4-联苯-4-甲酰基-羧酸 | 70916-98-2

• 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-联苯-4-甲酰基-羧酸
• 中文别名: 4'-甲酰基-[1,1'-联苯]-4-羧酸；4'-甲酰基联苯-4-甲酸
• 英文名称: 4'-formyl-[1,1'-biphenyl]-4-carboxylic acid
• 英文别名: 4′-formyl-(1,1′-biphenyl)-4-carboxylic Acid；4'-formyl-4-biphenylcarboxylic acid；4-(4-formylphenyl)benzoic Acid
• CAS: 70916-98-2
• 化学式: C₁₄H₁₀O₃
• 分子量: 226.232
• InChiKey: JCEAFZUEUSBESW-UHFFFAOYSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  436.8±38.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H312,H315,H319,H332,H335
• 储存条件：
  存储条件：室温、密闭保存，并置于干燥处。

SDS

Name:	4 -Formyl[1 1 -biphenyl]-4-carboxylic acid Material Safety Data Sheet
Synonym:	None Known
CAS:	70916-98-2

Section 1 - Chemical Product MSDS Name:4 -Formyl[1 1 -biphenyl]-4-carboxylic acid Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
70916-98-2	4'-Formyl[1,1'-biphenyl]-4-carboxylic	97+	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38 42

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin. May cause sensitization by inhalation.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Causes respiratory tract irritation. Harmful if inhaled. May cause respiratory sensitization.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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.

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
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:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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# 70916-98-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 150 deg C
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: C14H10O3
Molecular Weight: 226.23

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Oxidizing agents, bases, amines.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 70916-98-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4'-Formyl[1,1'-biphenyl]-4-carboxylic acid - 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
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
R 42 May cause sensitization by inhalation.
Safety Phrases:
S 22 Do not breathe dust.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 70916-98-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 70916-98-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 70916-98-2 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：

  4-联苯-4-甲酰基-羧酸 在 potassium carbonate 、 溶剂黄146 、 potassium iodide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.0h， 生成 hexadecyl (E)−4′-(((2-oxo-2H-chromen-6-yl)imino)methyl)-[1,1′-biphenyl]−4-carboxylate
  参考文献：
  名称：

  6-氨基香豆素的联苯席夫碱衍生物：设计、合成、介晶性质和 DFT 研究

  摘要：

  研究重点是合成两个系列的香豆素席夫碱液晶。这些系列涉及醛端烷氧基链变化的分子：一个是带有 4'-羟基-[1,1']-联苯-4-甲醛 () 的希夫碱，另一个是烷基 4-甲酰基-[1, 1']-4-羧酸联苯酯 ()。使用 FTIR、NMR 和质谱分析对化合物进行了表征。研究了所有化合物的介晶性质、差示扫描量热法（DSC）和偏光光学显微镜（POM）。在两个同系物系列中，烷基链长度的变化显示出有趣的相变。在第一个同系物系列中，具有己氧基链的化合物表现出对映向列（N）相，而链长= 8-16的化合物表现出对映体近晶A（SmA）中间相。同样，在该系列中，链长 = 6,8 的化合物表现出对映向列 (N) 相，而链长 = 10-16 的化合物则表现出对映体近晶 A (SmA) 相。通过粉末X射线衍射分析进一步证实了SmA中间相。该研究包括 DFT 理论计算，以了解化合物的介晶行为，并将其与报道的类似化合物进

  DOI：

  10.1016/j.molstruc.2024.138395
• 作为产物：
  描述：

  联苯二氯苄 在 硫酸 、 硝酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 24.0h， 以6.54 g的产率得到4-联苯-4-甲酰基-羧酸
  参考文献：
  名称：

  4‘-포르밀-4-비페닐카르복실산의 신규 제조방법

  摘要：

  本发明涉及一种利用易于商业购买的4,4'-双(氯甲基)联苯制备有用的4'-甲酰-4-联苯甲酸的新制备方法，该方法适用于液晶、液晶聚合物、高分子和高耐热树脂材料。

  公开号：

  KR20180073886A

文献信息

• Quinolines useful in treating cardiovascular disease
  申请人：Collini D. Michael

  公开号：US20050131014A1

  公开（公告）日：2005-06-16

  This invention provides compounds of formula I that are useful in the treatment or inhibition of LXR mediated diseases.

  本发明提供了式I化合物的用途，它们在治疗或抑制LXR介导的疾病中是有用的。
• Mimics of Pincer Ligands: An Accessible Phosphine-Free <i>N</i>-(Pyrimidin-2-yl)-1,2-azole-3-carboxamide Framework for Binuclear Pd(II) Complexes and High-Turnover Catalysis in Water
  作者：Alexey V. Kletskov、Nikolay A. Bumagin、Sergey K. Petkevich、Evgenij A. Dikusar、Alexander S. Lyakhov、Ludmila S. Ivashkevich、Iryna A. Kolesnik、Vladimir I. Potkin

