4-甲酰基-[1,1-联苯]-2-羧酸甲酯 | 144291-47-4

• 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-甲酰基-[1,1-联苯]-2-羧酸甲酯
• 英文名称: 2-methoxycarbonyl-4'-formylbiphenyl
• 英文别名: 2-methoxycarbonyl-4'-formyl-1,1'-biphenyl；methyl 4'-formylbiphenyl-2-carboxylate；methyl 4'-formyl-2-biphenylcarboxylate；methyl 4′-formyl[1,1′-biphenyl]-2-carboxylate；2-(4-formylphenyl)benzoic acid methyl ester；4-(2-Methoxycarbonyl-phenyl)-Benzaldehyde；Methyl 2-(4-formylphenyl)benzoate
• CAS: 144291-47-4
• 化学式: C₁₅H₁₂O₃
• 分子量: 240.258
• InChiKey: MNUSHZDUHWBMSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  408.2±38.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-(4-formylphenyl)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 2-(4-formylphenyl)benzoate
CAS number: 144291-47-4

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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, refrigerated.
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-甲酰基-[1,1-联苯]-2-羧酸甲酯 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 methyl 4'-(hydroxymethyl)biphenyl-2-carboxylate
  参考文献：
  名称：

  EP1745800

  摘要：

  公开号：
• 作为产物：
  描述：

  4'-溴甲基-2-甲酸甲酯联苯 在 2-硝基丙烷 、 sodium 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 4-甲酰基-[1,1-联苯]-2-羧酸甲酯
  参考文献：
  名称：

  EP1745800

  摘要：

  公开号：

文献信息

• General and Practical Carboxyl-Group-Directed Remote CH Oxygenation Reactions of Arenes
  作者：Yang Wang、Anton V. Gulevich、Vladimir Gevorgyan

  DOI：10.1002/chem.201303511

  日期：2013.11.18

  Two methods for remote aromatic CH oxygenation reactions, have been developed. Method 1, the Cu‐catalyzed oxygenation reaction, is highly efficient for cyclization of electron‐neutral and electron‐rich biaryl carboxylic acids into 3,4‐benzocoumarins. Method 2, the K2S2O8‐mediated oxygenation reaction, is more general and practical for cyclization of substrates with electron‐donating and ‐withdrawing

  已经开发了两种用于远程芳族 C  H 氧化反应的方法。方法 1，即 Cu 催化的氧化反应，对于将电子中性和富电子的联芳基羧酸环化为 3,4-苯香豆素非常有效。方法 2，K 2 S 2 O 8介导的氧化反应，对于具有给电子和吸电子基团的底物的环化更为通用和实用（见方案）。
• A new precatalyst for the Suzuki reaction—a pyridyl-bridged dinuclear palladium complex as a source of mono-ligated palladium(<scp>0</scp>)
  作者：Andrew Beeby、Sylvia Bettington、Ian J. S. Fairlamb、Andrés E. Goeta、Anant R. Kapdi、Elina H. Niemelä、Amber L. Thompson

  DOI：10.1039/b401077a

  日期：——

  pyridyl-bridged palladium complex, trans-(P,N)-[PdBr(μ-C5H4N-C2,N)(PPh3)]21, was obtained from material isolated from the Suzuki cross-coupling reaction of 2-bromopyridine with 2,4-difluorophenylboronic acid in the presence of catalytic (PPh3)4Pd. Complex 1 is an effective precatalyst for the Suzuki cross-coupling reactions of a variety organoboronic acids and aryl bromides, and represents a useful source of mono-ligated

  双核 吡啶基-bridged钯络合物，反式- （P，Ñ） - [PDBR（μ -C 5 ħ 4 N-C 2，N）（PPH 3）] 2 1，从材料获得从的Suzuki交叉偶联反应中分离2-溴吡啶 和 2,4-二氟苯基硼酸在催化（PPh 3）4 Pd的存在下。配合物1是多种有机硼酸和芳基溴化物的Suzuki交叉偶联反应的有效前催化剂，并且代表单连接钯（0）“（Ph 3 P）Pd（0）”的有用来源。
• Discovery of ONO-7300243 from a Novel Class of Lysophosphatidic Acid Receptor 1 Antagonists: From Hit to Lead
  作者：Masahiko Terakado、Hidehiro Suzuki、Kazuya Hashimura、Motoyuki Tanaka、Hideyuki Ueda、Hiroshi Kohno、Taku Fujimoto、Hiroshi Saga、Shinji Nakade、Hiromu Habashita、Yoshikazu Takaoka、Takuya Seko

