5-甲基-2-苯基苯甲腈 | 64113-85-5

• 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: 5-甲基-2-苯基苯甲腈
• 中文别名: 4'-甲基-2-腈基联苯/OTBN
• 英文名称: 2-cyano-4-methylbiphenyl
• 英文别名: 4-methyl-[1,1'-biphenyl]-2-carbonitrile；4-methyl-2-cyanobiphenyl；5-methyl-2-phenylbenzonitrile
• CAS: 64113-85-5
• 化学式: C₁₄H₁₁N
• mdl: MFCD06411093
• 分子量: 193.248
• InChiKey: QMSDNBJQBPHACW-UHFFFAOYSA-N

物化性质

• 熔点：
  76-77 °C
• 沸点：
  364.1±21.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险性防范说明：
  P280
• 危险性描述：
  H302+H312+H332
• 储存条件：
  存储条件：室温、干燥密封

反应信息

• 作为反应物：
  描述：

  5-甲基-2-苯基苯甲腈 在 5,5-dibromohydantoin 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以94%的产率得到2-氰基-4'-溴甲基联苯
  参考文献：
  名称：

  一种基于二溴海因的常温溴代沙坦联苯制备方法

  摘要：

  本发明公开了一种基于二溴海因的常温溴代沙坦联苯制备方法，属于医药化工技术领域。具体公开了一种使用流动光化学方法制备含取代基的溴代沙坦联苯的方法，该方法无需氧化剂和自由基引发剂，以甲基联苯为原料，使用二溴海因作为溴代试剂，使用丙酮、二氯甲烷、石油醚或乙腈作为溶剂，待原料、溴代试剂分别与溶剂混合后，经注射管流入管道，经混合器混合后中进入到恒温水浴反应器中，通过光照进行反应。由本发明合成的2‑氰基‑4’‑溴甲基联苯的纯度好、收率高，反应体系简单、毒害性低，适合于生物医药领域的工业应用，可以适用于自动化连续式生产工艺，符合绿色化工、高效经济的发展理念。

  公开号：

  CN111320555A
• 作为产物：
  描述：

  间甲基苯腈 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver fluoride 、 特戊酸钠 、 乙酰氯 作用下， 以 乙二醇二甲醚 为溶剂， 反应 5.0h， 生成 5-甲基-2-苯基苯甲腈
  参考文献：
  名称：

  Controllable Rh(III)-Catalyzed C–H Arylation and Dealcoholization: Access to Biphenyl-2-carbonitriles and Biphenyl-2-carbimidates

  摘要：

  A controllable Rh(III)-catalyzed C-H arylation and dealcoholization of benzimidates with arylboronic esters was developed, delivering various biphenyl-2-carbonitriles and biphenyl-2-carbimidates by simply tuning the reaction conditions. This approach features high efficiency, good functional group tolerance, and easy operation. It also provides an alternative pathway to thoroughly exploit the directing group in transition-metal-catalyzed C-H activations.

  DOI：

  10.1021/acs.orglett.8b02915

文献信息

• Process for the preparation of 4`-haloalkylbiphenyl-2-carboxylic acids
  申请人：Kreis Michael

  公开号：US20120016152A1

  公开（公告）日：2012-01-19

  The invention relates to a process for the preparation of optionally substituted 4′-haloalkyl-biphenyl-2-carboxylic acid esters and to a process for the preparation of corresponding optionally substituted 4′-haloalkylbiphenyl-2-carboxylic acids.

  这项发明涉及一种制备可选择取代的4'-卤代烷基联苯-2-羧酸酯的方法，以及一种制备相应的可选择取代的4'-卤代烷基联苯-2-羧酸的方法。
• Preparation of 6-substituted phenanthridines from o-biaryl ketoximes via the Beckmann rearrangement
  作者：Kohei Nakamura、Eiji Kobayashi、Katsuhiko Moriyama、Hideo Togo

