4`-乙酰基[1,1`-联苯]-4-羧酸 | 114691-92-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4`-乙酰基[1,1`-联苯]-4-羧酸
• 中文别名: 4-(4-乙酰基苯基)苯甲酸；4'-乙酰基-[1,1'-联苯]-4-羧酸
• 英文名称: 4-acetyl-4'-biphenylcarboxylic acid
• 英文别名: 4-carboxy-4′-acetylbiphenyl；4-(4-acetylphenyl)benzoic acid；4'-acetyl(1,1'-biphenyl)-4-carboxylic acid；4'-acetyl-4-biphenylcarboxylic acid
• CAS: 114691-92-8
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: PDBQNVDCQVGALU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2918300090
• 危险性防范说明：
  P233,P260,P261,P264,P270,P271,P280,P301+P312,P302+P352,P304,P304+P340,P305+P351+P338,P312,P321,P330,P332+P313,P337+P313,P340,P362,P403,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(4-Acetylphenyl)benzoic acid
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: 4-(4-Acetylphenyl)benzoic acid
CAS number: 114691-92-8

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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.

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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.

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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.

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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:

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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.

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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: C15H12O3
Molecular weight: 240.3

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

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4`-乙酰基[1,1`-联苯]-4-羧酸 在 sodium azide 、 氯甲酸乙酯 、 三乙胺 作用下， 以 苯 为溶剂， 反应 0.83h， 生成 N-(tert-butoxy)-4-acetyl-4'-biphenylcarboxylic acid amide
  参考文献：
  名称：

  具有单线态基态的芳酰基硝基化合物：乙酰基取代的芳酰基和芳氧羰基叠氮化物的光化学

  摘要：

  4-乙酰苯甲酰叠氮化物 (ABA)、4-乙酰-4'-联苯酰叠氮化物 (ADA) 和 4-乙酰苯氧羰基叠氮化物 (APA) 的光化学显示出不寻常的波长和结构效应。用深紫外光将 ABA 或 ADA 辐照到它们的 ..pi..-..pi..* 带中，分别导致 4-乙酰苯甲酰氮 (ABN) 和 4-乙酰-4'-联苯甲酰氮 (ADN) 的形成，与光库尔修斯重排竞争形成异氰酸酯。用近紫外光将这些叠氮化物照射到它们的 n-..pi..* 带中，仅产生芳酰基硝烯。叠氮化物的三重激发态通过化学方法和瞬态光谱技术进行检测。近紫外线照射后的氮损失仅发生在激发的三重叠氮化物上。然而，ABN 和 ADN 的化学性质仅与源自其单线态的反应一致。在 8 K 处观察到 ((4-乙酰苯氧基) 羰基) 氮烯 (APN) 的 ESR 谱，但 4-乙酰苯甲酰基氮 (ABN) 或 4-乙酰-4'-联苯羰基氮 (ADN) 没有。AP

  DOI：

  10.1021/ja00221a032
• 作为产物：
  描述：

  2-(4-联苯基)-5-苯基恶二唑 在 三氯化铝 、 氢碘酸 作用下， 以 二氯甲烷 、 溶剂黄146 为溶剂， 反应 20.0h， 生成 4`-乙酰基[1,1`-联苯]-4-羧酸
  参考文献：
  名称：

  Kurfuerst, Antonin; Lhotak, Pavel; Nadenik, Petr, Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 7, p. 1495 - 1504

  摘要：

  DOI：

文献信息

• Organic Solvent-Free, Pd(II)-Salan Complex-Catalyzed Synthesis of Biaryls via Suzuki–Miyaura Cross-Coupling in Water and Air
  作者：Szilvia Bunda、Antal Udvardy、Krisztina Voronova、Ferenc Joó