  DOI：10.1021/acsmedchemlett.6b00225

  日期：2016.10.13

  protein-coupled receptors known as LPA1–6. A high throughput screen against LPA1 gave compound 7a as a hit. The subsequent optimization of 7a led to ONO-7300243 (17a) as a novel, potent LPA1 antagonist, which showed good efficacy in vivo. The oral dosing of 17a at 30 mg/kg led to reduced intraurethral pressure in rats. Notably, this compound was equal in potency to the α1 adrenoceptor antagonist tamsulosin

  溶血磷脂酸（LPA）通过一系列G蛋白偶联受体LPA 1-6引起各种生理反应。针对LPA 1的高通量筛选得到了化合物7a。随后优化的7a导致了ONO-7300243（17a）作为新型有效的LPA 1拮抗剂，在体内表现出良好的疗效。口服剂量为30 mg / kg的17a导致大鼠尿道内压力降低。值得注意的是，该化合物是在效力的α等于1肾上腺素能受体拮抗剂坦索罗辛，在临床实践中用于治疗伴有前列腺增生（BPH）的排尿困难。与坦洛新相比，化合物17a在该剂量下对平均血压没有影响。这些结果表明，LPA 1拮抗剂可用于治疗BPH而不会影响血压。在此，我们报告了一系列独特的LPA 1拮抗剂的体内领先效果及其体内功效。
• First Structure–Activity Relationship Study of Potent BLT2 Agonists as Potential Wound-Healing Promoters
  作者：Victor Hernandez-Olmos、Jan Heering、Viktoria Planz、Ting Liu、Alexander Kaps、Rinusha Rajkumar、Matthias Gramzow、Astrid Kaiser、Manfred Schubert-Zsilavecz、Michael J. Parnham、Maike Windbergs、Dieter Steinhilber、Ewgenij Proschak

  DOI：10.1021/acs.jmedchem.0c00588

  日期：2020.10.22

  The first potent leukotriene B4 (LTB4) receptor type 2 (BLT2) agonists, endogenous 12(S)-hydroxyheptadeca-5Z,8E,10E-trienoic acid (12-HHT), and synthetic CAY10583 (CAY) have been recently described to accelerate wound healing by enhanced keratinocyte migration and indirect stimulation of fibroblast activity in diabetic rats. CAY represents a very valuable starting point for the development of novel

  最近已经出现了第一种强效白三烯B4（LTB4）2型受体（BLT2）激动剂，内源性12（S）-羟基庚七-5 Z，8 E，10 E-三烯酸（12-HHT）和合成的CAY10583（CAY）他描述了通过增强角质形成细胞迁移和间接刺激糖尿病大鼠成纤维细胞活性来加速伤口愈合。CAY代表了开发新型伤口愈合促进剂的非常有价值的起点。在这项工作中，提出了基于CAY支架的BLT2激动剂的第一个结构-活性关系研究。新制备的衍生物显示出有希望的体外伤口愈合活性。
• Simple Amine-Directed Meta-Selective C–H Arylation via Pd/Norbornene Catalysis
  作者：Zhe Dong、Jianchun Wang、Guangbin Dong

  DOI：10.1021/jacs.5b02809

  日期：2015.5.13

  Herein we report a highly meta-selective C-H arylation using simple tertiary amines as the directing group. This method takes advantage of Pd/norbornene catalysis, offering a distinct strategy to control the site selectivity. The reaction was promoted by commercially available AsPh3 as the ligand and a unique "acetate cocktail". Aryl iodides with an ortho electron-withdrawing group were employed as

  在此，我们报告了使用简单叔胺作为导向基团的高度间位选择性 CH 芳基化。该方法利用 Pd/降冰片烯催化，提供了一种独特的策略来控制位点选择性。该反应由市售的 AsPh3 作为配体和独特的“醋酸混合物”促进。具有邻位吸电子基团的芳基碘化物被用作偶联伙伴。在反应条件下可以容忍多种官能团，包括一些杂芳烃。此外，胺导向基团可以很容易地安装并转化为其他常见的多功能官能团。我们希望这种 CH 功能化模式对开发这项工作之外的其他元选择性转化具有广泛的影响。