1-(benzyloxy)-2,4-dinitrobenzene | 2734-78-3

• 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: 1-(benzyloxy)-2,4-dinitrobenzene
• 英文别名: 2,4-dinitrophenyl benzyl ether；benzyl-(2,4-dinitro-phenyl)-ether；Benzyl-(2,4-dinitro-phenyl)-aether；α-(2.4-Dinitro-phenoxy)-toluol；2.4-Dinitro-1-benzyloxy-benzol；<2,4-Dinitro-phenyl>-benzylether；2,4-dinitro-1-phenylmethoxybenzene
• CAS: 2734-78-3
• 化学式: C₁₃H₁₀N₂O₅
• 分子量: 274.233
• InChiKey: ZZNLNWYQMOPBAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(benzyloxy)-2,4-dinitrobenzene 在 噻吩 、 sodium hydrogen sulfate 、 silica gel 作用下， 反应 9.0h， 以93%的产率得到2,4-二硝基酚
  参考文献：
  名称：

  Selective debenzylation of aromatic benzyl ethers by silica-supported sodium hydrogen sulfate

  摘要：

  A new debenzylation of aromatic benzyl ethers by silica-supported sodium hydrogen sulfate is described. The process proceeds selectively and efficiently in good to excellent yields without affecting sensitive functional groups such as nitro, COOMe, aldehyde, ketone, and tosyl. (C) 2008 Elsevier Ltd. All Fights reserved.

  DOI：

  10.1016/j.tetlet.2008.06.007
• 作为产物：
  描述：

  2,4-dinitrophenyl allyl ether 在 氢氧化钾 、 苯甲醇 、 苯 作用下， 生成 1-(benzyloxy)-2,4-dinitrobenzene
  参考文献：
  名称：

  Gitis; Raptschinskaja, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 2646; engl. Ausg. S. 2610

  摘要：

  DOI：

文献信息

• Selective reduction of aromatic nitro compounds containing o- and n-benzyl groups with hydrazine and raney nickel
  作者：Francisco Yuste、Manuel Saldaña、Fernando Walls

  DOI：10.1016/s0040-4039(00)86770-2

  日期：1982.1

  The selectiity in the catalytic reduction of aromatic nitro compounds containing O-benzyl, N-benzyl or chlorine with hydrazine and Raney nickel was studied.

  研究了用肼和阮内镍催化还原含O-苄基，N-苄基或氯的芳族硝基化合物的选择性。
• Partial Reduction of Dinitroarenes to Nitroanilines with Hydrazine Hydrate
  作者：Nagaraj R. Ayyangar、Uttam R. Kalkote、Ananda G. Lugade、Pandurang V. Nikrad、Vasant K. Sharma

  DOI：10.1246/bcsj.56.3159

  日期：1983.10

  such as hydroxyl and amine groups could be conveniently reduced with 3 molar equivalents of hydrazine hydrate in presence of Raney nickel catalyst in ethanol/1,2-dichloroethane solvent mixture to give a product wherein one of the two nitro groups was reduced to the amino group. The yields of the partial reduction products are good. Under similar conditions alkoxyl substituents in the o,p-position to the

  在阮内镍催化剂的存在下，在乙醇/1,2-二氯乙烷溶剂混合物中，含有羟基和胺基等取代基的二硝基芳烃可以方便地用 3 摩尔当量的水合肼还原得到产物，其中两个硝基之一被还原为氨基。部分还原产物的收率良好。在类似条件下，硝基 o,p 位的烷氧基取代基被肼基取代，得到 2,4-二硝基苯肼作为主要产物。描述还原反应的细节。
• 항암활성을 가지는 6-벤질옥시퀴나졸린-7-일유레아 유도체
  申请人：KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY 한국과학기술연구원(319980077518) BRN ▼209-82-03522

  公开号：KR101589632B1

  公开（公告）日：2016-02-01

  본 발명은 항암활성을 가지는 6-벤질옥시퀴나졸린-7-일유레아 유도체에 관한 것이다.

  这项发明涉及具有抗癌活性的6-苄氧基喹诺酮-7-异脲衍生物。
• Rational Design and Synthesis of an Artificial Enzyme for S_N2 Reactions through Micellar Imprinting
  作者：Foroogh Bahrami、Yan Zhao

  DOI：10.1021/acs.orglett.3c03666

  日期：2024.1.12

  design of catalysts with enzyme-like properties is an elusive goal of chemists despite tremendous interest. Molecular imprinting inside surfactant micelles, followed by postmodification, creates a tailored active site in a water-soluble polymeric “artificial enzyme” for the benzylation of 4-nitrophenol. The reaction happens under neutral conditions with excellent substrate selectivity. Similar to many

  尽管人们对此抱有极大的兴趣，但合理设计具有类酶特性的催化剂仍然是化学家们难以实现的目标。在表面活性剂胶束内进行分子印迹，然后进行后修饰，在水溶性聚合“人工酶”中创建一个定制的活性位点，用于 4-硝基苯酚的苄基化。该反应在中性条件下发生，具有优异的底物选择性。与许多酶类似，静电在催化中发挥着至关重要的作用，并且可以通过引入活性位点的不同碱基进行调节。
• Formation of nitrophenyl ethers from polyols and nitroanisoles
  申请人：THE DOW CHEMICAL COMPANY

  公开号：EP0335274A2

  公开（公告）日：1989-10-04

  Disclosed is a novel process for effecting an ether interchange reaction by heating together in the presence of a basic catalyst, a nitroaromatic ether or thioether and an organic compound containing at least one hydroxyl or mercapto group. The novelty resides particularly in carrying out the interchange in an inert solvent while sparging the heated reactants thereby to remove at least a portion of solvent along with an evolving alcohol or thiol. The process is particularly adapted to the capping of organic polyols with nitroaromatic ether groups. The capped products are useful as inter­mediates for the preparation of high molecular weight polyamines which in turn find utility in various polymer applications.

  本发明公开了一种新工艺，在碱性催化剂存在下，将硝基芳香族醚或硫醚和含有至少一个羟基或巯基的有机化合物一起加热，从而进行醚互换反应。新颖之处尤其在于在惰性溶剂中进行交换反应，同时对加热的反应物进行喷射，以除去至少一部分溶剂和挥发的醇或硫醇。 该工艺特别适用于有机多元醇与硝基芳香族醚基团的封端。封端的产品可用作制备高分子量多胺的中间体，而高分子量多胺又可用于各种聚合物应用。