3-溴-4-氟联苯 | 306935-88-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-溴-4-氟联苯
• 英文名称: 2-bromo-1-fluoro-4-phenylbenzene
• 英文别名: 3-bromo-4-fluoro-1,1'-biphenyl；4-fluoro-3-bromo-1,1'-biphenyl；3-Bromo-4-Fluorobiphenyl
• CAS: 306935-88-6
• 化学式: C₁₂H₈BrF
• 分子量: 251.098
• InChiKey: COWXPZSVUXHAFS-UHFFFAOYSA-N

物化性质

• 沸点：
  294.8±20.0 °C(Predicted)
• 密度：
  1.433±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  避氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  9
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 危险品运输编号：
  UN3151
• 海关编码：
  2903999090
• 包装等级：
  II
• 危险性防范说明：
  P302+P352,P337+P313,P304+P340,P312,P280,P332+P313
• 危险性描述：
  H315,H319,H335

SDS

Name:	3-Bromo-4-fluoro-1 1 -biphenyl 97% Material Safety Data Sheet
Synonym:	3-Bromo-4-fluorobipheny
CAS:	306935-88-6

Section 1 - Chemical Product MSDS Name:3-Bromo-4-fluoro-1 1 -biphenyl 97% Material Safety Data Sheet
Synonym:3-Bromo-4-fluorobipheny

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
306935-88-6	3-Bromo-4-fluoro-1,1'-biphenyl	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 306935-88-6: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: colorless - pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H8BrF
Molecular Weight: 251

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents, bases, reducing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide, acrid smoke and fumes, bromine, fluorine, hydrogen fluoride gas.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 306935-88-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
3-Bromo-4-fluoro-1,1'-biphenyl - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 306935-88-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 306935-88-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 306935-88-6 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-溴-4-氟联苯 在 18-冠醚-6 、 potassium hydroxide 作用下， 以 neat (no solvent) 为溶剂， 反应 3.0h， 以33%的产率得到3-溴-4-羟基二苯基
  参考文献：
  名称：

  使用机械化学对芳基和杂芳基氟化物进行一步羟基化

  摘要：

  简单地使用 KOH 可以在机械化学条件下实现芳族和杂芳族底物的直接 F 到 OH 交换。该反应在没有溶剂的情况下以氢氧化钾作为OH源进行。因此，这种方法比之前描述的这种转化方法更原子经济和环境友好。

  DOI：

  10.1039/d1gc04361g
• 作为产物：
  描述：

  2-溴-1-氟-4-碘苯 、 苯硼酸 在 palladium diacetate 、 sodium carbonate 、 三苯基膦 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 42.5h， 以97%的产率得到3-溴-4-氟联苯
  参考文献：
  名称：

  [EN] MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES
  [FR] MATÉRIAUX POUR DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES

  摘要：

  本发明涉及式（1）的化合物，适用于电子器件，特别是有机电致发光器件，并且涉及包含这些化合物的电子器件。

  公开号：

  WO2021058406A1

文献信息

• [EN] METHOD FOR PRODUCING PYRIDAZINONE COMPOUNDS AND INTERMEDIATE THEREOF<br/>[FR] PROCÉDÉ DE PRODUCTION DE COMPOSÉS DE PYRIDAZINONE ET D'UN INTERMÉDIAIRE DE CEUX-CI
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2012033225A1

  公开（公告）日：2012-03-15

  The present invention relates to a novel method for producing a pyridazinone compound and an intermediate thereof as shown in the following scheme: wherein the symbols are as defined in the specification.

