(2-biphenyl)diazomethane | 84648-87-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-biphenyl)diazomethane
• 英文别名: 2-(diazomethyl)biphenyl；p-Biphenylyldiazomethane；1-(diazomethyl)-2-phenylbenzene
• CAS: 84648-87-3
• 化学式: C₁₃H₁₀N₂
• 分子量: 194.236
• InChiKey: SIXMXQQEFSYSLO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2-biphenyl)diazomethane 以 乙醚 为溶剂， 反应 2.0h， 生成 Biphenyl-2-yl-cyclohexyl-methanol
  参考文献：
  名称：

  Intramolecular reactivity of arylcarbenes: Biphenyl-2-ylcarbenes

  摘要：

  Biphenyl-2-ylcarbenes, 2-ArC(6)H(4)CR, were generated photolytically and thermally from diazo precursors. Cyclization, leading to fluorenes, competes with capture of the carbenes by methanol but proceeds faster than intramolecular hydrogen shifts (with R = Me) and intermolecular C-H insertion reactions (with R = H in cyclohexane). By comparison of product ratios with kinetic data for related carbenes from the literature, the cyclization rate is estimated as ca 10(11) s(-1). The intramolecular reactivity of biphenyl-2-ylcarbenes is nor significantly attenuated by variation of R (R = H, Me, Ph). Very minor effects of triplet sensitization and methanol quenching indicate that fluorenes arise from spin-equilibrated biphenyl-2-ylcarbenes, presumably from the singlet state. When Ar = mesityl, the carbene predominantly inserts into C-H bonds of the 2'-methyl groups, giving rise to a dihydrophenanthrene. Formation of a fluorene derivative, by formal insertion into C-C bonds, occurs as a minor process. This unprecedented reaction points to intervention of an o-xylylene in which the methyl group migrates. Laser flash photolysis (LFP) of 2-PhC(6)H(4)CN(2)Ph generates a transient absorption which is due to the T-0-->T-n transition of 9-phenylfluorene rather than to the presumed o-xylylene. On LFP of 2-ArC(6)H(4)CN(2)Ph in trifluoroethanol-acetonitrile, protonation of the carbenes gives rise to carbocations, 2-ArC(6)H(4)CH(+)Ph. The transient absorption spectra of these cations are strongly influenced by twisting about the Ar-Ar bond (Ar = Ph < o-tolyl < mesityl) whereas the rates of nucleophilic capture vary only slightly. Biphenyl-2-ylcarbenium ions (Ar = R = Ph) cyclize more slowly than the analogous carbenes, by a factor of greater than or equal to 10(4).

  DOI：

  10.1002/(sici)1099-1395(199609)9:9<598::aid-poc825>3.0.co;2-l
• 作为产物：
  描述：

  联苯-2-甲醛 以 乙醇 为溶剂， 反应 0.08h， 生成 (2-biphenyl)diazomethane
  参考文献：
  名称：

  Solid-state chemistry, kinetics, and electron spin resonance spectroscopy of 2-biphenylmethylene

  摘要：

  DOI：

  10.1021/jo00155a007

文献信息

• Diverse Alkanones by Catalytic Carbon Insertion into the Formyl C−H Bond. Concise Access to the Natural Precursor of Achyrofuran
  作者：Andrew J. Wommack、David C. Moebius、Austin L. Travis、Jason S. Kingsbury

  DOI：10.1021/ol9010932

  日期：2009.8.6

  Over a century ago, the first reactions of diazomethane with aldehydes delivered methyl ketones. In the interim, aldehydes have been homologated with trimethylsilyldiazomethane, diazoacetates, and aryldiazomethanes, on rare occasion with catalysis. This work describes a mild procedure for convergent ketone assembly from nonstabilized diazoalkanes, including examples of chiral ketone synthesis with

  一个多世纪前，重氮甲烷与醛的首次反应生成了甲基酮。在此期间，醛很少与三甲基甲硅烷基重氮甲烷，重氮乙酸酯和芳基重氮甲烷发生同系化反应。这项工作描述了一种由不稳定的重氮烷烃聚合酮组装的温和方法，包括使用双取代（内部）亲核试剂进行手性酮合成的实例。该方法对空间拥挤具有显着的耐受性，这是通过对复杂的二苯并呋喃呋喃呋喃进行的简单处理得到证实的。
• Compositions and methods for treating cancer
  申请人：Mayers L. George

  公开号：US20060018908A1

  公开（公告）日：2006-01-26

  The invention features compositions and methods for treating or alleviating a symptom of cancer. The compositions and methods of the invention direct supra-lethal doses of radiation, called Hot-Spots, to virtually all cancer cell types.