  DOI：10.1016/j.tet.2021.132244

  日期：2021.7

  Treatment of anti alkyl o-biaryl ketoximes and anti aryl o-biaryl ketoximes with Tf2O at 120 °C, followed by quenching with Et3N gave 6-alkylphenanthridines and 6-arylphenanthridines in good yields, respectively. These reactions proceeded through the O-triflation of the ketoximes, the Beckmann rearrangement, and the electrophilic cyclization of the formed nitrilium group onto the aromatic ring. © 2021

  在120°C下用Tf 2 O处理抗烷基邻联芳基酮肟和抗芳基邻联芳基酮肟，然后用Et 3 N猝灭，分别以良好的产率得到6-烷基菲啶和6-芳基菲啶。这些反应通过酮肟的O-三氟甲磺酸化、贝克曼重排和形成的腈基在芳环上的亲电环化进行。© 2021 爱思唯尔科学。版权所有。
• [EN] PPARG MODULATORS FOR TREATMENT OF OSTEOPOROSIS<br/>[FR] MODULATEURS DE PPARG POUR LE TRAITEMENT DE L'OSTÉOPOROSE
  申请人：SCRIPPS RESEARCH INST

  公开号：WO2015161108A1

  公开（公告）日：2015-10-22

  The invention provides methods of treatment of a progressive bone disease, such as osteoporosis, Paget's Disease, multiple myeloma, or hyperparathyroidism, comprising administration of an effective amount of a non-agonist PPARG modulator to a patient afflicted with the disease.

  本发明提供了一种治疗进行性骨病的方法，如骨质疏松症、佩吉特病、多发性骨髓瘤或甲状旁腺功能亢进症，包括向患有该病的患者施用有效量的非激动剂PPARG调节剂。
• Process for preparing biphenyls using palladacycles as catalysts
  申请人：Hoechst AG

  公开号：US05559277A1

  公开（公告）日：1996-09-24

  The invention relates to a process for preparing biphenyls of the formula (I) ##STR1## where R.sup.1a to R.sup.10a are, independently of one another, hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkenyl, C.sub.1 -C.sub.12 -alkynyl, alkoxy-(C.sub.1 -C.sub.12), acyloxy-(C.sub.1 -C.sub.12), O-phenyl, aryl, heteroaryl, fluorine, chlorine, OH, NO.sub.2, CN, COOH, CHO, SO.sub.3 H, SO.sub.2 R, SOR, NH.sub.2, NH-alkyl-(C.sub.1 -C.sub.12), N-alkyl.sub.2 -(C.sub.1 -C.sub.12), C-Hal.sub.3, NHCO-alkyl-(C.sub.1 -C.sub.8), CONH-alkyl-(C.sub.1 -C.sub.4), CON-(alkyl).sub.2 -(C.sub.1 -C.sub.4), COO-alkyl-(C.sub.1 -C.sub.12), CONH.sub.2, CO-alkyl-(C.sub.1 -C.sub.12), NHCOH, NHCOO-alkyl-(C.sub.1 -C.sub.8), CO-phenyl, COO-phenyl, CHCHCO.sub.2 -alkyl-(C.sub.1 -C.sub.12), CHCHCO.sub.2 H, PO-phenyl.sub.2, PO-alkyl.sub.2 -(C.sub.1 -C.sub.8), by reaction of haloaromatics or aryl sulfonates of the formula (II) ##STR2## with arylboron derivatives of the formula III ##STR3## where R.sup.1a to R.sup.10a are as defined above and X is bromine, chlorine or OSO.sub.2 CF.sub.3, OSO.sub.2 -aryl, OSO.sub.2 -alkyl and Y is B(OH).sub.2, B(O-alkyl).sub.2, B(O-aryl).sub.2, wherein a palladium compound of the formula (IV) ##STR4## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 are, independently of one another, hydrogen, (C.sub.1 -C.sub.4)-alkyl, (C.sub.5 -C.sub.8)-cycloalkyl, (C.sub.1 -C.sub.4)-alkoxy, fluorine, NH.sub.2, NH-alkyl(C.sub.1 -C.sub.4), N(alkyl).sub.2 -(C.sub.1 -C.sub.4), CO.sub.2 -alkyl-(C.sub.1 -C.sub.4), OCO-alkyl-(C.sub.1 -C.sub.4) or phenyl, or R.sup.1 and R.sup.2, R.sup.2 and R.sup.3, R.sup.3 and R.sup.4, R.sup.5 and R.sup.6 together form an aliphatic or aromatic ring, and R.sup.7, R.sup.8 are (C.sub.1 -C.sub.8)-alkyl, (C.sub.3 -C.sub.12)-cycloalkyl, substituted or unsubstituted aryl and Y is an anion of an inorganic or organic acid, is used as catalyst.

