3-羟基-[1,1-联苯]-4-羧酸 | 4482-27-3

• 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-羟基-[1,1-联苯]-4-羧酸
• 英文名称: 4-phenylsalicylic acid
• 英文别名: 3-hydroxy-[1,1'-biphenyl]-4-carboxylic acid；2-Hydroxy-4-phenylbenzoic acid
• CAS: 4482-27-3
• 化学式: C₁₃H₁₀O₃
• 分子量: 214.221
• InChiKey: IDXMMAOAJXZWSS-UHFFFAOYSA-N

物化性质

• 熔点：
  207-208 °C
• 沸点：
  414.1±45.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（微溶）、甲醇（微溶，超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922299090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-Hydroxy-4-phenylbenzoic acid
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Hydroxy-4-phenylbenzoic acid
CAS number: 4482-27-3

---

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: C13H10O3
Molecular weight: 214.2

---

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：

  3-羟基-[1,1-联苯]-4-羧酸 在 喹啉 、 copper oxide-chromium oxide 作用下， 生成 间羟基联苯
  参考文献：
  名称：

  27.对羟基亚甲基苯乙酮烷基醚的一些观察

  摘要：

  DOI：

  10.1039/jr9390000120
• 作为产物：
  描述：

  3-甲氧基-[1,1-联苯]-4-羧酸甲酯 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以56%的产率得到3-羟基-[1,1-联苯]-4-羧酸
  参考文献：
  名称：

  一系列色酮作为低分子量蛋白酪氨酸磷酸酶抑制剂的合成，活性和分子建模

  摘要：

  蛋白质酪氨酸磷酸酶（PTP）是真核信号转导中的关键要素。几份报告表明，LMW-PTP系列具有致癌性。此外，LMW-PTP被公认为是胰岛素介导的有丝分裂和代谢信号转导的负调节剂。因此，抑制LMW-PTP可以被认为是设计用于治疗II型糖尿病和新的抗肿瘤药物的新治疗剂的有吸引力的方法。迄今为止，已经鉴定出很少（和弱）的LMW-PTP抑制剂。根据报道的一些类黄酮对磷酸酶的弱活性，我们发现了一种铅，该铅起源于一类新型的高活性LMW-PTP抑制剂。这些化合物也抑制PTP-1B，并在细胞分析中具有活性。

  DOI：

  10.1016/j.bmc.2009.02.060

文献信息

• Tailored design of palladium species grafted on an amino functionalized organozinc coordination polymer as a highly pertinent heterogeneous catalyst
  作者：H. Choudhary、S. Nishimura、K. Ebitani

  DOI：10.1039/c4ta03889d

  日期：——

  The design of a highly active and stable heterogeneous palladium catalyst is gaining a lot of attention because of its increasing importance in the organic syntheses of commodity chemicals. Herein, we report the tailored synthesis of palladium species grafted on a highly stable amino functionalized organozinc coordination polymer (denoted as Pd/AZC) and its extraordinary catalytic performances in the

  高活性和稳定的多相钯催化剂的设计由于在商品化学品的有机合成中的重要性日益提高而受到了广泛的关注。在本文中，我们报道了在高度稳定的氨基官能化有机锌配位聚合物（表示为Pd / AZC）上接枝的钯物种的定制合成及其在Suzuki-Miyaura偶联（SMC）反应中的非凡催化性能。在溴苯SMC反应的最报道的钯催化剂中，它在空气中的最高周转数为2 106 720（> 99％）。制备的Pd / AZC复合材料也成功地用于催化Mizoroki-Heck偶联，硝基加氢和–CC –功能组。由于开发的AZC载体具有至少573 K的热稳定性，因此它具有接枝各种金属物种的潜力，可作为各种金属催化反应的催化活性中心。
• Diflunisal Derivatives as Modulators of ACMS Decarboxylase Targeting the Tryptophan–Kynurenine Pathway
  作者：Yu Yang、Timothy Borel、Francisco de Azambuja、David Johnson、Jacob P. Sorrentino、Chinedum Udokwu、Ian Davis、Aimin Liu、Ryan A. Altman

  DOI：10.1021/acs.jmedchem.0c01762

  日期：2021.1.14

  quinolinic acid, the precursor for de novo biosynthesis of nicotinamide adenine dinucleotide (NAD+). In a competing reaction, ACMS is decarboxylated by ACMS decarboxylase (ACMSD) for further metabolism and energy production. Therefore, the inhibition of ACMSD increases NAD+ levels. In this study, an Food and Drug Administration (FDA)-approved drug, diflunisal, was found to competitively inhibit ACMSD.

