4-萘-2-苯甲酸 | 106359-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 4-萘-2-苯甲酸
• 英文名称: 4-(naphthalen-1-yl)benzoic acid
• 英文别名: 4-naphthalene-1-ylbenzoic acid；4-naphthalen-1-ylbenzoic acid；p-(1-naphthyl)benzoic acid；4-[1]naphthyl-benzoic acid；4-[1]Naphthyl-benzoesaeure；1-(4-carboxyphenyl)naphthalene
• CAS: 106359-69-7
• 化学式: C₁₇H₁₂O₂
• mdl: MFCD04117438
• 分子量: 248.281
• InChiKey: JLHKJIKIQYSZAZ-UHFFFAOYSA-N

物化性质

• 熔点：
  235.2-236.1 °C
• 沸点：
  437.7±24.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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

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Section 1. Identification of the substance
Product Name: 4-(Naphthalen-1-yl)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-(Naphthalen-1-yl)benzoic acid
CAS number: 106359-69-7

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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: C18H14O2
Molecular weight: 248.3

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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-萘-2-苯甲酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 生成 C₁₇H₁₁ClO
  参考文献：
  名称：

  Design and evaluation of ‘Linkerless’ hydroxamic acids as selective HDAC8 inhibitors

  摘要：

  In this report, we describe new HDAC inhibitors designed to exploit a unique sub-pocket in the HDAC8 active site. These compounds were based on inspection of the available HDAC8 crystal structures bound to various inhibitors, which collectively show that the HDAC8 active site is unusually malleable and can accommodate inhibitor structures that are distinct from the canonical 'zinc binding group-linker-cap group' structures of SAHA, TSA, and similar HDAC inhibitors. Some inhibitors based on this new scaffold are > 100-fold selective for HDAC8 over other class I and class II HDACs with IC50 values < 1 mu M against HDAC8. Furthermore, treatment of human cells with the inhibitors described here shows a unique pattern of hyperacetylated proteins compared with the broad-spectrum HDAC inhibitor TSA. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.02.064
• 作为产物：
  描述：

  1-(4-甲基苯基)萘 在 吡啶 、 potassium permanganate 作用下， 以 水 为溶剂， 反应 24.0h， 生成 4-萘-2-苯甲酸
  参考文献：
  名称：

  [EN] LUMINESCENT LANTHANIDE (III) -CHELATED DENDRITIC COMPLEXES HAVING LIGHT-HARVESTING EFFECT AND THEIR SYNTHETIC METHODS
  [FR] COMPLEXES DENDRITIQUES CHELATES DE LANTHANIDE III LUMINESCENTS A EFFET COLLECTEUR DE LUMIERE ET PROCEDES SYNTHETIQUES ASSOCIES

  摘要：

  本发明涉及含有稀土金属离子的新型有机发光复合物化合物，以及制备这些化合物的方法。这些化合物具有光物理性质，通过吸收和转移人工光的过程，利用光合作用天线复合体的原理实现最大化。这些化合物具有一种结构，其中稀土金属离子被有机配体衍生物有效地封装。

  公开号：

  WO2004092185A1

文献信息

• [Pd(Cl)2{P(NC5H10)(C6H11)2}2]-A Highly Effective and Extremely Versatile Palladium-Based Negishi Catalyst that Efficiently and Reliably Operates at Low Catalyst Loadings
  作者：Jeanne L. Bolliger、Christian M. Frech

  DOI：10.1002/chem.201001201

  日期：——

  electronically activated, non‐activated, deactivated, sterically hindered, heterocyclic, and functionalized aryl bromides with various (also heterocyclic) arylzinc reagents, typically within a few minutes at 100 °C in the presence of just 0.01 mol % of catalyst. Aryl bromides containing nitro, nitrile, ether, ester, hydroxy, carbonyl, and carboxyl groups, as well as acetals, lactones, amides, anilines,

  [Pd（Cl）2 P（NC 5 H 10）（C 6 H 11）2 } 2 ]（1）已通过使市售的[Pd（cod）（Cl）2 ]反应定量制备。室温下在几分钟内在N 2中与易于制备的1-（二环己基膦酰基）哌啶在甲苯中的环辛二烯）。综合大楼1已被证明是极佳的Negishi催化剂，能够将各种电子活化，非活化，失活，空间受阻，杂环和官能化的芳基溴化物与各种（也是杂环的）芳基锌试剂定量偶联，通常在几分钟内即可完成。 100°C，仅存在0.01 mol％的催化剂。含有硝基，腈，醚，酯，羟基，羰基和羧基的芳基溴化物，以及缩醛，内酯，酰胺，苯胺，烯烃，羧酸，乙酸，吡啶和嘧啶已被成功用作偶联伙伴。此外，在两个反应伙伴中都可以容忍电子和空间变化。实验观察强烈表明分子机制是有效的。
• Synthesis, Characterization and Catalytic Applications of Palladium Nanoparticle-Cored Dendrimers Stabilized by Metal-Carbon Bonds
  作者：V. K. Ratheesh Kumar、Sreedevi Krishnakumar、Karical R. Gopidas

