联苯-3,3-二甲腈 | 36852-02-5

• 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: 联苯-3,3-二甲腈
• 英文名称: 3,3'-dicyanobiphenyl
• 英文别名: [1,1'-biphenyl]-3,3'-dicarbonitrile；biphenyl-3,3'-dicarbonitrile；3-(3-cyanophenyl)benzonitrile
• CAS: 36852-02-5
• 化学式: C₁₄H₈N₂
• 分子量: 204.231
• InChiKey: CNJJNOUAWHQIHN-UHFFFAOYSA-N

物化性质

• 熔点：
  200-201 °C
• 沸点：
  391.2±35.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2926909090
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P302+P352
• 危险品运输编号：
  3439
• 危险性描述：
  H302+H312,H331
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3,3’-Dicyanobiphenyl
Synonyms: 3-(3-Cyanophenyl)benzonitrile

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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: 3,3’-Dicyanobiphenyl
CAS number: 36852-02-5

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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: C14H8N2
Molecular weight: 204.2

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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：

  联苯-3,3-二甲腈 在 硫化氢 、 氯化铵 、 三乙胺 作用下， 以 吡啶 、 乙醇 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 3,3'-diamidinobiphenyl
  参考文献：
  名称：

  S-Adenosylmethionine decarboxylase inhibitors: new aryl and heteroaryl analogs of methylglyoxal bis(guanylhydrazone)

  摘要：

  A series of 3-acylbenzamidine (amidino)hydrazones 7a-h, the corresponding (hetero)aromatic congeners 7i-p, and 3,3'-bis-amidino-biaryls 25a-e were synthesized. The hydrazones 7a-p were prepared by conversion of the corresponding acyl nitriles 1a,c-di,n-p to the imido esters 3a,c-d,i and the amidines 5a,c-d,h-i, followed by a reaction with aminoguanidine, or vice versa. Similarly, the biaryl 3,3'-dinitriles 23a-e were converted, via the imino esters 24a-c or the imino thioesters 27d-e, to the diamidines 25a-e. These new products are conformationally constrained analogues of methylglyoxal bis(guanylhydrazone)(MGBG). They are up to 100 times more potent as inhibitors of rat liver S-adenosylmethionine decarboxylase (SAMDC) and generally low potent inhibitors of rat small intestine diamine oxidase (DAO) than MGBG. Some of these SAMDC inhibitors, eg., compounds 7a, 7e, 7i, 25a, and 25d, have shown antiproliferative effects against T24 human bladder carcinoma cells. These products, whose structure-activity relationships are discussed, are of interest as potential anticancer agents and drugs for the treatment of protozoal and Pneumocystis carinii infections.

  DOI：

  10.1021/jm00053a007
• 作为产物：
  描述：

  间溴苯甲腈 在 PEG 4000 、 palladium diacetate 、 potassium carbonate 作用下， 反应 10.0h， 以94%的产率得到联苯-3,3-二甲腈
  参考文献：
  名称：

  钯催化聚乙二醇中芳基卤化物的均相偶联和交叉偶联反应

  摘要：

  在没有其他添加剂或还原剂的情况下，使用Pd（OAc）2作为催化剂，在聚乙二醇（PEG）中成功进行了芳基卤化物的直接偶联，以制备对称和不对称的联芳基。对联芳基的选择性取决于所用PEG的量。过量的PEG会引起加氢脱卤产物的增加，并且当PEG中的羟基浓度相对于芳基卤化物达到100 mol％时，可获得对联芳基的最佳选择性。该催化剂体系可以循环使用多达五次，而不会损失催化活性。

  DOI：

  10.1021/jo052300a

文献信息

• [EN] [4-(3-AMINOMETHYLPHENYL) PIPERIDIN-1-YL]- [5-(2-FLUOROPHENYLETHYNYL)FURAN-2-YL]-METHANONE AS AN INHIBITOR OF MAST CELL TRYPTASE<br/>[FR] [4-(3-AMINOMETHYLPHENYL)PIPERIDIN-1-YL]-[5-(2-FLUOROPHENYLETHYNYL)FURAN-2-YL]-METHANONE EN TANT QU'INHIBITEUR DE LA TRYPTASE MASTOCYTAIRE
  申请人：AVENTIS PHARMA INC

  公开号：WO2004060884A1

  公开（公告）日：2004-07-22

  The present invention extends to the compund of formula (I): (I) or a prodrug, pharmaceutically acceptable salt, or solvate of said compound; to a pharmaceutical composition comprising a pharmaceutically effective amount of the compound of forumula (I), and a pharmaceutically acceptable carrier; the use of a compound of formula (I) as an inhibitor of tryptase, comprising introducing the compound into a composition comprising tryptase.

