2-(4-甲基-[1,1-联苯]-4-基)乙酸 | 6908-52-7

• 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: 2-(4-甲基-[1,1-联苯]-4-基)乙酸
• 英文名称: 2-(4'-methyl-[1,1'-biphenyl]-4-yl)acetic acid
• 英文别名: 4'-methyl-(1,1'-biphenylyl)-4-acetic acid；(4-tolyl)benzeneacetic acid；4'-methyl-4-biphenylacetic acid；4-(4-Tolyl)phenylessigsaeure；2-[4-(4-methylphenyl)phenyl]acetic acid
• CAS: 6908-52-7
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: FOMRVYYSLZMDLM-UHFFFAOYSA-N

物化性质

• 熔点：
  178-180 °C
• 沸点：
  398.9±21.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2916399090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: [4-(4-Methylphenyl)phenyl]acetic acid
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: [4-(4-Methylphenyl)phenyl]acetic acid
CAS number: 6908-52-7

---

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: C15H14O2
Molecular weight: 226.3

---

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

---

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：

  2-(4-甲基-[1,1-联苯]-4-基)乙酸 在 咪唑 、 碘苯二乙酸 、 Cu(AAOPD) 作用下， 以 乙腈 为溶剂， 反应 4.42h， 以90%的产率得到4-(4-甲基苯基)苯甲醛
  参考文献：
  名称：

  Co（AAOPD）和Cu（AAOPD）Schiff碱催化剂在氧化肟和羧酸衍生物中的作用研究

  摘要：

  肟和羧酸衍生物在医学，制药，农业工业中具有广泛的用途。因此，它们对这些领域具有重大影响。钴和镍基团的碱促进基团或（RC = N-）基团。检查了它们的肟和羧酸的氧化过程。该过程是绝对选择性的，在该过程中，肟以高收率转化为醛和酮衍生物，而在醛基上没有更多的氧化过程。在这种机理下，大量的各种肟转化为羰基。然而，获得的结果表明，由于具有较高的速度和收率，在存在碱助剂如Co（AAOPD）和Cu（AAOPD）的情况下，肟和羧酸的氧化过程。为了进一步评估反应进程和通过不同的方法鉴定产物，使用了以下方法：

  DOI：

  10.13005/ojc/280228
• 作为产物：
  描述：

  4'-((dimethylamino)methyl)-4-methyl-[1,1'-biphenyl] 在 (4,4'-二叔丁基-2,2'-联吡啶)双[(2-吡啶基)苯基]铱(III)六氟磷酸盐 、 sodium carbonate 、 caesium carbonate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 2-(4-甲基-[1,1-联苯]-4-基)乙酸
  参考文献：
  名称：

  四烷基铵盐的可见光驱动的无外部还原剂交叉电偶偶联

  摘要：

  两个亲电子试剂之间的交叉亲电子试剂偶联是在化学计量外部还原剂存在下生成 CC 键的有效且经济的方法。在此，我们报告了一种通过可见光光氧化还原催化实现第一个无外部还原剂的交叉亲电子偶联的新策略。各种带有伯、仲和叔 CN 键的四烷基铵盐与醛/酮和 CO2 进行选择性偶联。值得注意的是，原位生成的副产物三甲胺被有效地用作电子供体。此外，该协议表现出温和的反应条件、低催化剂负载、广泛的底物范围、良好的官能团耐受性和容易的可扩展性。机理研究表明，苄基自由基和阴离子可能是通过光催化产生的关键中间体，

  DOI：

  10.1021/jacs.8b08792

文献信息

• A highly efficient catalyst of a nitrogen-based ligand for the Suzuki coupling reaction at room temperature under air in neat water
  作者：Shiwen Liu、Meiyun Lv、Daoan Xiao、Xiaogang Li、Xiuling Zhou、Mengping Guo

  DOI：10.1039/c3ob42517g

  日期：——

  Glycine is used to prepare an air-stable and water-soluble catalyst for the Suzuki–Miyaura reaction. In the presence of 0.1% [PdCl₂(NH₂CH₂COOH)₂], excellent catalytic activity is observed at room temperature under air in neat water.

  甘氨酸被用来制备一种空气稳定且水溶性的催化剂，用于Suzuki–Miyaura反应。在0.1% [PdCl₂(NH₂CH₂COOH)₂]存在下，在纯净水中，在室温下观察到优异的催化活性。
• Green synthesis of biphenyl carboxylic acids via Suzuki–Miyaura cross-coupling catalyzed by a water-soluble fullerene-supported PdCl₂ nanocatalyst
  作者：Wanyun Liu、Xiuming Zhou、Ping Huo、Jingbo Li、Guangquan Mei

  DOI：10.1177/1747519819836505

  日期：2019.1

  A green synthesis of variously substituted biphenyl carboxylic acids was achieved through Suzuki–Miyaura cross-coupling of a bromobenzoic acid with an aryl boronic acid using a water-soluble fullerene-supported PdCl₂ nanocatalyst (C₆₀-TEGs/PdCl₂). Yields of more than 90% were obtained at room temperature in 4 h using 0.05 mol% catalyst and 2 equiv. K₂CO₃.

