(4,5-dimethoxy-2-nitro-phenyl)-phenyl-methanol | 179104-60-0

• 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: (4,5-dimethoxy-2-nitro-phenyl)-phenyl-methanol
• 英文别名: (4,5-Dimethoxy-2-nitrophenyl)(phenyl)methanol；(4,5-dimethoxy-2-nitrophenyl)-phenylmethanol
• CAS: 179104-60-0
• 化学式: C₁₅H₁₅NO₅
• 分子量: 289.288
• InChiKey: KMJVFOOQNYHSOV-UHFFFAOYSA-N

物化性质

• 沸点：
  491.1±45.0 °C(Predicted)
• 密度：
  1.274±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  84.5
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2909499000

反应信息

• 作为反应物：
  描述：

  (4,5-dimethoxy-2-nitro-phenyl)-phenyl-methanol 在 镍 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 2-Amino-4,5-dimethoxy-α-phenylbenzyl methyl ether
  参考文献：
  名称：

  Novel indole-ring formation by thermolysis of 2-(N-acylamino)-benzylphosphonium salts. Effective synthesis of 2-trifluoromethylindoles

  摘要：

  2-(N-酰氨基)苄基甲基醚在酸催化剂和三苯基膦存在下，或在2-(N-酰氨基)苄基膦盐的作用下的热分解被发现是一种新颖的吲哚形成方法，特别用于合成2-三氟甲基吲哚。苄基甲基醚的反应被认为涉及一个膦盐中间体，该中间体通过热分解生成吲哚。

  DOI：

  10.1039/p19960001261
• 作为产物：
  描述：

  6-硝基藜芦醛 、 phenylmagnesium bromide 在 盐酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.75h， 以69%的产率得到(4,5-dimethoxy-2-nitro-phenyl)-phenyl-methanol
  参考文献：
  名称：

  Novel Photoacid Generators for Photodirected Oligonucleotide Synthesis

  摘要：

  Photodirected oligonucleotide synthesis uses either direct or indirect light-dependent 5'deprotection. Both have been reported to give lower stepwise synthetic yields than conventional methods. The deficiency appears to be due to incomplete deprotection at the, oligonucleotide 5'-position and, additionally in the case where photodirection is indirect and uses photogenerated photoacid to effect 5'-detritylation, the depurinating effects of strong acid. We have developed novel photosensitive-2-nitrobenzyl esters that on irradiation with near UV light generate alpha-chloro-substituted acetic acids, such as trichloroacetic acid, which are widely and successfully used in conventional solid-phase oligonucleotide synthesis. alpha-Phenyl-4,5-dimethoxy-2-nitrobenzyltrichloroacetate and alpha-phenyl-4,5-dimethoxy-2,6-dinitrobenzyltrichloroacetate showed appropriate photochemical characteristics and were used for photodirected synthesis of a variety of oligonucleotides, including (T)(5), TATAT, TGTGT, (T)(10), (AT)(5), (CT)(5) (GT)(5), and (TGCAT)(2) on a modified Millipore Expedite DNA synthesizer. The outcomes were compared with those obtained by use of directly added trichloroacetic acid (conventional synthesis). The stepwise yields for the two methods were essentially identical.

  DOI：

  10.1021/ja017635y

文献信息

• N-(alpha-AROMATIC GROUP-SUBSTITUTED-2-NITRO-4,5-DIALKOXYBENZYLOXYCARBONYL)AMINE COMPOUND AND PROCESS FOR PRODUCING THE SAME
  申请人：Yamagami Isao

  公开号：US20110172421A1

  公开（公告）日：2011-07-14

  An object of the present invention is to provide a novel photobase generator which can sensitively generate a base even by h-ray in place of a conventional 2-nitro-4,5-dimethoxybenzyloxycarbonylamine compound. Disclosed is an N-(α-aromatic group-substituted-2-nitro-4,5-dialkoxybenzyloxycarbonyl)amine compound represented by the following general formula (I). (In the above formula (I), R 1 to R 9 denote specific groups.)

  本发明的目的是提供一种新型的光碱生成剂，即使使用h射线也能代替传统的2-硝基-4,5-二甲氧基苄氧羰基胺化合物灵敏地生成碱。公开了一种由下列通式（I）表示的N-（α-芳香基团取代-2-硝基-4,5-二烷氧基苄氧羰基）胺化合物。 （在上述公式（I）中，R1至R9表示特定基团。）
• Substituted 2-nitrobenzyltrichloroacetate esters for photodirected oligonucleotide detritylation in solid films
  作者：Pawel J. Serafinowski、Peter B. Garland

  DOI：10.1039/b806902f

  日期：——

  Oligonucleotide microarray fabrication by chemical synthesis using photoacid generators in solid films could have advantages over existing methods, but has not matched the accuracy of conventional synthesis where detritylation is performed with acid solutions. To address this problem, we explored the kinetics and equilibria of nucleoside detritylation in solid films, using trichloroacetic acid (TCA)