  本发明涉及到式(I)的化合物：(I)或者该化合物的前药、药学上可接受的盐或溶剂；一种包含式(I)化合物的药物组合物，以及药学上有效量的该化合物和药学上可接受的载体；将式(I)化合物用作色氨酸蛋白酶抑制剂的用途，包括将该化合物引入含有色氨酸蛋白酶的组合物中。
• Sustainable Synthesis of Biaryls Using Silica Supported Ferrocene Appended N-Heterocyclic Carbene-Palladium Complex
  作者：Sharanabasappa Khanapure、Dattaprasad Pore、Megha Jagadale、Vaishali Patil、Gajanan Rashinkar

  DOI：10.1007/s10562-020-03480-w

  日期：——

  carbene-palladium complex (SilFemBenzNHC@Pd) has been prepared and characterized by using fourier transform infrared (FT-IR), fourier transform Raman (FT-Raman), X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), thermogravimetric analysis (TGA) and energy dispersive X-ray analysis (EDX). This novel complex served as a robust heterogeneous catalyst for the synthesis of biaryls via homocoupling

  摘要 采用傅里叶变换红外（FT-IR）、傅里叶变换拉曼（FT-Raman）、X射线光电子能谱（ XPS)、扫描电子显微镜 (SEM)、热重分析 (TGA) 和能量色散 X 射线分析 (EDX)。这种新型复合物可作为一种强大的多相催化剂，用于在水中无碱条件下通过芳基硼酸的均偶联合成联芳基化合物。连续六次运行成功地执行了可回收性实验。图形摘要
• Homocoupling of Arylboronic Acids Catalyzed by CuCl in Air at Room Temperature
  作者：Guanjun Cheng、Meiming Luo

  DOI：10.1002/ejoc.201001729

  日期：2011.5

  Homocoupling of arylboronic acids has been successfully carried out by using the inexpensive simple copper salt CuCl as the catalyst in methanol to obtain symmetric biaryls in good to excellent yields. The reaction proceeds with a CuCl loading of 2 mol-% under extremely mild conditions: in air, at room temperature, without the need of any additives such as base, oxidant, or ligand.

  通过使用廉价的简单铜盐 CuCl 作为甲醇中的催化剂，已经成功地进行了芳基硼酸的均偶联，以获得良好至极好的收率的对称联芳基化合物。该反应在极其温和的条件下以 2 mol% 的 CuCl 负载量进行：在空气中，在室温下，不需要任何添加剂，如碱、氧化剂或配体。
• Cobalt−Xantphos-Catalyzed, LiCl-Mediated Preparation of Arylzinc Reagents from Aryl Iodides, Bromides, and Chlorides
  作者：Meng-Yi Jin、Naohiko Yoshikai

  DOI：10.1021/jo102417x

  日期：2011.4.1

  A cobalt−Xantphos-catalyzed, LiCl-mediated system has been developed for the direct and expedient preparation of arylzinc reagents in THF from the corresponding aryl iodides, bromides, and chlorides. Owing to the use of THF as a versatile solvent, the thus-formed arylzinc reagents displayed a high degree of compatibility with a variety of conventional as well as newly emerging metal-catalyzed cross-coupling

  已经开发了钴-黄药催化的，LiCl介导的系统，用于从相应的芳基碘化物，溴化物和氯化物直接且方便地制备THF中的芳基锌试剂。由于使用THF作为通用溶剂，因此形成的芳基锌试剂显示出与各种常规以及新兴的金属催化的交叉偶联反应的高度相容性。
• Pd-catalyzed oxidative homocoupling of arylboronic acids in WEPA: A sustainable access to symmetrical biaryls under added base and ligand-free ambient conditions
  作者：Rama Moorthy Appa、Jangam Lakshmidevi、Bandameeda Ramesh Naidu、Katta Venkateswarlu

  DOI：10.1016/j.mcat.2020.111366

  日期：2021.2

  report, a quick and eco-friendly protocol for the synthesis of biaryls by an oxidative (aerobic) homocoupling of arylboronic acids (ABAs) using Pd(OAc)2 in water extract of pomogranate ash (WEPA) as an efficient agro-waste(bio)-derived aqueous (basic) media. The reactions were executed at ambient aerobic conditions in the absence of external base and ligand to result symmetrical biaryls in excellent

  摘要 对称和非对称联芳基化合物包含多种具有生物活性的有机化合物。我们在此报告了一种快速且环保的方案，用于通过芳基硼酸 (ABA) 的氧化（需氧）同源偶联合成联芳基化合物，其中 Pd(OAc)2 在石榴灰 (WEPA) 的水提取物中作为有效的农业废弃物（生物）衍生的水性（碱性）介质。反应在环境需氧条件下在没有外部碱和配体的情况下进行，以优异的产率产生对称联芳基化合物。使用可有效利用废物、反应时间短、产品收率高、产品易于分离、不需要外部碱、氧化剂、配体或挥发性有机溶剂和环境反应条件的可再生介质是目前的重要见解协议。