3-(4-硝基苯氧基)丙烷-1,2-二醇 | 34211-48-8

• 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: 3-(4-硝基苯氧基)丙烷-1,2-二醇
• 英文名称: 1-(4-Nitrophenoxy)propan-2,3-diol
• 英文别名: 3-(4-nitrophenoxy)-1,2-propanediol；3-(4-nitro-phenoxy)propane-1,2-diol；rac-3-(4-nitrophenoxy)-1,2-propanediol；p-nitrophenyl glycerol；1,2-dihydroxy-3-(4-nitrophenyloxy)-propane；Glycerin-α-(4-nitro-phenylaether)；3-(4-Nitro-phenoxy)-propan-1,2-diol；(4-nitrophenoxy)propan-1,2-diol；nitrophenoxyglycidol；3-(4-Nitrophenoxy)propane-1,2-diol
• CAS: 34211-48-8
• 化学式: C₉H₁₁NO₅
• 分子量: 213.19
• InChiKey: YERGZLQRVWFVAZ-UHFFFAOYSA-N

物化性质

• 熔点：
  62-64 °C
• 沸点：
  436.3±30.0 °C(Predicted)
• 密度：
  1.387±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 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：

  3-(4-硝基苯氧基)丙烷-1,2-二醇 在 sodium periodate 、 silica gel 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 以1.4 g的产率得到2-(4-nitrophenoxy)acetaldehyde
  参考文献：
  名称：

  Catalysis through Temporary Intramolecularity: Mechanistic Investigations on Aldehyde-Catalyzed Cope-type Hydroamination Lead to the Discovery of a More Efficient Tethering Catalyst

  摘要：

  Mechanistic investigations on the aldehyde-catalyzed intermolecular hydroamination of allylic amines using N-alkylhydroxylamines are presented. Under the reaction conditions, the presence of a specific aldehyde catalyst allows formation of a mixed aminal intermediate, which permits intramolecular Cope-type hydroamination. The reaction was determined to be first-order in both the aldehyde catalyst (alpha-benzyloxyacetaldehyde) and the allylic amine. However, the reaction displays an inverse order behavior in benzylhydroxylamine, which reveals a significant off-cycle pathway and highlights the importance of an aldehyde catalyst that promotes a reversible aminal formation. Kinetic isotope effect experiments suggest that hydroamination is the rate-limiting step of this catalytic cycle. Overall, these results enabled the elaboration of a more accurate catalytic cycle and led to the development of a more efficient catalytic system for alkene hydroamination. The use of 5-10 mol % of paraformaldehyde proved more effective than the use of 20 mol % of a-benzyloxyacetaldehyde, leading to high yields of intermolecular hydroamination products within 24 h at 30 degrees C.

  DOI：

  10.1021/ja303320x
• 作为产物：
  描述：

  2-[(4-硝基苯氧基)甲基]环氧乙烷 在 硫酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以88%的产率得到3-(4-硝基苯氧基)丙烷-1,2-二醇
  参考文献：
  名称：

  Synthesis and optical storage properties of a thiophene-based holographic recording medium

  摘要：

  本文报告了一种新型偶氮噻吩聚酯 9 的制造结果和光学数据存储特性，该聚酯可用于全息存储。这种聚酯是由偶氮噻吩二元醇 1 和邻苯二甲酸二苯酯 8 通过真空熔融酯化反应制得的。加入 5-甲氧基-2-噻吩基后，会产生反式 π-π* 转变，其中心波长接近 405 纳米。本文概述了对厚度为 65 微米的偶氮聚酯溶液浇铸薄膜的光学数据存储特性的研究。用 532 nm 倍频 YAG 激光诱导光学各向异性，并用偏振计在吸收带外的 633 nm 波长处进行探测，发现诱导的各向异性非常高，达到 7 rad（激光强度，250 mW cm-2）。计算得出的薄膜双折射为每微米 0.02。照射大约 70 秒后，各向异性达到最大值。诱导的各向异性在大约 90 °C 时消失。室温下稳定的光栅可以以很高的衍射效率刻制出来。

  DOI：

  10.1039/b705648f

文献信息

• An Unusual (R)-Selective Epoxide Hydrolase with High Activity for Facile Preparation of Enantiopure Glycidyl Ethers
  作者：Jing Zhao、Yan-Yan Chu、Ai-Tao Li、Xin Ju、Xu-Dong Kong、Jiang Pan、Yun Tang、Jian-He Xu

  DOI：10.1002/adsc.201100031

  日期：2011.6

  ortho‐substituted phenyl glycidyl ethers and para‐nitrostyrene oxide. Worthy of note is that the substrate structure remarkably affected the enantioselectivities of the enzyme, as a reversed (S)‐enantiopreference was unexpectedly observed for the ortho‐nitrophenyl glycidyl ether. As a proof‐of‐concept, five enantiopure epoxides (>99% ee) were obtained in high yields, and a gram‐scale preparation of

