2-benzhydryl-4-methylphenol | 52449-10-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-benzhydryl-4-methylphenol
• 英文别名: 2-(Diphenylmethyl)-4-methylphenol
• CAS: 52449-10-2
• 化学式: C₂₀H₁₈O
• 分子量: 274.362
• InChiKey: UVSOATMQILVBFU-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C
• 沸点：
  409.5±14.0 °C(Predicted)
• 密度：
  1.109±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-benzhydryl-4-methylphenol 、 二苯基溴甲烷 生成 2,6-bis(diphenylmethyl)-4-methylphenol
  参考文献：
  名称：

  Busch; Knoll, Chemische Berichte, 1927, vol. 60, p. 2254

  摘要：

  DOI：
• 作为产物：
  描述：

  3,3-diphenyl-5-methyl-2(3H)-benzofuranone 以 甲醇 为溶剂， 生成 2-benzhydryl-4-methylphenol
  参考文献：
  名称：

  Photochemical transformations of small ring heterocyclic compounds. LXII. Competitive keto-enolate photochemistry in the 3-phenylcoumaran-2-one system

  摘要：

  DOI：

  10.1021/ja00840a040

文献信息

• Selective Benzylic and Allylic Alkylation of Protic Nucleophiles with Sulfonamides through Double Lewis Acid Catalyzed Cleavage of sp³Carbon-Nitrogen Bonds
  作者：Cong-Rong Liu、Man-Bo Li、Cui-Feng Yang、Shi-Kai Tian

  DOI：10.1002/chem.200801665

  日期：2009.1.5

  broad range of tosyl‐activated benzylic and allylic amines to give diversely functionalized products in good to excellent yields and with high regioselectivity. Furthermore, the cross‐coupling reaction of 1,3‐dicarbonyl compounds with benzylic propargylic amine derivatives has been successfully applied to the one‐step synthesis of polysubstituted furans and benzofurans.

  质子亲核试剂的酸催化的苄基和烯丙基烷基化是用于碳的形成从根本上重要碳和碳杂原子键，并且它是被使用作为烷基化试剂为苄基和烯丙基胺衍生物一个巨大的挑战。在本文中，我们报道了质子碳和硫亲核试剂与磺酰胺通过在室温下通过双路易斯酸催化的sp 3碳-氮键裂解实现的高效苄基和烯丙基烷基化。在催化量的廉价ZnCl 2存在下-TMSCl（TMSCl：氯三甲基硅烷），1,3-二酮，β-酮酸酯，β-酮酰胺，丙二腈，芳族化合物，硫醇和硫代乙酸可与多种甲苯磺酰基活化的苄基和烯丙基胺结合使用功能多样的产品，产率高至优异，区域选择性高。此外，1,3-二羰基化合物与苄基炔丙基胺衍生物的交叉偶联反应已成功地用于多取代呋喃和苯并呋喃的一步合成中。
• Benzylphenol Derivatives as Antioxidants for Autoxidation of Tetralin
  作者：Fukiko Yamada、Tomihiro Nishiyama、Yasuki Suzuura、Tatsuo Yamamura

  DOI：10.1246/bcsj.58.115

  日期：1985.1

  A series of 4-benzylphenols, 2-methyl-4-benzylphenols, 4-methyl-2-benzylphenols and 4-methoxy-2-benzylphenols have been prepared and evaluated as antioxidants for tetralin at 60 °C by means of an oxygen-absorption method. Very good activities have been observed with a series of 4-methoxy-2-benzylphenols. The electrochemical oxidation potentials of these compounds were determined using linear-sweep

  制备了一系列 4-苄基酚、2-甲基-4-苄基酚、4-甲基-2-苄基酚和 4-甲氧基-2-苄基酚，并在 60 °C 下通过吸氧评价作为四氢萘的抗氧化剂。方法。已经观察到一系列 4-甲氧基-2-苄基苯酚具有非常好的活性。这些化合物的电化学氧化电位使用线性扫描伏安法测定。发现抗氧化活性与 OH 取代基的同碳的 13C NMR 化学位移 (δ) 及其峰值电位 (Ep) 相关。
• Arylative Desulfonation of Diarylmethyl Phenyl Sulfone with Arenes Catalyzed by Scandium Triflate
  作者：Masakazu Nambo、Zachary T. Ariki、Daniel Canseco-Gonzalez、D. Dawson Beattie、Cathleen M. Crudden

  DOI：10.1021/acs.orglett.6b00744

  日期：2016.5.20

  A scandium-triflate-catalyzed arylative desulfonation of diarylmethyl phenyl sulfones with arenes and heteroarenes was established. A variety of both sulfone and arene substrates were reacted to afford symmetric and nonsymmetric triarylmethanes in good yields. Further transformations of the resulting triarylmethanes and application to the concise synthesis of a bactericidal agent analogue were also demonstrated.
• Simple Method for sp2–sp3 and sp3–sp3 Carbon–Carbon Bond Activation in 2-Substituted 1,3-Diketones
  作者：Tadashi Aoyama、Mamiko Hayakawa、Sho Kubota、Sumire Ogawa、Erika Nakajima、Emi Mitsuyama、Taku Iwabuchi、Haruki Kaneko、Rina Obara、Toshio Takido、Mitsuo Kodomari、Akihiko Ouchi

  DOI：10.1055/s-0034-1378862

  日期：——

  Simple and efficient methods were developed for sp(2)-sp(3) and sp(3)-sp(3) C-C bond-activation reactions of 2-substituted 1,3-diketones. 3-Substituted 3-bromopentane-2,4-diones were deacylated in the presence of an aromatic compound and a silica gel supported Bronsted acid containing sulfonic groups. The carbocation formed by cleavage of the sp(3)-sp(3) C-C bond of the dione alkylated the aromatic compound.
• Lapkin; Belonowitsch, Zhurnal Obshchei Khimii, 1958, vol. 28, p. 605,607; engl. Ausg. S. 586
  作者：Lapkin、Belonowitsch

  DOI：——

  日期：——