4-硝基-4'-(三氟甲基)-1,1'-联苯 | 80245-34-7

• 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: 4-硝基-4'-(三氟甲基)-1,1'-联苯
• 中文别名: 1-硝基-4-[4-(三氟甲基)苯基]苯
• 英文名称: 4-nitro-4'-(trifluoromethyl)biphenyl
• 英文别名: 4-nitro-4'-(trifluoromethyl)-1,1'-biphenyl；4-nitro-4′-(trifluoromethyl)-1,1′-biphenyl；1-(4-nitrophenyl)-4-(trifluoromethyl)benzene
• CAS: 80245-34-7
• 化学式: C₁₃H₈F₃NO₂
• 分子量: 267.207
• InChiKey: AELKRIGVTQBRQU-UHFFFAOYSA-N

物化性质

• 熔点：
  121-122 °C
• 沸点：
  331.7±37.0 °C(Predicted)
• 密度：
  1.335±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2904909090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 1-Nitro-4-[4-(trifluoromethyl)phenyl]benzene
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 1-Nitro-4-[4-(trifluoromethyl)phenyl]benzene
CAS number: 80245-34-7

---

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.

---

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.
Store in closed vessels.
Storage:

---

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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C13H8F3NO2
Molecular weight: 267.2

---

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

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
  硝基联苯	1-phenyl-4-nitrobenzene	92-93-3	C12H9NO2	199.209
  4-三氟甲基联苯	1-phenyl-4-(trifluoromethyl)benzene	398-36-7	C13H9F3	222.21

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  4-三氟甲基联苯-4-胺	4'-(trifluoromethyl)-[1,1'-biphenyl]-4-amine	57688-34-3	C13H10F3N	237.224
  4’-硝基联苯-4-羧酸	4'-nitro-biphenyl-4-carboxylic acid	92-89-7	C13H9NO4	243.219
  4-甲基-4-三氟甲基-联苯	4'-methyl-4-trifluoromethyl-biphenyl	97067-18-0	C14H11F3	236.237
  4-三氟甲基联苯	1-phenyl-4-(trifluoromethyl)benzene	398-36-7	C13H9F3	222.21
  1-氯-4-[4-(三氟甲基)苯基]苯	4-chloro-4'-(trifluoromethyl)-1,1'-biphenyl	146741-82-4	C13H8ClF3	256.655

反应信息

• 作为反应物：
  描述：

  4-硝基-4'-(三氟甲基)-1,1'-联苯 在 硫酸 作用下， 生成 4’-硝基联苯-4-羧酸
  参考文献：
  名称：

  三氟甲基二苯基衍生物的进一步研究

  摘要：

  DOI：

  10.1039/jr9540001071
• 作为产物：
  描述：

  4-硝基苯胺 在 四(三苯基膦)钯 、 亚硝酸特丁酯 、 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 、 甲苯 为溶剂， 反应 16.0h， 生成 4-硝基-4'-(三氟甲基)-1,1'-联苯
  参考文献：
  名称：

  由芳胺合成芳基三甲基锡烷：Sandmeyer型甲锡烷基化反应

  摘要：

  桑德迈尔型甲锡烷基化：Stille偶联是C中的最强大的偶联反应中的一个 C键的形成，而也有只限于方法来访问芳基锡烷化合物。描述了基于Sandmeyer型转化的温和锡烷基化工艺，该工艺使用芳族胺作为起始原料。DCE：1,2-二氯乙烷。

  DOI：

  10.1002/anie.201304579

文献信息

• The Rational Design and Synthesis of Water-Soluble Thiourea Ligands for Recoverable Pd-Catalyzed Aerobic Aqueous Suzuki–Miyaura Reactions at Room Temperature
  作者：Wei Chen、Xiao-Yan Lu、Bei-Hua Xu、Wei-guo Yu、Zi-niu Zhou、Ying Hu

  DOI：10.1055/s-0036-1589150

  日期：2018.4

  black precipitate reveal that Pd nanoparticles are formed during the reactions and are stabilized by the carboxylic-functionalized thiourea ligands. Eight precatalysts containing carboxylic-functionalized thiourea ligands are prepared and their activities and recyclability are evaluated in aerobic aqueous Suzuki–Miyaura reactions. A bulky monothiourea–Pd complex, functionalized with four carboxylic groups

  摘要 制备了八种含有羧基官能化硫脲配体的预催化剂，并在有氧的Suzuki-Miyaura水溶液反应中评估了它们的活性和可回收性。具有四个羧基官能团的庞大的单硫脲-Pd复合物在芳基溴化物与芳基硼酸的偶联反应中显示出最佳的活性和可回收性。该催化剂可以重复使用至少五次，而其催化活性没有任何显着降低。TEM分析和所观察到的黑色沉淀物的确证催化活性表明，Pd纳米颗粒在反应过程中形成，并被羧基官能化的硫脲配体稳定。 制备了八种含有羧基官能化硫脲配体的预催化剂，并在有氧的Suzuki-Miyaura水溶液反应中评估了它们的活性和可回收性。具有四个羧基官能团的庞大的单硫脲-Pd复合物在芳基溴化物与芳基硼酸的偶联反应中显示出最佳的活性和可回收性。该催化剂可以重复使用至少五次，而其催化活性没有任何显着降低。TEM分析和所观察到的黑色沉淀物的确证催化活性表明，Pd纳米颗粒在反应过程中形成，并被羧基官能化的硫脲配体稳定。
• Sterically hindered N-heterocyclic carbene/palladium(<scp>ii</scp>) catalyzed Suzuki–Miyaura coupling of nitrobenzenes
  作者：Kai Chen、Wei Chen、Xiaofei Yi、Wanzhi Chen、Miaochang Liu、Huayue Wu

