4-氟-1,2-二氢萘 | 65819-08-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4-氟-1,2-二氢萘
• 英文名称: 4-fluoro-1,2-dihydronaphthalene
• 英文别名: 4-Fluor-1,2-dihydronaphthalin；1-Fluor-3,4-dihydronaphthalin；Naphthalene, 4-fluoro-1,2-dihydro-
• CAS: 65819-08-1
• 化学式: C₁₀H₉F
• 分子量: 148.18
• InChiKey: AUWFQDHXYSYTIR-UHFFFAOYSA-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：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,2-二氢萘 生成 4-氟-1,2-二氢萘
  参考文献：
  名称：

  有机卤素分子化学。四十八。1,2-和1,4-二氢萘卤代氟化的立体化学

  摘要：

  1,2-二氢萘与 N-氯代琥珀酰亚胺或 N-溴代琥珀酰亚胺或 N-碘代琥珀酰亚胺-氟化氢-吡啶的混合物在乙醚中的卤代氟化反应具有 Markovnikov 型区域选择性。该反应是立体有择的，在反应条件下，反加合物异构化为合成产物。在碱性条件下卤化氢的消除仅发生在顺式加合物中，从而形成 1-氟-3,4-二氢萘。1,4-二氢萘的卤代氟化也发生立体定向反，在碱性条件下消除得到萘。

  DOI：

  10.1246/bcsj.52.925

文献信息

• Self‐Sustaining Fluorination of Active Methylene Compounds and High‐Yielding Fluorination of Highly Basic Aryl and Alkenyl Lithium Species with a Sterically Hindered <i>N</i> ‐Fluorosulfonamide Reagent
  作者：Yuhao Yang、Gerald B. Hammond、Teruo Umemoto

  DOI：10.1002/anie.202211688

  日期：2022.10.24

  By developing a sterically hindered fluorinating agent, N-fluoro-N-(tert-butyl)-tert-butanesulfonamide (NFBB), we discovered a conceptually novel base-catalyzed, self-sustaining fluorination of active methylene compounds and achieved an unprecedented high-yield fluorination of highly basic (hetero)aryl and alkenyl lithium species.

  通过开发空间位阻氟化剂N-氟-N- (叔丁基)-叔丁磺酰胺(NFBB)，我们发现了一种概念性新颖的碱催化、活性亚甲基化合物自持氟化反应，并实现了前所未有的高产率。产生高碱性（杂）芳基和烯基锂物种的氟化。
• POLYCYCLIC COMPOUND, LIQUID-CRYSTAL MATERIAL COMPOSED OF THE COMPOUND, AND LIQUID-CRYSTAL COMPOSITION AND LIQUID-CRYSTAL DEVICE CONTAINING THE MATERIAL
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0826659A1

  公开（公告）日：1998-03-04

  Disclosed is a polycyclic compound represented by the following formula (I):         R1-X1-[A1-X2]-[A2-X3]-R2     (I) wherein R1 is a (halogenated) alkyl group of 6 to 16 carbon atoms, X1 is -O- group or a single bond, A1 is a biphenylene group, a phenylene group or the like, A2 is 1-fluoro-3,4-dihydronaphthalene or the like, X2 and X3 are each -COO-, a single bond or the like, and R2 is an optically active group of 4 to 20 carbon atoms which has at least one asymmetric carbon atom. Also disclosed are a liquid crystal material consisting of the polycyclic compound, a liquid crystal composition comprising the liquid crystal material, and a liquid crystal element. This novel polycyclic compound is optically active and capable of being in a smectic phase in a wide temperature range including room temperature. The polycyclic compound can be used as a ferroelectric liquid crystal material or an antiferroelectric liquid crystal material. By the use of the liquid crystal material of the invention, a liquid crystal element having a quick response speed in a wide temperature range can be obtained.

  本发明公开了一种由下式 (I) 表示的多环化合物： R1-X1-[A1-X2]-[A2-X3]-R2 (I) 其中 R1 是 6 至 16 个碳原子的（卤代）烷基，X1 是-O-基团或单键，A1 是联苯基团、亚苯基或类似基团，A2 是 1-氟-3,4-二氢萘或类似基团，X2 和 X3 分别是-COO-、单键或类似基团，R2 是 4 至 20 个碳原子的光学活性基团，其中至少有一个不对称碳原子。此外，还公开了一种由该多环化合物组成的液晶材料、一种由该液晶材料组成的液晶组合物和一种液晶元件。这种新型多环化合物具有光学活性，能够在包括室温在内的较宽温度范围内处于熔融相。这种多环化合物可用作铁电液晶材料或反铁电液晶材料。通过使用本发明的液晶材料，可以获得在宽温度范围内具有快速响应速度的液晶元件。
• Preparation of Fluoroalkenes via the Shapiro Reaction: Direct Access to Fluorinated Peptidomimetics
  作者：Ming-Hsiu Yang、Siddharth S. Matikonda、Ryan A. Altman

  DOI：10.1021/ol401637n

  日期：2013.8.2

  Fluoroalkenes represent a useful class of peptidomimetics with distinct biophysical properties. Current preparations of this functional group commonly provide mixtures of E- or Z-fluoroalkene diastereomers, and/or mixtures of nonfluorinated products. To directly access fluoroalkenes in good stereoselectivity, a Shapiro fluorination reaction was developed. Fluoroalkene products were accessed in one- or two-step sequences from widely available ketones. This strategy should be useful for the preparation of fluorinated analogs of peptide-based therapeutics, many of which would be challenging to prepare by alternate strategies.
• Sket,B.; Zupan,M., Journal of the Chemical Society. Perkin transactions I, 1977, p. 2169 - 2172
  作者：Sket,B.、Zupan,M.

  DOI：——

  日期：——
• EP0826659A4
  申请人：——

  公开号：EP0826659A4

  公开（公告）日：1998-09-30