和组合物能够选择性地检测基于磷的神经毒剂，例如酯化了在磷上具有中等良好离去基团的甲基膦酸衍生物的神经毒剂。本发明中的选择性是通过具有α效应亲核基团的传感器组合物提供的，该亲核基团与磷基神经毒剂发生特定的亲核取代和重排反应，其中磷与氧结合形成四面体磷。本发明包括采用传感器组合物的实施例，该传感器组合物进一步包括与α效应亲核基团共价连接的报告基团，允许对神经毒剂检测事件进行快速光学读数，包括直接视觉读数和通过光谱分析的光学读数。
• Base-promoted addition of DMA with 1,1-diarylethylenes: application to a total synthesis of (−)-sacidumlignan B
  作者：Zhen-Biao Luo、Ya-Wen Wang、Yu Peng

  DOI：10.1039/d0ob00376j

  日期：——

  Addition of DMA to 1,1′-diarylethylenes promoted by base has been developed, which results in a new synthetic strategy for (−)-sacidumlignan B.

  将DMA添加到1,1'-二芳基乙烯中，通过碱促进，已经被开发出来，这导致了(−)-sacidumlignan B的新合成策略。
• Synthesis of β-acetoxy alcohols by PhI(OAc)₂-mediated metal-free diastereoselective β-acetoxylation of alcohols
  作者：Chun-Yang Zhao、Liang-Gui Li、Qing-Rong Liu、Cheng-Xue Pan、Gui-Fa Su、Dong-Liang Mo

  DOI：10.1039/c6ob01203e

  日期：——

  β-Acetoxy alcohols can be synthesized in good yields with excellent diastereoselectivity from tertiary alcohols through PhI(OAc)2-mediated metal-free β-acetoxylation. Mechanistic studies showed that the β-acetoxylation process might undergo dehydration and sequential highly regioselective and diastereoseletive dioxygenation. Gram scale and diverse useful scaffolds could be prepared via this β-acetoxylation

  β-乙酰氧基醇可以通过PhI（OAc）2介导的无金属β-乙酰氧基化反应从叔醇中以良好的非对映选择性高收率合成。机理研究表明，β-乙酰氧基化过程可能会发生脱水，继而发生高度区域选择性和非对映异构的双加氧反应。可以通过该β-乙酰氧基化方法制备革兰氏规模和各种有用的支架。
• Bronsted Acid/Organic Photoredox Cooperative Catalysis: Easy Access to Tri- and Tetrasubstituted Alkenylphosphorus Compounds from Alcohols and P–H Species
  作者：Peizhong Xie、Jing Fan、Yanan Liu、Xiangyang Wo、Weishan Fu、Teck-Peng Loh

  DOI：10.1021/acs.orglett.8b01173

  日期：2018.6.1

  A Bronsted acid/organic photoredox cooperative catalytic system toward P–C bond formation from alcohols and P–H species is developed. With the assistance of visible light and TBHP, the reactions proceeded smoothly in an environmentally benign manner to give various alkenylphosphorus compounds in high efficiency.

  开发了一种布朗斯台德酸/有机光氧化还原协同催化系统，该催化系统可用于由醇和PH物质形成P-C键。在可见光和TBHP的辅助下，反应以对环境有益的方式顺利进行，从而高效地得到各种链烯基磷化合物。
• Iodine-mediated 1,2-aryl migration of primary benzhydryl amines
  作者：Yangxu Du、Jiao Hou、Qing Lu、Wei Hao、Wenquan Yu、Junbiao Chang

  DOI：10.1039/d1nj02932k

  日期：——

  An iodine-mediated 1,2-aryl migration reaction of primary benzhydryl amines under transition metal-free conditions has been achieved. The crude imines generated by this rearrangement reaction can be directly transformed into various aromatic secondary amine derivatives via reduction or addition reactions. This sequential synthetic process is operationally simple and can be successfully conducted on

  已经实现了在无过渡金属条件下碘介导的二苯甲基伯胺的 1,2-芳基迁移反应。这种重排反应生成的粗亚胺可以通过还原或加成反应直接转化为各种芳香族仲胺衍生物。这种顺序合成过程在操作上很简单，并且可以在克规模上成功进行。