2,3-二氟-4-(n-己氧基)苯硼酸 | 121219-20-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2,3-二氟-4-(n-己氧基)苯硼酸
• 英文名称: 2,3-fluoro-4-(n-hexyloxy)phenylboronic acid
• 英文别名: 4-hexyloxy-2,3-difluorophenylboronic acid；4-hexyloxy-2,3-difluorobenzeneboronic acid；2,3-Difluoro-4-n-hexoxyphenylboronic acid；2,3-Difluoro-4-(n-hexyloxy)phenylboronic acid；(2,3-difluoro-4-hexoxyphenyl)boronic acid
• CAS: 121219-20-3
• 化学式: C₁₂H₁₇BF₂O₃
• 分子量: 258.073
• InChiKey: RCHOIHOUIPPIJY-UHFFFAOYSA-N

物化性质

• 沸点：
  368.5±52.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2931900090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,3-Difluoro-4-(n-hexyloxy)phenylboronic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2,3-Difluoro-4-(n-hexyloxy)phenylboronic acid
CAS number: 121219-20-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C12H17BF2O3
Molecular weight: 258.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, hydrogen fluoride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,3-二氟-4-(n-己氧基)苯硼酸 在 2,2,6,6-四甲基哌啶 、 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 水 、 甲苯 为溶剂， 反应 49.08h， 生成 3-(2,3-difluoro-4-n-hexyloxyphenyl)-2-fluoro-6-(4-n-octyloxyphenyl)pyrazine
  参考文献：
  名称：

  三丁基锡烷基氟吡嗪的区域选择性合成和金属化。在一些新型氟化液晶二嗪的合成中的应用。第34章

  摘要：

  从氟吡嗪开始，描述了包括金属化和钯催化的交叉偶联反应的一般合成途径以接近棒状烷基芳基或二芳基吡嗪。其中，一些具有液晶性质。

  DOI：

  10.1016/s0040-4020(03)00849-4
• 作为产物：
  描述：

  2,3-二氟苯酚 在 盐酸 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 丙酮 为溶剂， 反应 51.5h， 生成 2,3-二氟-4-(n-己氧基)苯硼酸
  参考文献：
  名称：

  The synthesis and electro-optic properties of liquid crystalline 2-(2,3-difluorobiphenyl-4′-yl)-1,3-dioxanes

  摘要：

  制备了 56 种新型烷基和/或烷氧基二取代的 2-(2,3-二氟联苯-4´-基)-1,3-二氧六环 (DFBPD)。大多数烷基-烷氧基同系物展现出近晶 C 和向列相中間相。相反，多数二烷基化合物展现出近晶 C、近晶 A 和向列相。测定了两个由二氧六环体系构成的铁电混合物的双折射 (Δn)、介电各向异性 (Δε)、自发极化和响应时间。双折射结果与基于不同核心体系的 8 组混合物进行了比较。发现 DFBPD 的整体电光性质与最常用的 8 种铁电显示器材料相当。

  DOI：

  10.1039/a902351h

文献信息

• The effect of carborane, bicyclo[2.2.2]octane and benzene on mesogenic and dielectric properties of laterally fluorinated three-ring mesogens
  作者：Adam Januszko、Kristin L. Glab、Piotr Kaszynski、Kaushik Patel、Robert A. Lewis、Georg H. Mehl、Michael D. Wand

  DOI：10.1039/b600068a

  日期：——

  Six series of structurally similar compounds containing 12- and 10-vertex p-carborane (A and B), bicyclo[2.2.2]octane (C), and benzene (D) were prepared and their mesogenic and dielectric properties investigated. Comparative analysis showed that all carborane derivatives form significantly less stable mesophases than their carbocyclic analogs, however they exhibit a relatively high shielding ability for lateral fluorination. Depression of the clearing temperature upon fluorination of series 1, 3, and 5 is approximately constant for each series A–D and correlates with the diameter of the ring (the slope = 14.8 °C Å−1 and R2 = 0.997). Compounds in series 2 (X = F) were used as low concentration additives to a nematic host, 6-CHBT. Dielectric parameters were extrapolated to pure additives and analyzed using the Maier–Meier equation. The Kirkwood factors g and apparent order parameters Sapp that are required to reproduce the extrapolated dielectric values follow the trend in the size of ring . The smallest g (0.47) and the largest Sapp (6.3) are obtained for carborane 2A, and the largest g (0.69) and the smallest Sapp (0.7) are obtained for the terphenyl derivative 2D. The increase of Sapp in the series D→A corresponds to the increasing disorder of the nematic solution with increasing size of ring .