  通过C60-TEGs/PdCl2纳米催化剂（C60-TEGs/PdCl2）在室温下，使用0.05 mol%催化剂和2当量K2CO3，通过溴苯甲酸与芳基硼酸的Suzuki–Miyaura交叉偶联，实现了各种取代联苯甲酸的绿色合成。在4小时内获得了90%以上的产率。
• Functionalized Carbosilane Dendritic Species as Soluble Supports in Organic Synthesis
  作者：Neldes J. Hovestad、Allan Ford、Johann T. B. H. Jastrzebski、Gerard van Koten

  DOI：10.1021/jo991726k

  日期：2000.10.1

  the use of reactive organometallic reagents, has been developed for the use of carbosilane dendrimers as soluble supports in organic synthesis. Hydroxy-functionalized dendritic carbosilanes Si[CH2CH2CH2SiMe2(C6H4CH(R)OH)]4 (G0-OH, R = H or (S)-Me) and Si[CH2CH2CH2Si[CH2CH2CH2SiMe2(C6H4CH(R)OH)]3]4 (G1-OH, R = H or (S)-Me) were prepared and subsequently converted into the esters Si[CH2CH2CH2SiMe2(C6H4CH(R)OC(O)CH2Ph)]4

  已经开发出一种与使用反应性有机金属试剂兼容的新方法，以将碳硅烷树状大分子用作有机合成中的可溶性载体。羟基官能化的树枝状碳硅烷Si [CH2CH2CH2SiMe2（C6H4CH（R）OH）] 4（G0-OH，R = H或（S）-Me）和Si [CH2CH2CH2Si [CH2CH2CH2SiMe2（C6H4CH（R）OH）] 3] 4（制备G 1 -OH，R ＝ H或（S）-Me），然后将其转化成酯Si [CH 2 CH 2 CH 2 SiMe 2（C 6 H 4 CH（R）OC（O）CH 2 Ph）] 4（R ＝ H或（S）-Me）和Si [CH2CH2CH2Si [CH2CH2CH2SiMe2（C6H4CH（R）OC（O）CH2C6H4 R'）] 3] 4（R = H和R'= H或R =（S）-Me和R'= H或R = H和R '= Br）。例如，后一种化合物在铃木条件下被官能化。从树状
• Photostimulated Reactions of Phenylacetic Acid Dianions with Aryl Halides. Influence of the Metallic Cation on the Regiochemistry of Arylation
  作者：Godson C. Nwokogu、Jim-Wah Wong、Thomas D. Greenwood、James F. Wolfe

  DOI：10.1021/ol006177f

  日期：2000.8.1

  [reaction: see text]Phenylacetic acid dianions react via what appears to be an S(RN)1 process with aryl halides under photostimulation to afford aryl substitution products 5 and 6. When the counterion is K+, only 4-biphenylacetic acids 5 are obtained. Both alpha- and para-coupling occurs with Na+ to give a mixture of 5 and 6, while exclusive formation of diphenylacetic acids 6 is observed with the

  [反应：参见正文]在光刺激下，苯乙酸二价阴离子通过看起来像S（RN）1的过程与芳基卤化物反应，得到芳基取代产物5和6。当抗衡离子为K +时，仅获得4-联苯乙酸5。 。Na +发生α-偶联和对偶联，得到5和6的混合物，而二硫代盐1则观察到二苯基乙酸6的排他性形成。
• LYSOPHOSPHATIDIC ACID RECEPTOR ANTAGONISTS AND THEIR USE IN THE TREATMENT FIBROSIS
  申请人：Seiders Thomas Jon

  公开号：US20130253004A1

  公开（公告）日：2013-09-26

  Described herein are compounds that are antagonists of lysophosphatidic receptor(s). Also described are pharmaceutical compositions and medicaments that include the compounds described herein, as well as methods of using such antagonists, alone and in combination with other compounds, for treating LPA-dependent or LPA-mediated conditions or diseases.

  本文描述了一些能够拮抗溶血磷脂酸受体的化合物。同时还描述了包括上述化合物的药物组合物和药物，在治疗LPA依赖性或LPA介导的病症或疾病方面，使用这些拮抗剂的方法，以及单独或与其他化合物组合使用的方法。