  DOI：10.1039/c9cc04634h

  日期：——

  Palladium-catalyzed denitrative Suzuki coupling of nitroarenes using 2-aryl-5-(2,4,6-triisopropylphenyl)-2,3-imidazolylidene[1,5-a]pyridines as the ligands is described. The key to success is the use of the NHC ligands which show strong donating ability and suitable steric hindrance allowing the successful oxidative addition of Ar–NO2 bonds. Both aromatic and aliphatic boronic acids are tolerated,

  描述了使用2-芳基-5-（2,4,6-三异丙基苯基）-2,3-咪唑基亚甲基[1,5- a ]吡啶作为配体的钯催化硝基芳烃的反硝化Suzuki偶联。成功的关键是使用NHC配体，该配体显示出强大的供体能力和适当的空间位阻，可以成功地氧化添加Ar–NO 2键。芳族和脂族硼酸都可以被接受，并且以良好或优异的收率获得了各种联苯和烷基芳烃。
• Suzuki coupling catalyzed by a homoleptic Pd(I)–Pd(I) solvento complex
  作者：Xiaoyan Han、Zhiqiang Weng、T. S. Andy Hor

  DOI：10.1016/j.jorganchem.2007.09.029

  日期：2007.12

  catalytically active towards Suzuki cross-coupling reactions of aryl bromides or chlorides with various arylboronic acids under mild conditions giving good to excellent yields. Its performance is enhanced by the introduction of stoichiometric or limited phosphines. The effects of different ligands, metal oxidation states [Pd(II), Pd(I) Pd(0)], bases and solvents have been examined.

  在温和的条件下，Pd I –Pd I键合的复合物[Pd 2（CH 3 CN）6 ] [SbF 6 ] 2对芳基溴或氯化物与各种芳基硼酸的Suzuki交叉偶联反应具有催化活性，从而具有优异的收率。通过引入化学计量或受限的膦，可以提高其性能。研究了不同配体，金属氧化态[Pd（II），Pd（I）Pd（0）]，碱和溶剂的影响。
• Guanidine/Pd(OAc)₂-Catalyzed Room Temperature Suzuki Cross-Coupling Reaction in Aqueous Media under Aerobic Conditions
  作者：Shenghai Li、Yingjie Lin、Jungang Cao、Suobo Zhang

  DOI：10.1021/jo0626257

  日期：2007.5.1

  A highly efficient Pd(OAc)2/guanidine aqueous system for the room temperature Suzuki cross-coupling reaction has been developed. The new water-soluble and air-stable catalyst Pd(OAc)2·(1f)2 from Pd(OAc)2 and 1,1,3,3-tetramethyl-2-n-butylguanidine (1f) was synthesized and characterized by X-ray crystallography. In the presence of Pd(OAc)2·(1f)2, coupling of arylboronic acids with a wide range of aryl

  已开发出一种用于室温Suzuki交叉偶联反应的高效Pd（OAc）2 /胍水溶液体系。合成了由Pd（OAc）2和1,1,3,3-四甲基-2-正丁基胍（1f）制成的新型水溶性且空气稳定的催化剂Pd（OAc）2 ·（1f）2 X射线晶体学。在Pd（OAc）2 ·（1f）2存在下在水性溶剂中顺利进行了芳基硼酸与各种芳基卤化物的偶合，包括芳基碘化物，芳基溴化物，甚至是活化的芳基氯化物，以提供优良至优异的收率和高周转率（TONs）的交叉偶联产物）（1-碘-4-硝基苯与苯基硼酸反应的TONs高达850 000）。此外，这种温和的方案可以耐受广泛的官能团。
• Water-Promoted Suzuki Reaction in Room Temperature Ionic Liquids
  作者：Yuhong Zhang、Bingwei Xin、Leifang Liu、Yanguang Wang

  DOI：10.1055/s-2005-922756

  日期：——

  The Suzuki reaction was successfully performed by using Pd(OAc) d as the catalyst in a mixture of waler and ionic liquids in a short reaction time in air. Water was found to have a remarkable rate accelerating effect on the Suzuki reaction in ionic liquids. The Pd(OAc) 2 -[bmim][PF 6 ] can be reused seven times only with a small deactivation of reactivity.

  Suzuki反应是通过使用Pd(OAc) d 作为催化剂在waler和离子液体的混合物中在空气中的短反应时间内成功进行的。发现水对离子液体中的 Suzuki 反应具有显着的加速作用。Pd(OAc) 2 -[bmim][PF 6 ] 可以重复使用七次，反应性有少量失活。