2-(2-Nitrophenyl)-2-propanol | 100476-16-2

• 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: 2-(2-Nitrophenyl)-2-propanol
• 英文别名: 2-(2-Nitrophenyl)propan-2-ol；2-(nitrophenyl)-2-propanol
• CAS: 100476-16-2
• 化学式: C₉H₁₁NO₃
• 分子量: 181.191
• InChiKey: ABDHLPJVULDYTN-UHFFFAOYSA-N

物化性质

• 熔点：
  85-87 °C
• 沸点：
  310.7±25.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Nitrophenyl)-2-propanol 在 盐酸 、 Pseudomonas cepacia lipase 、 dimethyl sulfide borane 、 氢气 、 对甲苯磺酸 、 对苯二酚 作用下， 以 四氢呋喃 、 甲醇 、 甲基叔丁基醚 、 水 、 苯 为溶剂， 反应 13.17h， 生成 (R)-(-)-2-(2-iodophenyl)propan-1-ol acetate
  参考文献：
  名称：

  Lipase-mediated resolution of substituted 2-aryl-propanols: application to the enantioselective synthesis of phenolic sesquiterpenes

  摘要：

  A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.03.012
• 作为产物：
  描述：

  1-硝基-2-丙-1-烯-2-基苯 在 硫酸 、 sodium hydroxide 、 水 作用下， 反应 1.0h， 以47%的产率得到2-(2-Nitrophenyl)-2-propanol
  参考文献：
  名称：

  Corrie, John E. T.; Gradwell, Michael J.; Papageorgiou, George, Journal of the Chemical Society. Perkin transactions I, 1999, # 20, p. 2977 - 2982

  摘要：

  DOI：

文献信息

• Synthesis of polynucleotides
  申请人：Agilent Technologies, Inc.

  公开号：EP1792909A1

  公开（公告）日：2007-06-06

  Nucleotide monomers, polynucleotides, methods of making each, and methods of deprotecting each, are disclosed.

  本文公开了核苷酸单体、多核苷酸、每种核苷酸的制造方法以及每种核苷酸的脱保护方法。
• Monomer Compositions for the Synthesis of RNA, Methods of Synthesis, and Methods of Deprotection
  申请人：Agilent Technologies, Inc.

  公开号：EP2567964A2

  公开（公告）日：2013-03-13

  2'-O protected nucleotide monomers for the synthesis of RNA.

  用于合成 RNA 的 2'-O 保护核苷酸单体。
• Copper catalyzed direct C–H double methylation of aromatic aldehydes employing methanol as an alkylating agent
  作者：Sereena Sunny、Ramasamy Karvembu

  DOI：10.1039/d4gc02415j

  日期：——

  A mild sustainable protocol for the direct C–H double methylation of aromatic aldehydes has been accomplished by using un-activated methanol as a C1 source. Readily available, inexpensive copper sulfate has been utilized as a greener catalyst at room temperature. This methodology represents the first example of direct synthesis of tertiary alcohols from aromatic aldehydes operating via a concerted

  通过使用未活化的甲醇作为 C 1源，已经完成了芳香醛直接 C-H 双甲基化的温和可持续方案。容易获得且廉价的硫酸铜已被用作室温下的绿色催化剂。该方法代表了通过协同自由基介导途径消除 H 2 O 2从芳香醛直接合成叔醇的第一个例子。该产品的克级合成成功表明了该方案在工业应用中的可行性。
• Metal catalyzed deoxygenation by carbon monoxide of o-substituted nitrobenzenes. Synthesis of 1,4-dihydro-2H-3,1-benzoxazin- 2-one derivatives
  作者：S. Cenini、S. Console、C. Crotti、S. Tollari

  DOI：10.1016/0022-328x(93)83021-m

  日期：1993.6

  The reductive carbonylation of o-nitrobenzylalcohols, o-NO2C6H4CR1R2OH [R1 = R2 = H (1); R1 = R2 = CH3 (2); R1 = H, R2 = CH3 (3); R1 - H, R2 = C6H5 (4)], catalyzed by ruthenium and palladium-based catalytic systems gives the corresponding 1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives, 1a-4a. Reaction conditions used were 20-60 atm of carbon monoxide and 100-170-degrees-C. The palladium catalyst has been shown to be by far superior to the ruthenium catalyst in this reaction as far as selectivity is concerned. By carbonylation of o-nitrophenethylalcohol (5) with the palladium system as catalyst a mixture of the monomeric 5a and dimeric 5b cyclic carbamates has been obtained.
• Effenberger, Franz; Spiegler, Wolfgang, Chemische Berichte, 1985, vol. 118, # 9, p. 3900 - 3914
  作者：Effenberger, Franz、Spiegler, Wolfgang

  DOI：——

  日期：——