  在色氨酸降解的犬尿氨酸途径中，一种不稳定的代谢中间体 α-氨基-β-羧基粘康酸-ε-半醛 (ACMS) 可以非酶环化形成喹啉酸，这是从头生物合成烟酰胺腺嘌呤二核苷酸 (NAD + )的前体. 在竞争反应中，ACMS 被 ACMS 脱羧酶 (ACMSD) 脱羧，以进一步代谢和产生能量。因此，抑制 ACMSD 会增加 NAD +水平。在这项研究中，发现食品和药物管理局 (FDA) 批准的药物二氟尼柳可竞争性抑制 ACMSD。ACMSD 与二氟尼柳的复杂结构揭示了一种以前未知的配体结合模式，并且与抑制测定的结果以及构效关系 (SAR) 研究一致。此外，两种合成的二氟尼柳衍生物的半数最大抑制浓度 (IC 50 ) 值分别比二氟尼柳高 1 个数量级，分别为 1.32 ± 0.07 μM ( 22 ) 和 3.10 ± 0.11 μM ( 20 )。结果表明二氟尼柳衍生物具有调节 NAD +水平。这里
• 一种苯并1,3-二噁英-4酮类缩醛化合物的制备方法
  申请人：中山大学

  公开号：CN108383827A

  公开（公告）日：2018-08-10

  本发明公开了一种苯并1,3‑二噁英‑4酮类缩醛化合物的制备方法，包括：以水杨酸或苯环上取代后的水杨酸，与取代后的3‑炔基‑2‑丁酮作为反应底物，使用仲胺类化合物作为催化剂，在溶剂环境中，经由催化双Michael加成的串联反应途径，一锅法得到消旋的苯并1,3‑二噁英‑4酮类缩醛化合物。本发明的方法底物范围广，操作简单且条件温和，产物易于分离，反应相对迅速，高收率，无需金属催化，从而避免了产物中的金属残留，过程绿色友好等优点。同时该反应对所使用的底物以及催化剂均无特殊要求，均为可以廉价购买或者简易合成得到，从而能使该分子的化合物库得到极大的拓宽，实现了目标化合物的高效绿色合成。
• METHOD OF PRODUCING AROMATIC AMINO COMPOUNDS
  申请人：Yokoyama Norimasa

  公开号：US20110257404A1

  公开（公告）日：2011-10-20

  [Problem] To provide a method of producing an aromatic amino compound by using a primary or secondary amine compound and a halogenated aromatic compound as starting materials, and relying upon the Ullmann reaction, the method being capable of obtaining the highly pure aromatic amino compound in high yields and inexpensively. [Means for Solution] A method of producing an aromatic amino compound by using a primary or secondary amine compound having an aromatic ring group and a halogenated aromatic compound as starting materials, reacting the amine compound with the halogenated aromatic compound in the presence of a copper catalyst and a base so as to produce the aromatic amino compound having a structure in which an aromatic ring group derived from the halogenated aromatic compound is coupled to the amino group of the amine compound, wherein the amine compound and the halogenated aromatic compound are reacted together under a condition where an aromatic oxycarboxylic acid having a hydroxyl group and a hydroxycarbonyl group that are bonded to neighboring carbon atoms, is made present together with the copper catalyst and the base.

  提供一种通过使用一种主要或次要胺化合物和一种卤代芳香化合物作为起始原料，依靠乌尔曼反应来生产芳香氨基化合物的方法，该方法能够以高产率和低成本获得高纯度的芳香氨基化合物。 通过使用具有芳香环基团的主要或次要胺化合物和一种卤代芳香化合物作为起始原料，在铜催化剂和碱的存在下将胺化合物与卤代芳香化合物反应，从而产生具有芳香环基团从卤代芳香化合物衍生的结构的芳香氨基化合物，其中胺化合物和卤代芳香化合物在存在具有羟基和羟基羰基团结合到相邻碳原子的芳香氧羧酸的条件下与铜催化剂和碱一起反应。
• Selectivity in the photo-Fenton and photocatalytic hydroxylation of biphenyl-4-carboxylic acid and derivatives (viz. 4-phenylsalicylic acid and 5-phenylsalicylic acid)
  作者：Timothy Hathway、Deborah Lipman Chernyshov、William S. Jenks

  DOI：10.1002/poc.1839

  日期：2011.12

  The selectivity of hydroxylation of the distal rings of 4‐phenylbenzoic acid, 4‐phenylsalicylic acid, and 5‐phenylsalicylic acid were determined using partial TiO2‐mediated photocatalytic degradation and photo‐Fenton conditions. This separation of the binding site from the phenyl group being hydroxylated allows a less‐biased evaluation. The hydroxylation regiochemistry behaves as qualitatively expected

  使用部分TiO 2介导的光催化降解和光芬顿条件，确定了4-苯基苯甲酸，4-苯基水杨酸和5-苯基水杨酸的远端羟基化的选择性。结合位点与被羟基化的苯基的这种分离可以减少偏倚的评估。假定4-羧基苯基是一个略微吸电子的取代基，则羟基化区域化学反应的性质与亲电反应的定性一致。由于电子需求的逆转，同时吸附到TiO 2上，使4-和5-苯基水杨酸中远端苯基的羟化选择性逆转假定这两个结构的表面相似。版权所有©2011 John Wiley＆Sons，Ltd.