(R)-(+)-5-fluorononanol | 310420-00-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-(+)-5-fluorononanol
• 英文别名: 5-fluoro-1-nonanol；(5R)-5-fluorononan-1-ol
• CAS: 310420-00-9
• 化学式: C₉H₁₉FO
• 分子量: 162.248
• InChiKey: LEHWJDBKUIXHIN-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-(+)-5-fluorononanol 在 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 生成 2-(p-decyloxy)phenyl-5-(5-fluorononyloxy)pyrimidine
  参考文献：
  名称：

  Synthesis and Properties of Ferroelectric Liquid Crystals Derived from 5-Alkyl-δ-Valerolactones

  摘要：

  New homologous FLCs (I similar to II-n [n=1 similar to4]) derived from optically active 5-alkyl-6-valerolactones were synthesized. Their mesomorphic properties were systematically investigated with respect to their molecular structures, which were different in terms of the length of an alkyl group attached to a chiral centre and the direction of phenylpyrimidyl group. For compounds type I-n, with pyrimidyl group conjugated to the terminal position carrying chiral 5-fluoro-alkyloxy tail, elongation of the attached alkyl groups enhanced the stability of the chiral smectic C phase, while the other type, with pyrimidyl group conjugated to the terminal position carrying achiral alkyloxy tail, showed no remarkable alteration in the stability of the phase. Short optical response time (22 mus, 80 degreesC[Tc-T=10K]) was found for the FLC II-3 that has almost the same magnitude of spontaneous polarization (25nCcm(-2), 80 degreesC[Tc-T=10K]) with that of 11-4.

  DOI：

  10.1080/10587250008023865
• 作为产物：
  描述：

  丁位壬内酯 在 三乙烯二胺 、 盐酸 、 氢氧化钾 、 lithium aluminium tetrahydride 、 二乙胺基三氟化硫 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 17.5h， 生成 (R)-(+)-5-fluorononanol
  参考文献：
  名称：

  Optical Resolution of 5-Alkyl-δ-Valerolactones and Synthesis of Optically Active 5-Fluoroalkanols

  摘要：

  Optical resolutions of 5-alkyl-delta-valerolactones were carried out by derivatization to the diastereomeric amides, in which (R)-(+)1-(1-naphthyl)ethylamine or (S)-(-)-1-phenylethylamine were used as resolving agents. Optically active 5-fluoroalkanols, useful intermediates for fluorinated ferroelectric liquid crystals, were derived from the resolved lactones in four steps without racemization.

  DOI：

  10.1080/10242430210707

文献信息

• Optical Resolution of 5-Alkyl-δ-Valerolactones and Synthesis of Optically Active 5-Fluoroalkanols
  作者：Asep Riswoko、Yoshio Aoki、Takuji Hirose、Hiroyuki Nohira

  DOI：10.1080/10242430210707

  日期：2002.1

  Optical resolutions of 5-alkyl-delta-valerolactones were carried out by derivatization to the diastereomeric amides, in which (R)-(+)1-(1-naphthyl)ethylamine or (S)-(-)-1-phenylethylamine were used as resolving agents. Optically active 5-fluoroalkanols, useful intermediates for fluorinated ferroelectric liquid crystals, were derived from the resolved lactones in four steps without racemization.
• Synthesis and Properties of Ferroelectric Liquid Crystals Derived from 5-Alkyl-δ-Valerolactones
  作者：Riswoko Asep、Yoshio Aoki、Takuji Hirose、Hiroyuki Nohira

  DOI：10.1080/10587250008023865

  日期：2000.7

  New homologous FLCs (I similar to II-n [n=1 similar to4]) derived from optically active 5-alkyl-6-valerolactones were synthesized. Their mesomorphic properties were systematically investigated with respect to their molecular structures, which were different in terms of the length of an alkyl group attached to a chiral centre and the direction of phenylpyrimidyl group. For compounds type I-n, with pyrimidyl group conjugated to the terminal position carrying chiral 5-fluoro-alkyloxy tail, elongation of the attached alkyl groups enhanced the stability of the chiral smectic C phase, while the other type, with pyrimidyl group conjugated to the terminal position carrying achiral alkyloxy tail, showed no remarkable alteration in the stability of the phase. Short optical response time (22 mus, 80 degreesC[Tc-T=10K]) was found for the FLC II-3 that has almost the same magnitude of spontaneous polarization (25nCcm(-2), 80 degreesC[Tc-T=10K]) with that of 11-4.