  DOI：10.1021/acs.joc.8b02340

  日期：2018.12.21

  Pd(II)-sulfosalan complex as a water-soluble catalyst, we have developed an efficient synthesis of biaryls via Suzuki–Miyaura cross-coupling in water under aerobic conditions. The water-insoluble target molecules were isolated by simple filtration in analytical purity after washing with 0.01 M aqueous HCl (20 examples). In most cases, palladium contamination was below 5 ppm considered acceptable for active pharmaceutical

  通过使用Pd（II）-磺基磺酸盐络合物作为水溶性催化剂，我们在有氧条件下通过Suzuki-Miyaura交叉偶联开发了一种有效的联芳基合成方法。用0.01M HCl水溶液洗涤后，通过简单过滤以分析纯度分离水不溶性目标分子（20个实施例）。在大多数情况下，活性药物成分可接受的钯污染低于5 ppm。既定的方法是可扩展的，可重现的，并提供高达91％的分离产率的联芳基产品。
• Palladium (II)–Salan Complexes as Catalysts for Suzuki–Miyaura C–C Cross-Coupling in Water and Air. Effect of the Various Bridging Units within the Diamine Moieties on the Catalytic Performance
  作者：Szilvia Bunda、Krisztina Voronova、Ágnes Kathó、Antal Udvardy、Ferenc Joó

  DOI：10.3390/molecules25173993

  日期：——

  salan ligands were synthesized by hydrogenation and subsequent sulfonation of salens (N,N’-bis(slicylidene)ethylenediamine and analogues) with various bridging units (linkers) connecting the nitrogen atoms. Pd (II) complexes were obtained in reactions of sulfosalans and [PdCl4]2−. Characterization of the ligands and complexes included extensive X-ray diffraction studies, too. The Pd (II) complexes proved

  水溶性的 salan 配体是通过对具有连接氮原子的各种桥接单元（接头）的 salens（N，N'-双（亚硅基）乙二胺和类似物）进行氢化和随后的磺化来合成的。Pd (II) 配合物是在硫柳胺和 [PdCl4]2- 的反应中获得的。配体和配合物的表征也包括广泛的 X 射线衍射研究。Pd (II) 配合物被证明是芳基卤化物和芳基硼​​酸衍生物在 80°C 下在水和空气中的 Suzuki-Miyaura 反应的高活性催化剂。对 Pd (II)-磺胺嘧啶催化剂的比较研究表明，催化活性随着接头长度的增加和配体 N 供体原子周围空间拥挤度的增加而大大增加；最高比活为40,000（mol底物）（mol催化剂×h）-1。
• A Liquid-Phase Approach to Functionalized Janus Dendrimers:  Novel Soluble Supports for Organic Synthesis
  作者：Yu Feng、Yan-Mei He、Li-Wen Zhao、Yi-Yong Huang、Qing-Hua Fan

  DOI：10.1021/ol0705393

  日期：2007.6.1

  A new kind of functionalized Janus dendrimer has been synthesized via a liquid-phase approach, which could easily be purified using a simple precipitation method without the need for chromatographic separation. Their use for liquid-phase organic synthesis has been achieved in the Pd-catalyzed Suzuki coupling reactions, giving biaryl products in excellent yields after cleavage.

  通过液相方法合成了一种新型的功能化Janus树状大分子，可以使用简单的沉淀方法轻松纯化，而无需进行色谱分离。它们在Pd催化的Suzuki偶联反应中已用于液相有机合成，在裂解后，联苯芳基产物的收率很高。
• N-acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020055631A1

  公开（公告）日：2002-05-09

  N-Benzoyl arylsulfonamides having the formula 1 are BCL-Xl inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-Xl inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-Xl抑制剂，有助于促进细胞凋亡。还公开了BCL-Xl抑制组合物和在哺乳动物中促进细胞凋亡的方法。
• N-Acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020086887A1

  公开（公告）日：2002-07-04

  N-Benzoyl arylsulfonamides having the formula 1 Are BCL-X1 inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-X1 inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-X1抑制剂，有助于促进细胞凋亡。还公开了BCL-X1抑制组合物和在哺乳动物中促进细胞凋亡的方法。