  合成了六系列结构相似的化合物，包含有12和10顶点p-碳硼烷（A和B）、双环[2.2.2]辛烷（C）以及苯（D），并研究了它们的液晶性和介电性质。比较分析表明，所有碳硼烷衍生物的液晶相稳定性都明显低于其碳环类似物，但它们展示出较高的侧向氟化屏蔽能力。系列1、3和5的熔点降低值在氟化后大致恒定，对于A至D系列的每个系列，且与环的直径相关（斜率 = 14.8 °C Å−1，R² = 0.997）。系列2中的化合物（X = F）被用作向列相主体6-CHBT中的低浓度添加剂。介电参数被外推到纯添加剂并使用Maier–Meier方程进行分析。复现外推介电值所需的Kirkwood因子g和表观有序参数Sapp遵循环大小的趋势。最小的g（0.47）和最大的Sapp（6.3）获得于碳硼烷2A，最大的g（0.69）和最小的Sapp（0.7）则获得于三联苯衍生物2D。在系列D→A中Sapp的增加对应于随着环尺寸增加而增加的向列相溶液的无序。
• FIVE-RING COMPOUND, LIQUID CRYSTAL COMPOSITION AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：KOBAYASHI Masahide

  公开号：US20110240919A1

  公开（公告）日：2011-10-06

  The subject is to provide a liquid crystal that has a high stability to heat, light and so forth, a wide temperature range of a nematic phase, a small viscosity, a large optical anisotropy and a suitable elastic constant K 33 , and further has a large negative dielectric anisotropy and an excellent compatibility with any other liquid crystal compound. The invention provides the compound (1): wherein, for example, R 1 and R 2 are hydrogen, alkyl having 1 to 10 carbons, alkenyl having 2 to 10 carbons, alkoxy having 1 to 9 carbons, alkoxyalkyl having 2 to 9 carbons or alkenyloxy having 2 to 9 carbons; when one of the ring A 1 , the ring A 2 and the ring A 3 is 1,4-phenylene or 2,3-difluoro-1,4-phenylene, the other two are 1,4-cyclohexylene or 1,4-cyclohexenylene; and Z 1 is a single bond, —(CH 2 ) 2 —, —CH 2 O—, —OCH 2 —, —COO— or —OCO—.

  该专利的目的是提供一种液晶，具有高热稳定性、光稳定性、宽的向列相温度范围、低粘度、大光学畸变和适当的弹性常数K33，而且具有大的负介电畸变和与任何其他液晶化合物的优异相容性。该发明提供了化合物（1）：其中，例如，R1和R2是氢、具有1至10个碳的烷基、具有2至10个碳的烯基、具有1至9个碳的烷氧基、具有2至9个碳的烷氧基烷基或具有2至9个碳的烯氧基；当环A1、环A2和环A3中的一个是1,4-苯撑基或2,3-二氟-1,4-苯撑基时，另外两个是1,4-环己撑基或1,4-环己烯撑基；而且Z1是单键、—(CH2)2—、—CH2O—、—OCH2—、—COO—或—OCO—。
• 一种负性液晶化合物及其制备方法和应用
  申请人：北京八亿时空液晶科技股份有限公司

  公开号：CN114105940A

  公开（公告）日：2022-03-01

  本发明属于液晶材料技术领域，具体涉及一种负性液晶化合物及其制备方法和应用。所述液晶化合物具有如通式(I)所示的结构，其在保持大的光学各向异性△n，良好的旋转粘度γ1，适当的负介电各向异性△ε和液晶互溶性的同时，具有更高的清亮点Cp，提高了液晶组合物的工作温度；此外，还具有良好的热稳定性、化学稳定性、光学稳定性及力学等方面的性能；从而有效降低驱动电压，提高液晶显示装置的响应速度。
• Glendenning, Margaret E.; Goodby, John W.; Hird, Michael, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1999, # 3, p. 481 - 491
  作者：Glendenning, Margaret E.、Goodby, John W.、Hird, Michael、Toyne, Kenneth J.

  DOI：——

  日期：——
• JP5672043
  申请人：——

  公开号：——

  公开（公告）日：——