  这项发明涉及用于治疗或缓解癌症症状的组合物和方法。该发明的组合物和方法将超致死剂量的辐射（称为热点）直接作用于几乎所有癌细胞类型。
• Method and composition for the treatment of cancer by the enzymatic conversion of soluble radioactive toxic precipitates in the cancer
  申请人：Mayers L. George

  公开号：US20050058652A1

  公开（公告）日：2005-03-17

  The invention features compositions and methods for treating or alleviating a symptom of cancer. The compositions and methods of the invention direct supra-lethal doses of radiation, called Hot-Spots, to virtually all cancer cell types.

  这项发明涉及治疗或缓解癌症症状的组合物和方法。该发明的组合物和方法将被称为“Hot-Spots”的超致死剂量辐射直接作用于几乎所有癌细胞类型。
• Method And Composition For The Treatment Of Cancer By The Enzymatic Conversion Of Soluble Radioactive Toxic Precipitates In The Cancer
  申请人：Mayers George L.

  公开号：US20110142756A1

  公开（公告）日：2011-06-16

  The invention features compositions and methods for treating or alleviating a symptom of cancer. The compositions and methods of the invention direct supra-lethal doses of radiation, called Hot-Spots, to virtually all cancer cell types.

  这项发明涉及用于治疗或缓解癌症症状的组合物和方法。该发明的组合物和方法将被称为热点的超致死剂量辐射直接瞄准几乎所有癌细胞类型。
• Detection method for quaternary ammonium compound having γ-carboxyl group
  申请人：Kaohsiung Medical University

  公开号：US10703969B2

  公开（公告）日：2020-07-07

  A detection method for a quaternary ammonium compound having a γ-carboxyl group includes: mixing a sample including the quaternary ammonium compound having the γ-carboxyl group, a fluorescent compound having a fluorophore and a polar aprotic solvent to form a reaction solution. A SN2 nucleophilic substitution reaction is performed between the fluorophore of the fluorescent compound and the γ-carboxyl group of the quaternary ammonium compound to obtain a derivation solution including a derivative which is a quaternary ammonium compound with the γ-carboxyl group substituted with the fluorophore of the fluorescent compound. An extractant and a cosolvent are added to the derivation solution to form a water-in-oil emulsion which disperses in the derivation solution, followed by extracting the derivative from the derivation solution by the extractant to obtain an analytic solution, wherein a polarity of the extractant is higher than a polarity of the polar aprotic solvent. The derivative in the analytic solution is detected; and therefore, the quaternary ammonium compound having the γ-carboxyl group in the sample can be easily detected by reverse-phase liquid chromatography, fluorescence spectrometry or mass spectrometry.

  一种具有γ-羧基的季铵盐化合物的检测方法包括：将包括具有γ-羧基的季铵盐化合物的样品、具有荧光团的荧光化合物和极性钝化溶剂混合形成反应溶液。在荧光化合物的荧光团和季铵盐化合物的γ-羧基之间进行 SN2 亲核取代反应，以获得衍生物溶液，其中包括一种衍生物，该衍生物是γ-羧基被荧光化合物的荧光团取代的季铵盐化合物。在衍生溶液中加入萃取剂和共溶剂，形成油包水型乳液，分散在衍生溶液中，然后用萃取剂从衍生溶液中萃取衍生物，得到分析溶液，其中萃取剂的极性高于极性钝化溶剂的极性。分析溶液中的衍生物可被检测出来；因此，样品中具有γ-羧基的季铵化合物可以很容易地通过反相液相色谱法、荧光光谱法或质谱法检测出来。