4’-硝基[1,1’-联苯]-4-甲酸甲酯 | 5730-75-6

• 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[1,1’-联苯]-4-甲酸甲酯
• 中文别名: 4-(4-硝基苯基)苯甲酸甲酯；4'-硝基[1,1'-联苯]-4-甲酸甲酯
• 英文名称: methyl 4'-nitro-[1,1'-biphenyl]-4-carboxylate
• 英文别名: methyl 4'-nitrobiphenyl-4-carboxylate；4'-Nitro-biphenyl-4-carbonsaeure-methylester；Methyl 4'-nitro[1,1'-biphenyl]-4-carboxylate；methyl 4-(4-nitrophenyl)benzoate
• CAS: 5730-75-6
• 化学式: C₁₄H₁₁NO₄
• 分子量: 257.246
• InChiKey: AYTAXIQGKJKPFT-UHFFFAOYSA-N

物化性质

• 熔点：
  188-190°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 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：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2916399090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 4-(4-nitrophenyl)benzoate
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: Methyl 4-(4-nitrophenyl)benzoate
CAS number: 5730-75-6

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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: C14H11NO4
Molecular weight: 257.2

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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, nitrogen oxides.

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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’-硝基[1,1’-联苯]-4-甲酸甲酯 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 22.0h， 以95%的产率得到4’-硝基联苯-4-羧酸
  参考文献：
  名称：

  Photoactivatable HNO-releasing compounds using the retro-Diels–Alder reaction

  摘要：

  我们合成了由酰基亚硝基衍生物和9,10-二甲基蒽制备的异二烯-偶氮循环加合物，作为光诱导HNO释放剂，并发现引入共轭硝基芳香基团能有效增强HNO释放对UV-A辐照的响应性；我们通过EPR和GCMS分析证实了光诱导的HNO形成。

  DOI：

  10.1039/b811985f
• 作为产物：
  描述：

  4-羧基苯硼酸 在 四(三苯基膦)钯 、 氯化亚砜 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 48.0h， 生成 4’-硝基[1,1’-联苯]-4-甲酸甲酯
  参考文献：
  名称：

  Synthesis and evaluation of non-basic inhibitors of urokinase-type plasminogen activator (uPA)

  摘要：

  Recent drug discovery programs targeting urokinase plasminogen activator (uPA) have resulted in non-peptidic inhibitors consisting of amidine or guanidine functional groups attached to aromatic or heteroaromatic scaffolds. There is a general problem of poor oral bioavailability of these charged inhibitors. In this paper, we report the synthesis and evaluation of a series of naphthamide and naphthalene sulfonamides as uPA inhibitors containing non-basic groups as substitute for amidine or guanidine groups. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.12.040

文献信息

• Exhaustive Reduction of Esters Enabled by Nickel Catalysis
  作者：Adam Cook、Sekar Prakash、Yan-Long Zheng、Stephen G. Newman

  DOI：10.1021/jacs.0c02405

  日期：2020.5.6

  tolyl-derivatives. This is achieved by an organosilane-mediated ester hydrosilylation reaction and subsequent Ni/NHC catalyzed hydrogenolysis. The resulting conditions provide a direct and efficient alternative to multi-step procedures for this transformation that often require use of hazardous metal hydrides. Applications in the synthesis of -CD3 containing products, derivatization of bioactive molecules, and chemoselective

  我们报告了将未活化的芳基酯直接还原为其相应的甲苯基衍生物的一步程序。这是通过有机硅烷介导的酯氢化硅烷化反应和随后的 Ni/NHC 催化氢解来实现的。由此产生的条件为通常需要使用危险金属氢化物的这种转化的多步骤程序提供了一种直接有效的替代方法。展示了在合成含 -CD3 的产品、生物活性分子的衍生化以及在其他 CO 键存在下进行化学选择性还原中的应用。
• Use of functionalized onium salts as a soluble support for organic synthesis
  申请人：Vaultier Michel

  公开号：US20070043234A1

  公开（公告）日：2007-02-22

  The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A 1 + , X 1 − , wherein A 1 + represents a cation and X 1 − represents an anion.

  该发明涉及使用至少一个有机功能官能化的离子盐作为可溶性支持体，在至少一个有机溶剂的存在下，用于在均相相中通过至少一个所述有机功能的转化对分子进行有机合成。该离子盐使合成的分子能够被释放。该离子盐在室温下以液态或固态形式存在，符合以下公式A1+，X1−，其中A1+代表阳离子，X1−代表阴离子。
• Synthesis of Aryl Trimethylstannanes from Aryl Amines: A Sandmeyer-Type Stannylation Reaction
  作者：Di Qiu、He Meng、Liang Jin、Shuai Wang、Shengbo Tang、Xi Wang、Fanyang Mo、Yan Zhang、Jianbo Wang

  DOI：10.1002/anie.201304579

  日期：2013.10.25

  Sandmeyer‐type stannylation: Stille coupling is one of the most powerful coupling reactions for CC bond formation, whereas there are only limited methods to access aryl stannane compounds. A mild stannylation process based on a Sandmeyer‐type transformation using aromatic amines as the starting materials is described. DCE: 1,2‐dichloroethane.

  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。
• Heterobifunctional pan-selectin inhibitors
  申请人：Magnani L. John

  公开号：US20070054870A1

  公开（公告）日：2007-03-08

  Compounds and methods are provided for modulating in vitro and in vivo processes mediated by selectin binding. More specifically, selectin modulators and their use are described, wherein the selectin modulators that modulate (e.g., inhibit or enhance) a selectin-mediated function comprise particular glycomimetics alone or linked to a member of a class of compounds termed BASAs (Benzyl Amino Sulfonic Acids) or a member of a class of compounds termed BACAs (Benzyl Amino Carboxylic Acids).

  提供了用于调节体外和体内由选择素结合介导的过程的化合物和方法。更具体地描述了选择素调节剂及其用途，其中调节选择素介导功能的选择素调节剂包括特定的糖类似物，单独或与一类被称为BASAs（苯甲基氨基磺酸）的化合物或一类被称为BACAs（苯甲基氨基羧酸）的化合物中的成员相连。
• The synthesis of some substituted biphenyl-4-carboxylic acids, 4-biphenylylacetic acids, and 4-aminobiphenyls
  作者：D. J. Byron、G. W. Gray、R. C. Wilson

  DOI：10.1039/j39660000840

  日期：——

  The synthesis of a range of substituted biphenyl-4-carboxylic acids and 4-aminobiphenyls is described. Preparations are included for the parent biphenyl-4-carboxylic acid, and for 4-biphenylylacetic acid and three substituted 4-biphenylylacetic acids.

  描述了一系列取代的联苯-4-羧酸和4-氨基联苯的合成。包括母体联苯-4-羧酸，4-联苯基乙酸和三种取代的4-联苯基乙酸的制剂。