(S)-2-氟辛烷-1-醇 | 110500-32-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 中文名称: (S)-2-氟辛烷-1-醇
• 英文名称: (S)-2-fluoro-1-octanol
• 英文别名: (S)-(-)-2-fluorooctanol；(S)-2-fluorooctan-1-ol；(2S)-2-fluorooctan-1-ol
• CAS: 110500-32-8
• 化学式: C₈H₁₇FO
• 分子量: 148.221
• InChiKey: PXUHUAWWMDRECM-QMMMGPOBSA-N

物化性质

• 熔点：
  33-35 °C
• 沸点：
  202.9±10.0 °C(Predicted)
• 密度：
  0.904±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  6
• 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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	(2S,3S)-3-fluoro-1,2-nonandiol	225943-58-8	C9H19FO2	178.247

反应信息

• 作为反应物：
  描述：

  (S)-2-氟辛烷-1-醇 在 sodium hydroxide 作用下， 以 吡啶 、 正丁醇 为溶剂， 反应 12.0h， 生成 p-2-fluorooctyloxyphenol
  参考文献：
  名称：

  Nohira, H.; Nakamura, S.; Kamei, M., Molecular Crystals and Liquid Crystals (1969-1991), 1990, vol. 180, p. 379 - 388

  摘要：

  DOI：
• 作为产物：
  描述：

  (S)-(-)-2-fluorooctyl aldehyde 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 (S)-2-氟辛烷-1-醇
  参考文献：
  名称：

  A General Organocatalyst for Direct α-Functionalization of Aldehydes:  Stereoselective C−C, C−N, C−F, C−Br, and C−S Bond-Forming Reactions. Scope and Mechanistic Insights

  摘要：

  The development of a general organocatalyst for the alpha-functionalization of aldehydes, via an enamine intermediate, is presented. Based on optically active alpha,alpha-diarylprolinol silyl ethers, the scope and applications of this catalyst for the stereogenic formation of C-C, C-N, C-F, C-Br, and C-S bonds are outlined. The reactions all proceed in good to high yields and with excellent enantioselectivities. Furthermore, we will present mechanistic insight into the reaction course applying nonlinear effect studies, kinetic resolution, and computational investigations leading to an understanding of the properties of the alpha,alpha-diarylprolinol silyl ether catalysts.

  DOI：

  10.1021/ja056120u

文献信息

• Synthesis and Properties of Polymers from Monosubstituted Acetylene Derivatives Bearing Ferroelectric Liquid Crystalline Groups
  作者：Hiromasa Goto、Xiaoman Dai、Takenori Ueoka、Kazuo Akagi

  DOI：10.1021/ma035765g

  日期：2004.6.1

  Novel liquid crystalline polyacetylene derivatives were developed as advanced LC conjugated polymers with quick response to an electric field used as external force. In practice, we synthesized ferroelectric LC conjugated polymers by introducing fluorine-containing chiral LC groups into side chains of polyacetylenes. Phase-transition behaviors of these polymers were examined by differential scanning

  新型液晶聚乙炔衍生物已开发为高级LC共轭聚合物，对用作外力的电场具有快速响应。在实践中，我们通过将含氟手性LC基团引入聚乙炔的侧链来合成铁电LC共轭聚合物。通过差示扫描量热法和偏振光学显微镜检查了这些聚合物的相变行为。用X射线衍射测量评估了中间相以及更高阶的结构。合成的聚合物在加热和冷却过程中显示出手性向列相（N *），扭曲晶界近晶A（TGBA *）和手性近晶（SmC *）相。通过观察SmC *相，我们可以预期该聚合物应表现出铁电性。
• Chiral 1,2-difluorobenzene derivatives
  申请人：Merck Patent Gesellschaft Mit Beschrankter Haftung

  公开号：US05232624A1

  公开（公告）日：1993-08-03

  Chiral 1,2-difluorobenzene derivatives are suitable as components of chiral tilted smectic liquid-crystalline phases.

  手性1,2-二氟苯衍生物适用于手性倾斜相液晶相的组分。
• Synthesis of Polythiophene Derivatives Bearing Ferroelectric Liquid Crystalline Substituents
  作者：Hiromasa Goto、Xiaoman Dai、Harunori Narihiro、Kazuo Akagi

  DOI：10.1021/ma0354492

  日期：2004.4.1

  A chiral liquid crystalline (LC) substituent with a fluorine-containing asymmetric moiety was introduced into the 3-position of a thiophene ring. Polymerizations of 2,5-dibrominated thiophene derivatives were carried out through dehalogenative polycondensations. Polythiophene derivatives thus prepared were fusible and soluble in ordinary organic solvents. An absorption band was observed in the range

  将具有含氟不对称部分的手性液晶（LC）取代基引入噻吩环的3位。通过脱卤代缩聚反应进行2，5-二溴代噻吩衍生物的聚合。这样制得的聚噻吩衍生物是易熔的，可溶于普通的有机溶剂。在400-415 nm范围内观察到吸收带。通过差示扫描量热法，偏振光学显微镜法和X射线衍射分析检查了聚合物和单体的相变行为。聚合物在加热和冷却过程中表现出几种近晶相。另外，当用偏振光学显微镜观察时，其中一种聚合物显示出条纹状的扇形纹理。这归因于手性近晶C（SmC *）相的形成，这是铁电的必要性质。通过检查聚合物的介电常数对温度的依赖性来确认铁电行为。
• Liquid crystal materials, mixtures and devices
  申请人：The Secretary of State for Defence in Her Britannic Majesty's Government

  公开号：US05861109A1

  公开（公告）日：1999-01-19

  Liquid crystal compounds of formula I may be used by themselves or they may be mixed with other liquid crystal compounds to give useful liquid crystal mixtures which may then be used in liquid crystal devices. The materials exhibit smectic mesophases and may therefore be used in ferroelectric, ferrielectric, antiferroelectric, themochromic and electroclinic devices. They may also be used as long pitch materials.

  公式I的液晶化合物可以单独使用，也可以与其他液晶化合物混合，形成有用的液晶混合物，然后可以用于液晶器件。这些材料展示出薄层介晶相，因此可以用于铁电、铁电、反铁电、热致变色和电致变晶器件。它们也可以用作长周期材料。
• Regio- and stereoselective fluorinative ring-opening reaction of epoxyalcohols by (i-PrO)2TiF2-Et4NF-nHF. Synthesis of optically active 3-fluoro-1,2-diols
  作者：Shoji Hara、Takuro Hoshio、Mikio Kameoka、Masataka Sawaguchi、Tsuyoshi Fukuhara、Norihiko Yoneda

  DOI：10.1016/s0040-4020(99)00180-5

  日期：1999.4

  regioselective ring opening reaction of epoxyalcohols was achieved by (i-PrO)2TiF2 and Et4NF-nHF under mild conditions. Fluoride attacked the epoxide at the C3 carbon with the inversion of the stereochemistry to give 3-fluoro-1,2-diols selectively. When optically active epoxyalcohols were used as the starting material, the corresponding 3-fluoro-1,2-diols were obtained with high optical purity.

  （i-PrO）2 TiF 2和Et 4 NF-nHF在温和条件下实现了环氧醇的立体和区域选择性开环反应。氟化物通过立体化学的转化攻击了C3碳上的环氧化物，从而选择性地生成3-氟-1,2-二醇。当使用光学活性环氧醇作为起始原料时，获得具有高光学纯度的相应的3-氟-1,2-二醇。