  从巨大芽孢杆菌ECU1001中克隆了一种新的环氧水解酶（BMEH），该酶具有异常的（R）-对映体选择性和很高的活性。在对位取代的苯基缩水甘油醚和对硝基苯乙烯氧化物的生物拆分中，实现了最高的对映选择性（E > 200）。值得一提的是，底物结构显着影响了酶的对映选择性，因为人们意外地观察到邻硝基硝基苯缩水甘油醚的反向（S）-对映体选择性。作为概念验证，以高收率获得了五种对映纯环氧化合物（> 99％ee），并以克级制备了（S） -邻甲基苯基缩水甘油基醚，然后成功地在几个小时内完成，这表明BMEH为光学活性的环氧化物的高效制备有吸引力的生物催化剂。
• Novel assay reagents
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04123614A1

  公开（公告）日：1978-10-31

  The present invention relates to novel assay reagents, their composition, methods of preparation, and use in the detection and measurement of various biological systems and/or components, e.g. enzymes, antibodies, antigens, and periodate concentration. This invention in its basic form utilizes a class of compounds having, inter alia., a backbone chain, an indicator group, and vicinal oxidizable groups.

  这项发明涉及新型测定试剂，其组成、制备方法，以及在检测和测量各种生物系统和/或组分（如酶、抗体、抗原和过碘酸盐浓度）中的应用。该发明在其基本形式中利用一类化合物，其中包括骨架链、指示基团和邻位可氧化基团。
• Substrate Engineering and its Synthetic Utility in the Sulfation of Primary Aliphatic Alcohol Groups by a Bacterial Arylsulfotransferase
  作者：Aloysius F. Hartog、Ron Wever

  DOI：10.1002/adsc.201500482

  日期：2015.8.24

  of substrate engineering allowed the enzymatic sulfation by an arylsulfotransferase from Desulfitobacterium hafniense of a number of carbohydrate derivatives. Specific sulfation of carbohydrates chemically or enzymatically is notoriously difficult or complex. As we have shown previously, the arylsulfotransferase is able to sulfate a variety of phenolic alcohols as well as non‐phenolic alcohols, albeit

  底物工程的使用允许通过来自多种脱氢酶的嗜氢脱硫杆菌的芳基磺基转移酶进行酶促硫酸化。化学上或酶上的碳水化合物的特定硫酸化众所周知是困难或复杂的。如前所述，芳基磺基转移酶能够硫酸化多种酚醇和非酚醇，尽管后者的转化率是有限的，并且通常少于百分之几。在这里，我们使用了底物工程学的策略，通过将疏水基团连接到碳水化合物上来提高转化率。形成的硫酸化中间体可以用作通过转糖基化反应形成更复杂的硫酸化碳水化合物的基础。
• Transformation of Terminal Diols of Cyclic and Acyclic Saccharides to Epoxides and Alkenes by Reaction with Triphenylphosphine, Imidazole and Iodine
  作者：Hari Babu Mereyala、P. Mallikarjun Goud、Rajendrakumar Reddy Gadikota、K. Ramasubba Reddy

  DOI：10.1080/07328300008544145

  日期：2000.1.1

  ABSTRACT Reaction of various terminal diols 1,4,6,8-12, derived from cyclic and acyclic monosaccharides, with 2 mol equivalents each of TPP-imidazole-I2 between -8 °C and 15 °C in THF afforded the corresponding epoxides 2,5,7,13-17, respectively, with 4 mol equivalents each of TPP-imidazole-I2 in toluene at reflux temperature the starting diols afforded the corresponding alkenes 3,18-24, respectively

  衍生自环状和无环单糖的各种末端二醇1,4,6,8-12在-8°C至15°C之间在THF中与2个摩尔当量的TPP-咪唑-I2反应，得到相应的环氧化物2分别在甲苯中，分别在5、7、13、17、5、7、13-17中将TPP-咪唑-I 2在甲苯中在回流温度下反应，起始二醇分别得到相应的烯烃3，18-24。
• Polymeric acetoacetanilide azo colorants
  申请人：Milliken & Company

  公开号：US06667392B2

  公开（公告）日：2003-12-23

  This invention relates to colorants comprising a chromophore having a single azo acetoacetanilide moiety, wherein said moiety each have at least one poly(oxyalkylene) chain. Such colorants exhibit extremely good base stability and lightfastness, particularly when incoporated within certain media and/or on the surface of certain substrates. These poly(oxyalkylene) chains provide solubility in different solvents or resins thereby permitting the introduction of such excellent coloring chromophores within diverse media and/or or diverse substrates. Compositions and articles comprising such colorants are provided as are methods for producing such inventive colorants.

  该发明涉及一种色素，其中包含具有单个偶氮乙酰乙酰苯胺基团的色团，其中所述基团中的每个都至少有一个聚（氧烷基）链。这种色素表现出极好的碱稳定性和耐光性，特别是当它们被纳入到某些介质和/或某些基板的表面时。这些聚（氧烷基）链在不同溶剂或树脂中提供溶解性，从而允许将这种优秀的着色色团引入到不同的介质和/或不同的基板中。提供了包含这种色素的组合物和制造这种创新色素的方法。