  DOI：10.1002/ejoc.201101749

  日期：2012.6

  The synthesis and characterization of four generations of palladium nanoparticle-cored Frechet-type dendrimers (Pd-Gn) possessing direct palladium–carbon bonds are reported. These core–shell materials have been synthesized by the simultaneous reduction of different generation diazodendrons and PdII in an organic medium. The resulting organic–inorganic hybrid materials were characterized by IR, NMR

  报道了具有直接钯-碳键的四代钯纳米颗粒核的 Frechet 型树枝状聚合物 (Pd-Gn) 的合成和表征。这些核壳材料是通过在有机介质中同时还原不同代重氮树和 PdII 合成的。所得的有机-无机杂化材料通过红外、核磁共振和紫外/可见光谱技术进行了表征。TEM 研究证实了直径为 2-4 nm 的近球形颗粒的形成。研究了该系列中的一个成员 Pd-G1 在催化重要的 C-C 键形成反应（如 Suzuki、Stille 和 Hiyama 偶联反应）中的效率。结果清楚地表明，Pd-G1 可以有效催化芳基硼酸的交叉偶联，除了有效催化氢化反应外，芳基锡烷和具有不同取代芳基卤化物的有机硅化合物。该催化剂在 Suzuki 偶联反应中表现出良好的回收率和可回收性。该研究表明，可以设计能够催化多个反应的单一催化剂。
• A colored dendrimer as a new soluble support in organic synthesis. Part 1: Suzuki reaction
  作者：Jidong Zhang、Jozsef Aszodi、Céline Chartier、Nathalie L'hermite、John Weston

  DOI：10.1016/s0040-4039(01)01367-3

  日期：2001.9

  A new strategy using a colored dendrimer as visible soluble support for organic synthesis has been developed. The efficiency of this new system has been demonstrated by the use of DRHMPA9–CH2OH as the support in a Suzuki coupling reaction. Due to the visibility of the support, following of the reaction has been rendered easier and the purification time of the crude product has been considerably shortened

  已经开发出一种使用有色树枝状聚合物作为有机合成的可见可溶性载体的新策略。通过使用DR HMPA 9 -CH 2 OH作为Suzuki偶联反应的载体，已证明了该新系统的效率。由于载体的可见性，反应的进行变得更加容易，并且粗产物的纯化时间也大大缩短了。
• Hydroxamic acid inhibitors of 5-lipoxygenase
  作者：James B. Summers、Hormoz Mazdiyasni、James H. Holms、James D. Ratajczyk、Richard D. Dyer、George W. Carter

  DOI：10.1021/jm00386a022

  日期：1987.3

  selection of more potent hydroxamic acid inhibitors, a simple hypothesis about the nature of enzyme-inhibitor binding was devised. In this hypothesis, the structures of compounds were matched to a proposed geometry of arachidonic acid when bound to the enzyme. Compounds that match best without extending into disfavored regions were predicted to be the best inhibitors. Three series of hydroxamates selected

  可以将异羟肟酸官能团掺入多种简单分子中，以产生有效的5-脂氧合酶抑制剂。作为一个例子，提出了一系列ω-苯基烷基和ω-萘基异羟肟酸的结构-活性关系。所描述的特征包括疏水性，芳基取代和异羟肟酸酯基团的修饰对酶抑制效能的影响。为了帮助选择更有效的异羟肟酸抑制剂，设计了一个关于酶抑制剂结合性质的简单假设。在该假设中，当与酶结合时，化合物的结构与花生四烯酸的拟议几何形状匹配。预测最匹配而不扩展到不利区域的化合物是最好的抑制剂。描述了根据该方法选择的三个系列的异羟肟酸酯。在这些系列中，有一些迄今为止报道的最有效的5-脂氧合酶抑制剂。
• Cobalt-Catalyzed Biaryl Couplings via C–F Bond Activation in the Absence of Phosphine or NHC Ligands
  作者：Juan Wei、Kun-Ming Liu、Xin-Fang Duan

  DOI：10.1021/acs.joc.6b02354

  日期：2017.2.3

  Co-catalyzed biaryl coupling through C–F cleavage under phosphine or NHC-free conditions was described. A broad range of aryl fluorides including unactivated fluorides as well as those with sensitive functionalities could couple with various Ti(OEt)4-mediated aryl Grignard reagents with high selectivity under the catalysis of CoCl2/DMPU. Importantly, selective C–F bond activation couplings between two types

  描述了在膦或无NHC的条件下通过CF裂解产生的高度通用的选择性Co催化联芳基偶合。在CoCl 2 / DMPU的催化下，包括未活化的氟化物以及具有敏感功能的芳基氟化物在内的各种芳基氟化物都可以与各种Ti（OEt）4介导的芳基格利雅试剂进行高选择性的偶联。重要的是，还可以实现两种类型的氟之间的选择性CF键活化偶联（二氟芳族化合物和两个不同的偶联配偶体），并且在存在CCl或CBr键的情况下也可以实现。