  DOI：10.1021/acs.inorgchem.0c01035

  日期：2020.8.3

  We report for the first time cyclic phosphine-free “head to tail” N,N,N pincer-like (pincer complexes mimicking) N-(pyrimidin-2-yl)-1,2-azole-3-carboxamide Pd(II) complexes with deprotonated amide groups as high-turnover catalysts (TON up to 106, TOF up to 1.2 × 107 h–1) for cross-coupling reactions on the background of up to quantitative yields under Green Chemistry conditions. The potency of the

  我们首次报道了无环膦的“头到尾” N，N，N钳状（模仿钳状复合物）N-（嘧啶-2-基）-1,2-唑-3-羧酰胺Pd（II） ）具有去质子化酰胺基团的配合物作为高周转催化剂（TON高达10 6，TOF高达1.2×10 7 h –1）在绿色化学条件下以高达定量收率的背景进行交叉偶联反应。所描述的催化剂家族代表的潜能在工业实例中的Suzuki-Miyaura，Mizuroki-Heck和Sonogashira反应中得到了证明。可以基于容易获得的试剂通过简单的化学转化来合成相应的配体。在复杂的结构中，可以观察到非常不寻常的1,3,5,7-tetraza-2,6-dipalladocane框架。
• Design, Synthesis and Antiproliferative Activities Evaluation of Thiazolopyrimidines Derivatives through Biginelli Reaction
  作者：Pengju Zhu、Huansheng Fu、Hao Fang

  DOI：10.2174/1570180814666170512123132

  日期：2017.10.31

  biological activity. Up to date, thiazolopyrimidines derivatives have widespread applications in pharmaceutical fields. In this article, a series of thiazolopyrimidine derivatives were designed based on the lead compound structure in our previous studies. Methods: All the target compounds were synthesized with the coupling reaction, Biginelli reaction and “one-pot” aldol condensation. Their structures

  背景：噻唑并嘧啶具有其结构多样性和多种生物学活性。迄今为止，噻唑并嘧啶衍生物已在制药领域中广泛应用。在本文中，我们在先前的研究中基于铅化合物的结构设计了一系列噻唑并嘧啶衍生物。 方法：通过偶联反应，Biginelli反应和“一锅法”羟醛缩合反应合成所有目标化合物。它们的结构通过1 H NMR，13 C NMR光谱和HRMS鉴定。通过MTT评估目标化合物的抗肿瘤活性。 结果：合成了25种新的目标化合物，主要是通过测试它们对两种人类肿瘤细胞系的抑制率进行筛选，化合物15、17、20、22、40对MDA-MB-231和K562的抑制率均超过70％ 。进一步评估它们针对五种肿瘤细胞系的IC50，15和22在MDAMB-231，K562和PC-3中显示出优于先导化合物I的优势。 结论：合成了一系列噻唑并嘧啶衍生物，初步的生物学评估表明，目标化合物22对棉铃虫K562的抗增殖活性优于棉酚。
• Design, synthesis and biological evaluation of imidazolidine-2,4-dione and 2-thioxothiazolidin-4-one derivatives as lymphoid-specific tyrosine phosphatase inhibitors
  作者：Xiao Liang、Huansheng Fu、Peng Xiao、Hao Fang、Xuben Hou

  DOI：10.1016/j.bioorg.2020.104124

  日期：2020.10

  Lymphoid-specific tyrosine phosphatase (LYP), which exclusively exists in immune cells and down-regulates T cell receptor signaling (TCR), has becoming a potent target for various autoimmune diseases. Herein, we designed and synthesized imidazolidine-2,4-dione and 2-thioxothiazolidin-4-one derivatives as new LYP inhibitors. Among them, the cinnamic acids-based inhibitors (9p and 9r) displayed good

  淋巴特异性酪氨酸磷酸酶（LYP）专门存在于免疫细胞中，并下调T细胞受体信号传导（TCR），已成为各种自身免疫疾病的有效靶标。在本文中，我们设计并合成了咪唑烷-2,4-二酮和2-硫代噻唑烷二-4-酮衍生物作为新的LYP抑制剂。其中，基于肉桂酸的抑制剂（9p和9r）表现出良好的LYP抑制活性（IC 50  = 2.85–6.95μM）。特别是，最有效的抑制剂9r被鉴定为竞争性抑制剂（K i  = 1.09μM），可逆地结合LYP。同时，与已知的LYP抑制剂A15相比，9r对其他磷酸酶的选择性更好。此外，化合物9r可以调节Jurkat T细胞中TCR相关的信号传导途径。
• 一种联苯型4H-苯并[b]吡喃类化合物的合成方法
  申请人：五邑大学

  公开号：CN108191806A

  公开（公告）日：2018-06-22

  本发明公开了一种联苯型4H‑苯并[b]吡喃类化合物的合成方法，其反应式如下：，本发明由4‑芳基苯甲醛、丙二腈、达米酮在功能化离子液体催化剂的作用下，加热一锅法合成联苯型4H‑苯并[b]吡喃类化合物。该合成方法起始原料制备简单，操作方便，除了终产物外，一系列转化过程中的中间体均无需分离和纯化，且反应时间短，使用的功能化离子液体催化剂量极少，能减少资金和劳动力的投入量,为联苯型4H‑苯并[b]吡喃类化合物提供一种快简洁高效的制备方法。