4-正丁氧基三氟硼酸钾 | 850623-61-9

• 物质功能分类: 化学试剂 - 有机试剂 - 三/四氟硼酸盐
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-正丁氧基三氟硼酸钾
• 中文别名: (4-N-丁氧基苯基)三氟酸钾
• 英文名称: potassium (4-butoxyphenyl)trifluoroborate
• 英文别名: potassium;(4-butoxyphenyl)-trifluoroboranuide
• CAS: 850623-61-9
• 化学式: C₁₀H₁₃BF₃O*K
• 分子量: 256.117
• InChiKey: UEVIEKRZQJRPGE-UHFFFAOYSA-N

物化性质

• 熔点：
  >300

计算性质

• 辛醇/水分配系数(LogP)：
  -0.08
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Potassium (4-n-butoxyphenyl)trifluorate
Product Name:
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

---

Section 3. Composition/information on ingredients.
Potassium (4-n-butoxyphenyl)trifluorate
Ingredient name:
CAS number: 850623-61-9

---

Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

---

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.

---

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.

---

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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H13BF3KO
Molecular weight: 256.1

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-正丁氧基三氟硼酸钾 在 lithium hydroxide monohydrate 、 silver trifluoromethanesulfonate 、 Selectfluor 作用下， 以 乙酸乙酯 为溶剂， 以75%的产率得到4-fluorobenzyl-n-butylether
  参考文献：
  名称：

  Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor®

  摘要：

  A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor (R) and LiOH center dot H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.10.055
• 作为产物：
  描述：

  potassium hydrogen difluoride 、 4-丁氧基苯硼酸 在 水 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 4-正丁氧基三氟硼酸钾
  参考文献：
  名称：

  苯并二硫鎓四氟硼酸盐对有机硼芳香族化合物的简便和直接甲酰化

  摘要：

  有机硼化合物可用于在不存在过渡金属的情况下实现直接甲酰化。我们报告说，硼衍生物与苯并二硫鎓四氟硼酸盐（一种市售的碳鎓离子化合物）之间的直接反应是可能的，并且可以在不使用过渡金属的情况下获得许多有趣的化合物。碳正离子与硼衍生物的直接反应导致形成取代的芳基碳正离子，其中许多可进一步用于材料化学或直接转化为其他化合物。除了苯二硫醇中间体丰富的变色龙化学性质外，这些物种还可以进行金属化反应和随后用各种亲电试剂处理以获得各种官能团（醛、

  DOI：

  10.1002/ejoc.201300529

文献信息

• Synthesis of Aryl Fluorides from Potassium Aryltrifluoroborates and Selectfluor® Mediated by Iron(III) Chloride
  作者：Srinivas Dubbaka、Satyanarayana Gadde、Venkateswara Narreddula

  DOI：10.1055/s-0034-1379942

  日期：——

  synthesis of fluorinated arenes by the iron-mediated fluo­rination of potassium aryltrifluoroborates with Selectfluor® and potassium fluoride is described. The fluorination reaction uses commercially available reagents and without requiring the addition of exogenous ligands. Fluorinated compounds were obtained in moderate to good yields under mild reaction conditions. The synthesis of fluorinated arenes

  献给保罗Knochel教授在他的59之际个生日 抽象 由钾aryltrifluoroborates用的Selectfluor的铁介导的氟化氟化芳烃的合成®和氟化钾进行说明。氟化反应使用可商购的试剂，而无需添加外源配体。在温和的反应条件下，以中等至良好的产率获得了氟化化合物。 由钾aryltrifluoroborates用的Selectfluor的铁介导的氟化氟化芳烃的合成®和氟化钾进行说明。氟化反应使用可商购的试剂，而无需添加外源配体。在温和的反应条件下，以中等至良好的产率获得了氟化化合物。
• Copper-Mediated Oxidative Trifluoromethylthiolation of Potassium Aryltrifluoroborates with Elemental Sulfur and Ruppert–Prakash Reagent
  作者：Srinivas Dubbaka、Azmi Atthunuri、Koraboina Prakash、Prabhu Rangabashyam、Satyanarayana Gadde、Rajesh Kothandaraman

  DOI：10.1055/s-0035-1561565

  日期：——

  procedure for the copper-mediated oxidative trifluoromethylthiolation of potassium aryl- and heteroaryltrifluoroborates with Ruppert–Prakash reagent and elemental sulfur is presented. Aryl trifluoromethyl thioethers can be prepared in good to moderate yield under mild reaction conditions. A facile procedure for the copper-mediated oxidative trifluoromethylthiolation of potassium aryl- and heteroaryltrifluoroborates

  §这些作者同等贡献这项工作。 抽象的 提出了使用Ruppert-Prakash试剂和元素硫对铜介导的芳基和杂芳基三氟硼酸钾的氧化三氟甲基硫醇化的简便方法。芳基三氟甲基硫醚可以在温和的反应条件下以良好至中等的产率制备。 提出了使用Ruppert-Prakash试剂和元素硫对铜介导的芳基和杂芳基三氟硼酸钾的氧化三氟甲基硫醇化的简便方法。芳基三氟甲基硫醚可以在温和的反应条件下以良好至中等的产率制备。
• Selective functionalization of hindered meta-C–H bond of o-alkylaryl ketones promoted by automation and deep learning
  作者：Jia Qiu、Jiancong Xie、Shimin Su、Yadong Gao、Han Meng、Yuedong Yang、Kuangbiao Liao

  DOI：10.1016/j.chempr.2022.08.015

  日期：2022.12

  sterically hindered aromatic meta-C–H bond is unprecedented and remains to be a major challenge. Promoted by automation-based high-throughput experimentation (HTE) and deep learning (DL), a novel strategy to functionalize the hindered meta-C–H bond is disclosed. With carbon dioxide as a traceless director, a one-pot three-step protocol was developed to achieve selective arylation of o-alkylaryl ketones at

  空间位阻芳族间位-C-H键的选择性功能化是前所未有的，并且仍然是一个主要挑战。在基于自动化的高通量实验 (HTE) 和深度学习 (DL) 的推动下，公开了一种功能化受阻间位-C -H 键的新策略。以二氧化碳为无痕导向器，开发了一种一锅三步方案，以实现邻烷基芳基酮在受阻位点的选择性芳基化位置。这种新策略涉及光诱导的 C-H 羧化、羧基导向的 Pd 催化的 C-H 官能化和微波辅助脱羧。使用 HTE 和 DL，探索了广泛的底物范围（1,032 个反应），并建立了基于 DL 的反应产率预测模型 (CMPRY)。使用未见的邻烷基芳基酮和/或芳基三氟硼酸钾的两个独立测试来评估该模型。该模型在预测看不见的反应方面表现出色；产率的平均绝对误差仅为 6.6% 和 8.4%，表明其在合成应用中的潜力。