  本发明涉及一种用于生产吡啶并酮化合物及其中间体的新方法，如下图所示：其中符号如规范中定义的那样。
• 含二氟甲基的化合物及其制备方法
  申请人：中国科学院上海有机化学研究所

  公开号：CN105085129B

  公开（公告）日：2017-08-29

  本发明公开了含二氟甲基的化合物及其制备方法。本发明提供了一种含二氟甲基的化合物RCF2H的制备方法，包括以下步骤：惰性气体保护下，在有机溶剂中，钯催化剂、配体和碱存在的条件下，将化合物RX与三甲基二氟甲基硅进行偶联反应，得到含二氟甲基的化合物RCF2H。本发明的二氟甲基化反应可以实现和芳基碘、芳基溴以及天然产物(例如雌酮或维生素E)等多种芳基卤代物实现二氟甲基化，该类反应条件温和，原料廉价易得、反应转化率高、基团兼容性好，具有很好的市场应用前景。RX+TMSCF2H→RCF2H。
• 芳香胺化合物及其应用
  申请人：上海钥熠电子科技有限公司

  公开号：CN111689889B

  公开（公告）日：2023-04-14

  本发明公开了芳香胺化合物及其应用，属于有机电致发光技术领域。该芳香胺化合物具有下式所示的通式结构：X选自O、S或‑NR‑，且R1、R2、R3、R4和R分别独立地选自氢、氘、取代或未取代的环形成碳数为6‑30的芳基、取代或未取代的环形成原子数为5‑30的杂芳基、取代或未取代的碳数为1‑30的烷基、取代或未取代的碳数为1‑30的氟烷基、取代或未取代的环形成碳数为3‑30的环烷基、取代或未取代的碳数为7‑30的芳烷基，其作为有机电致发光器件内空穴传输材料。本发明的芳香胺化合物由于萘并杂环结构的加入，能够有效提升OLED器件的空穴传输能力，从而提高器件的光效率和使用寿命。
• Pd-Catalyzed Synthesis of ArSCF3 Compounds under Mild Conditions
  作者：Georgiy Teverovskiy、David S. Surry、Stephen L. Buchwald

  DOI：10.1002/anie.201102543

  日期：2011.8.1

  Good to excellent yields of aryl trifluoromethyl sulfides, which are an important class of compounds in both the pharmaceutical and agrochemical areas, can be achieved under mild conditions by the Pd‐catalyzed reaction of aryl bromides with a trifluoromethylthiolate nucleophile (see scheme).

  通过芳基溴化物与三氟甲基硫醇盐亲核试剂的 Pd 催化反应，芳基三氟甲基硫化物是制药和农用化学品领域的一类重要化合物，可在温和条件下获得良好至极好的收率（参见方案）。
• Room-Temperature Cu-Catalyzed Amination of Aryl Bromides Enabled by DFT-Guided Ligand Design
  作者：Seoung-Tae Kim、Michael J. Strauss、Albert Cabré、Stephen L. Buchwald

  DOI：10.1021/jacs.3c00500

  日期：2023.3.29

  that promote the Cu-catalyzed amination of aryl bromides under mild conditions. Guided by DFT calculations, these ligands were designed to (1) increase the electron density on Cu, thereby increasing the rate of oxidative addition of aryl bromides, and (2) stabilize the active anionic CuI complex via a π-interaction. Under optimized conditions, structurally diverse aryl and heteroaryl bromides and a

  由于 Cu 的反应活性不同且成本较低，乌尔曼型 C-N 偶联反应是成熟的 Pd 催化方法的重要替代方案。虽然阴离子 Cu 配体的设计，特别是 Ma 的设计，使得各种类型的芳基卤化物和烷基胺的偶联成为可能，但大多数方法所需的条件会限制其在复杂底物上的应用。在此，我们公开了阴离子N 1 , N 2 -二芳基苯-1,2-二胺配体的开发，其促进温和条件下芳基溴化物的铜催化胺化。在 DFT 计算的指导下，这些配体被设计为 (1) 增加 Cu 上的电子密度，从而提高芳基溴化物的氧化加成速率，以及 (2) 通过 π 相互作用稳定活性阴离子Cu I络合物。在优化条件下，结构多样的芳基和杂芳基溴化物和各种烷基胺亲核试剂（包括带有多个官能团的药物）在室温下有效偶联。计算和实验相结合的研究支持了 C-N 键形成的机制，该机制遵循类似于充分探索的 Pd 催化变体的催化循环。配体结构的修饰使其包含萘基残基，导致氧化