(R)-2-<(sec-Butylamino)methyl>-4-nitrophenol | 1071208-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (R)-2-<(sec-Butylamino)methyl>-4-nitrophenol
• 英文别名: (R)-2-[(sec-Butylamino)methyl]-4-nitrophenol；2-[[[(2R)-butan-2-yl]amino]methyl]-4-nitrophenol
• CAS: 1071208-73-5
• 化学式: C₁₁H₁₆N₂O₃
• 分子量: 224.26
• InChiKey: UVGRIUNRCQIRIC-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.19
• 重原子数：
  16.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  75.4
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (R)-2-<(sec-Butylamino)methyl>-4-nitrophenol 在 palladium on activated charcoal 甲酸 作用下， 反应 2.0h， 以1%的产率得到(R)-<(sec-Butylamino)methyl>-4-aminophenol hydrochloride
  参考文献：
  名称：

  Synthesis and characterization of some pyridinium N-phenoxide betaine dyes for second-harmonic generation

  摘要：

  The synthesis and characterization of some pyridinium-N-phenoxide betaine dyes (including Reichardt's dye) for second-harmonic generation (SHG) is described. These dyes are highly solvatochromic, which indicates that they can have large second-order molecular polarizabilities. The effects of substituents on the solvatochromic and optical properties of the betaines are investigated. Also the crystal structure of the betaines is discussed and the molecular geometry in the crystal is compared to that predicted by AM1 calculations. The crystallographic space group of the betaines is found to be centrosymmetric; therefore these dyes are incapable of SHG as crystals. To overcome this obstacle, we have synthesized and characterized a chiral betaine; because of its chirality this compounds must necessarily crystallize in a noncentrosymmetric space group, thereby making it capable of SHG as a crystal. Lastly, the utility of these betaines for SHG in poled polymer films is discussed.

  DOI：

  10.1021/jo00002a017
• 作为产物：
  描述：

  (R)-(-)-仲丁胺 、 5-硝基水杨醛 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 以1.2 g的产率得到(R)-2-<(sec-Butylamino)methyl>-4-nitrophenol
  参考文献：
  名称：

  Synthesis and characterization of some pyridinium N-phenoxide betaine dyes for second-harmonic generation

  摘要：

  The synthesis and characterization of some pyridinium-N-phenoxide betaine dyes (including Reichardt's dye) for second-harmonic generation (SHG) is described. These dyes are highly solvatochromic, which indicates that they can have large second-order molecular polarizabilities. The effects of substituents on the solvatochromic and optical properties of the betaines are investigated. Also the crystal structure of the betaines is discussed and the molecular geometry in the crystal is compared to that predicted by AM1 calculations. The crystallographic space group of the betaines is found to be centrosymmetric; therefore these dyes are incapable of SHG as crystals. To overcome this obstacle, we have synthesized and characterized a chiral betaine; because of its chirality this compounds must necessarily crystallize in a noncentrosymmetric space group, thereby making it capable of SHG as a crystal. Lastly, the utility of these betaines for SHG in poled polymer films is discussed.

  DOI：

  10.1021/jo00002a017

文献信息

• PALEY, M. STEVEN;HARRIS, J. MILTON, J. ORG. CHEM., 56,(1991) N, C. 568-574
  作者：PALEY, M. STEVEN、HARRIS, J. MILTON

  DOI：——

  日期：——