  通过使用固态膜中的光致产酸剂进行化学合成的寡核苷酸微阵列制造可能具有优于现有方法的优势，但与以酸溶液进行去三苯甲基化的常规合成方法的准确性不匹配。为了解决这个问题，我们使用由三氯乙酸（TCA）从其酯与取代的2-硝基苄基醇进行光解生成的三氯乙酸（TCA），探索了固体膜中核苷去三苯甲基化的动力学和平衡。我们合成了25种被所有α-苯基取代的酯，并评估了它们作为固体膜光致产酸剂的潜力。它们包括在（2-i-硝基）中具有（i）单或二甲氧基或（ii）5-卤代，（iii）烷基或芳基取代的5-氨基或（iv）5-芳基取代基的组。或2，6-二硝基苄基环。其紫外线光谱的最大吸收范围为230至410 nm，在365 nm处的量子产率从<0.01到接近1.0。所述酯在载玻片上形成光学透明的固体膜，而没有添加聚合物。膜内光酸生成，质子活性变化和去三苯甲基化的动力学进行了现场测量。对光敏感性和去三苯甲基化最有效的酯是5-氯-，5-溴-，4
• 감광성 수지 조성물 및 이것을 사용한 물품 및 네가티브형 패턴 형성 방법
  申请人：DAI NIPPON PRINTING CO., LTD. 다이니폰 인사츠 가부시키가이샤(519980959203)

  公开号：KR101599571B1

  公开（公告）日：2016-03-03

  고감도이고, 폴리이미드 전구체의 종류를 막론하고 용해성 콘트라스트가 얻어지고, 결과적으로 충분한 프로세스 마진을 유지하면서 형상이 양호한 패턴을 얻을 수 있는 감광성 수지 조성물을 제공한다. 화학식 (Ｉ)로 표시되는 광 염기 발생제 및 폴리이미드 전구체를 함유하는 감광성 수지 조성물.(각 부호는 명세서 중에서 정의한 바와 같다.)

  这段文本的中文翻译为：高感度且无论是哪种聚酰亚胺前体，都能获得溶解性对比度，并最终提供具有良好形状的图案，同时保持足够的工艺余量的感光性树脂组合物。该感光性树脂组合物包括被表示为化学式（I）的光碱生成剂和聚酰亚胺前体。（符号如规范中所定义。）
• Artificial Molecular Pump Operating in Response to Electricity and Light
  作者：Qing-Hui Guo、Yunyan Qiu、Xinyi Kuang、Jiaqi Liang、Yuanning Feng、Long Zhang、Yang Jiao、Dengke Shen、R. Dean Astumian、J. Fraser Stoddart

  DOI：10.1021/jacs.0c06663

  日期：2020.8.26

  essential for the development of molecular nanotechnology. The advent of mechanically interlocked molecules (MIMs) has enhanced significantly the opportunities for chemists to harness such motions in artificial molecular machines (AMMs). Recently, we have developed artificial molecular pumps (AMPs) capable of producing highly energetic oligo- and polyrotaxanes with high precision. Here, we report the design

  控制分子中组成部分相对运动的能力对于分子纳米技术的发展至关重要。机械互锁分子 (MIM) 的出现大大增加了化学家在人工分子机器 (AMM) 中利用此类运动的机会。最近，我们开发了能够高精度生产高能低聚轮烷和聚轮烷的人工分子泵 (AMP)。在这里，我们报告了一个 AMP 的设计、合成和操作，该 AMP 包含一个允许使用正交刺激的可光裂解塞子。我们的方法采用棘轮机制将环泵送到收集链上，形成中间 [2] 轮烷。在随后的时间，光的应用触发环的释放回到具有时间控制的本体溶液中。该过程通过萘基荧光团的荧光猝灭来监测。这种设计可以应用于制造具有按需功能的分子传输系统。
• Influences of alpha-substituent in 4,5-dimethoxy-2-nitrobenzyl-protected esters on both photocleavage rate and subsequent photoreaction of the generated 2-nitrosophenyl ketones: A novel photorearrangement of 2-nitrosophenyl ketones
  作者：Noriko Chikaraishi Kasuga、Yusuke Saito、Naomichi Okamura、Tatsuya Miyazaki、Hikaru Satou、Kazuhiro Watanabe、Takaaki Ohta、Shu-hei Morimoto、Kazuo Yamaguchi

  DOI：10.1016/j.jphotochem.2016.01.012

  日期：2016.5

  afford a bicyclic oxazole via a shift of the isopropyl group to the bridgehead position, resulting in loss of aromaticity of the six-membered ring. 2-Nitrosopheyl ketone bearing a tertiary-butyl substituent gives mainly azoxy and azo compounds via intermolecular reaction of nitrosoketones with loss of isobutene. The photorearrangement does not proceed in the case of the phenyl-substituted compound. These

  当2-硝基苄基中的α-位置被支链烷基取代时，紫外线（UV）诱导的2-硝基苄基酯的光脱保护以释放酸并形成相应的2-硝基酮。所产生的2-亚硝基苯基酮取决于α-取代基的性质而经历多种光反应，包括独特的光重排。带有异丙基取代基的2-硝基酮主要经过这种重排，从而通过异丙基移至桥头位置而得到双环恶唑，从而导致六元环的芳香性损失。带有叔丁基取代基的2-亚硝基苯甲酮主要通过亚硝基酮的分子间反应与异丁烯的损失而产生氮杂和偶氮化合物。在苯基取代的化合物的情况下，不进行光重排。这些发现将有助于选择和/或设计对光不稳定的保护基。