5-hydroxy-4-methoxy-2-nitrobenzyl alcohol | 187673-19-4

• 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: 5-hydroxy-4-methoxy-2-nitrobenzyl alcohol
• 英文别名: Benzenemethanol, 5-hydroxy-4-methoxy-2-nitro-；5-(hydroxymethyl)-2-methoxy-4-nitrophenol
• CAS: 187673-19-4
• 化学式: C₈H₉NO₅
• 分子量: 199.163
• InChiKey: BREHZRPAACNKTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-羟基-4-甲氧基-2-硝基苯甲醛 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.03h， 以95%的产率得到5-hydroxy-4-methoxy-2-nitrobenzyl alcohol
  参考文献：
  名称：

  湿 THF 作为合适的溶剂，用 NaBH4 温和方便地还原羰基化合物

  摘要：

  湿 THF 中的 NaBH 4 可以很容易地将各种羰基化合物还原为相应的醇，例如醛、酮、共轭烯酮、酰基和 α-二酮，收率非常好。还原反应在室温或回流条件下进行。此外，使用该还原系统成功地完成了醛相对于酮的化学选择性还原。

  DOI：

  10.1246/bcsj.78.307

文献信息

• Reduction of Carbonyl Compounds with NaBH₄ under Ultrasound Irradiation and Aprotic Condition
  作者：Behzad Zeynizadeh、Saiedeh Yahyaei

  DOI：10.1515/znb-2004-0612

  日期：2004.6.1

  A variety of carbonyl compounds are reduced to their corresponding alcohols with sodium borohydride under ultrasound irradiation and aprotic condition. Reduction reactions are performed in THF at room temperature or under reflux condition. The product alcohols were obtained in good to excellent yields. The chemoselective reduction of aldehydes over ketones was achieved successfully with this system.

  一种多种羰基化合物在超声辐射和无极性条件下通过硼氢化钠还原为相应的醇类化合物。还原反应在室温下或回流条件下在THF中进行。产物醇类化合物以良好至优异的产率获得。该体系成功实现了醛类化合物优先还原而不影响酮类化合物的选择性还原。
• Wet THF as a Suitable Solvent for a Mild and Convenient Reduction of Carbonyl Compounds with NaBH₄
  作者：Behzad Zeynizadeh、Tarifeh Behyar

  DOI：10.1246/bcsj.78.307

  日期：2005.2

  NaBH 4 in wet THF can readily reduce varieties of carbonyl compounds such as aldehydes, ketones, conjugated enones, acyloins, and α-diketones to their corresponding alcohols in good to excellent yields. Reduction reactions were performed at room temperature or under reflux condition. In addition, the chemoselective reduction of aldehydes over ketones was accomplished successfully with this reducing

  湿 THF 中的 NaBH 4 可以很容易地将各种羰基化合物还原为相应的醇，例如醛、酮、共轭烯酮、酰基和 α-二酮，收率非常好。还原反应在室温或回流条件下进行。此外，使用该还原系统成功地完成了醛相对于酮的化学选择性还原。
• Modified Hydroborate Agent: (2,2′-Bipyridyl)(tetrahydroborato)zinc Complex, [Zn(BH₄)₂(bpy)], as a New, Stable, Efficient Ligand-Metal Hydroborate and Chemoselective Reducing Agent
  作者：Behzad Zeynizadeh

  DOI：10.1246/bcsj.76.317

  日期：2003.2

  rato)zinc complex, [Zn(BH4)2(bpy)], is a new white stable compound which has been used for efficient reduction of variety of carbonyl compounds such as aldehydes, ketones, acyloins, α-diketones and α,β-unsaturated carbonyl compounds (1,2-reduction) to their corresponding alcohols in acetonitrile at room temperature. Excellent chemoselectivity was also observed for the reduction of aldehydes over ketones

  (2,2'-联吡啶基)(四氢硼酸根)锌配合物，[Zn(BH4)2(bpy)]，是一种新型白色稳定化合物，已用于有效还原各种羰基化合物，如醛、酮、酰基化合物, α-二酮和 α,β-不饱和羰基化合物（1,2-还原）在乙腈中在室温下转化为相应的醇。还观察到使用这种还原剂还原醛而不是酮具有优异的化学选择性。
• Titanyl Acetylacetonate as an Efficient Catalyst for a Mild and Convenient Reduction of Carbonyl Compounds with NaBH₄ under Aprotic Condition
  作者：Behzad Zeynizadeh

  DOI：10.1515/znb-2003-1211

  日期：2003.12.1

  Titanyl acetylacetonate, TiO(acac)₂, is used as an efficient catalyst for the reduction of carbonyl compounds with sodium borohydride under aprotic condition. Reduction reactions are performed in CH₃CN and THF. The corresponding alcohols are obtained in high to excellent yields and the chemoselective reduction of aldehydes over ketones is achieved successfully.

  钛乙酰丙酮酸酯，TiO(acac)₂，被用作在无水条件下与硼氢化钠一起作为醛酮化合物还原的高效催化剂。还原反应在乙腈和四氢呋喃中进行。相应的醇以高至优异的产率获得，并成功实现醛的化学选择性还原而不影响酮。
• Base Multiplying Agents and Base-Reactive Curable Compositions
  申请人：Aoki Kenichi

  公开号：US20080200580A1

  公开（公告）日：2008-08-21

  To provide such a base multiplying agent capable of being used for crosslinking reaction, for example of a epoxy compound and the like, that generates another base by action of a base, and can efficiently perform base multiplying reaction, and a base-reactive curable composition using the base multiplying agent. The base generating agent of the invention is represented by the following formula (1): (In the formula (1), X represents a hydrogen atom, a substituted alkyl group or an unsubstituted alkyl group; Y represents a substituted or unsubstituted alkylene chain; and n represents an integer of from 1 to 4.)

  为了提供这样一种基数倍增剂，它能够用于交联反应，例如环氧化合物等，通过碱的作用产生另一种基数，并能够高效地进行基数倍增反应，以及使用该基数倍增剂的基反应固化组合物。该发明的基数生成剂由以下式（1）表示：（在式（1）中，X代表氢原子、取代烷基或未取代烷基；Y代表取代或未取代亚烷链；n代表1至4的整数。）