(S)-4-(1-methylpropyl)oxyaniline | 1052612-68-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-4-(1-methylpropyl)oxyaniline
• 英文别名: 4-[(2S)-butan-2-yl]oxyaniline
• CAS: 1052612-68-6
• 化学式: C₁₀H₁₅NO
• mdl: MFCD00025317
• 分子量: 165.235
• InChiKey: KBARUYSFNLJALB-QMMMGPOBSA-N

物化性质

• 沸点：
  271.1±13.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-4-(1-methylpropyl)oxyaniline 在 盐酸 、 potassium carbonate 、 potassium iodide 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  控制双相液晶聚合物中的多重手性反转

  摘要：

  偶氮双相液晶 (LC) 聚合物的多重手性反转首次通过尾长改性和聚合度 (DP) 变化原位实现。无定形到 LC 的相变和双相 LC 互变允许三种堆叠模式的转录，从而控制超分子手性的动态逆转。

  DOI：

  10.1002/anie.202109084
• 作为产物：
  描述：

  N-[4-[(2S)-butan-2-yl]oxyphenyl]acetamide 在 盐酸 作用下， 生成 (S)-4-(1-methylpropyl)oxyaniline
  参考文献：
  名称：

  Synthesis and Mesomorphic Characterisation of Chiral Homologues

  摘要：

  Chiral liquid crystals have attracted considerable interest as they exhibit a good variety of modulated phases. We have synthesised a homologous series viz., 4-(4'-n-alkoxy benzoyloxy) benzylidene-4 " -1-(s)-methyl propoxy anilines, incorporating a terminal chiral centre, inorder to obtain better understanding of the relationship between molecular structure and appearance of SmC* phase in the molecules. It is observed that, in the present series the lower members upto butyl are pure nematogens, while pentyl to hexadecyl derivatives exhibit classical smectic as well as nematic mesophases. An additional smectic C* phase is observed in the middle octyl to dodecyl homologues. The homologues have been characterised by IR, NMR and DSC. Their mesomorphic properties have been compared with structurally related homologous series.

  DOI：

  10.1080/10587250108025027

文献信息

• Bistable mesomorphism and supramolecular stereomutation in chiral liquid crystal azopolymers
  作者：Jesús del Barrio、Rosa M. Tejedor、Luiz S. Chinelatto、Carlos Sánchez、Milagros Piñol、Luis Oriol

  DOI：10.1039/b901384a

  日期：——

  A series of side-chain liquid crystal polymers based on an azobenzene mesogenic unit bearing a terminal chiral chain has been synthesized. The thermal and mesomorphic properties of the homo- and copolymers have been investigated by polarizing optical microscopy, DSC and X-ray diffraction. Polymers having a chiral methylheptyloxy terminal chain (P8S and P8R) exhibit surprising mesomorphic behavior, which depends on the thermal history of the sample. The influence of the molecular chirality and thermal history on the supramolecular organization of the chromophores have also been studied. Supramolecular chiral aggregation of the azobenzenes seems to be responsible for the observed chiroptical properties of these materials, both in solution and solid state (polymeric films), with the handedness controlled by the molecular chirality. Stereomutation of the chiral supramolecular organization is detected when polymeric films of P8S and P8R experience a different thermal history.

  我们合成了一系列基于带有末端手性链的偶氮苯介原单元的侧链液晶聚合物。通过偏振光学显微镜、DSC 和 X 射线衍射研究了均聚物和共聚物的热性质和介形性质。具有手性甲基庚氧基末端链（P8S 和 P8R）的聚合物表现出令人惊讶的介形态行为，这种行为取决于样品的热历史。此外，还研究了分子手性和热历史对发色团超分子结构的影响。偶氮苯的超分子手性聚集似乎是这些材料在溶液和固态（聚合物薄膜）中观察到的手性特性的原因，其手性由分子手性控制。当 P8S 和 P8R 的聚合物薄膜经历不同的热历史时，可以检测到手性超分子结构的立体变异。
• Synthesis and Mesomorphic Characterisation of Chiral Homologues
  作者：Jayrang S. Dave、Meera R. Menon、Pratik R. Patel

  DOI：10.1080/10587250108025027

  日期：2001.8

  Chiral liquid crystals have attracted considerable interest as they exhibit a good variety of modulated phases. We have synthesised a homologous series viz., 4-(4'-n-alkoxy benzoyloxy) benzylidene-4 " -1-(s)-methyl propoxy anilines, incorporating a terminal chiral centre, inorder to obtain better understanding of the relationship between molecular structure and appearance of SmC* phase in the molecules. It is observed that, in the present series the lower members upto butyl are pure nematogens, while pentyl to hexadecyl derivatives exhibit classical smectic as well as nematic mesophases. An additional smectic C* phase is observed in the middle octyl to dodecyl homologues. The homologues have been characterised by IR, NMR and DSC. Their mesomorphic properties have been compared with structurally related homologous series.
• Controlling the Multiple Chiroptical Inversion in Biphasic Liquid‐Crystalline Polymers
  作者：Xiaoxiao Cheng、Tengfei Miao、Yafei Ma、Xiaoyan Zhu、Wei Zhang、Xiulin Zhu

  DOI：10.1002/anie.202109084

  日期：2021.11.8

  tail length modification and degree of polymerization (DP) variation. The amorphous-to-LC phase transition and biphasic LC interconversion allow the transcription of three stacking modes, thereby controlling the dynamic reversal of supramolecular chirality.

  偶氮双相液晶 (LC) 聚合物的多重手性反转首次通过尾长改性和聚合度 (DP) 变化原位实现。无定形到 LC 的相变和双相 LC 互变允许三种堆叠模式的转录，从而控制超分子手性的动态逆转。