  该发明涉及一种制备式(I)的联苯的方法##STR1##其中R.sup.1a至R.sup.10a分别独立地是氢、C.sub.1-C.sub.12-烷基、C.sub.1-C.sub.12-烯基、C.sub.1-C.sub.12-炔基、烷氧基-(C.sub.1-C.sub.12)、酰氧基-(C.sub.1-C.sub.12)、O-苯基、芳基、杂芳基、氟、氯、羟基、硝基、氰基、羧基、醛基、磺酸基、磺酰基、磺氧基、氨基、氨基烷基-(C.sub.1-C.sub.12)、N-烷基.sub.2-(C.sub.1-C.sub.12)、C-Hal.sub.3、NHCO-烷基-(C.sub.1-C.sub.8)、CONH-烷基-(C.sub.1-C.sub.4)、CON-(烷基).sub.2-(C.sub.1-C.sub.4)、COO-烷基-(C.sub.1-C.sub.12)、CONH.sub.2、CO-烷基-(C.sub.1-C.sub.12)、NHCOH、NHCOO-烷基-(C.sub.1-C.sub.8)、CO-苯基、COO-苯基、CHCHCO.sub.2-烷基-(C.sub.1-C.sub.12)、CHCHCO.sub.2 H、PO-苯基.sub.2、PO-烷基.sub2-(C.sub.1-C.sub.8)，通过式(II)的卤代芳烃或芳基磺酸盐与式III的芳基硼衍生物的反应##STR2##其中R.sup.1a至R.sup.10a如上定义，X为溴、氯或OSO.sub.2 CF.sub.3、OSO.sub.2-芳基、OSO.sub.2-烷基，Y为B(OH).sub.2、B(O-烷基).sub.2、B(O-芳基).sub.2，其中式(IV)的钯化合物##STR4##其中R.sup.1、R.sup.2、R.sup.3、R.sup.4、R.sup.5、R.sup.6独立地是氢、(C.sub.1-C.sub.4)-烷基、(C.sub.5-C.sub.8)-环烷基、(C.sub.1-C.sub.4)-烷氧基、氟、NH.sub.2、NH-烷基(C.sub.1-C.sub.4)、N(烷基).sub.2-(C.sub.1-C.sub.4)、CO.sub.2-烷基-(C.sub.1-C.sub.4)、OCO-烷基-(C.sub.1-C.sub.4)或苯基，或R.sup.1和R.sup.2、R.sup.2和R.sup.3、R.sup.3和R.sup.4、R.sup.5和R.sup.6一起形成脂肪族或芳香族环，R.sup.7、R.sup.8是(C.sub.1-C.sub.8)-烷基、(C.sub.3-C.sub.12)-环烷基、取代或未取代的芳基，Y是无机或有机酸的阴离子，用作催化剂。
• ORGANOMETALLIC COMPOUND, ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME, AND DIAGNOSTIC COMPOSITION INCLUDING THE ORGANOMETALLIC COMPOUND
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20200392173A1

  公开（公告）日：2020-12-17

  Provided are an organometallic compound represented by Formula 1, an organic light-emitting device including the organometallic compound, and a diagnostic composition including the organometallic compound. M 1 (L 11 ) n11 (L 12 ) n12 L 11 in Formula 1 is a ligand represented by Formula 1-1, and other substituents are the same as described in the detailed description of the specification:

  提供的是由化学式1表示的有机金属化合物，包括该有机金属化合物的有机发光器件，以及包括该有机金属化合物的诊断组合物。 M 1 (L 11 ) n11 (L 12 ) n12 <化学式1> 化学式1中的L 11 是由化学式1-1表示的配体，其他取代基与规范的详细描述中描述的相同。