3,6-Dimethyl-2-hydroxybiphenyl | 76219-35-7

• 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: 3,6-Dimethyl-2-hydroxybiphenyl
• 英文别名: 3,6-Dimethyl-biphenyl-2-ol；3,6-dimethyl-2-phenylphenol
• CAS: 76219-35-7
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: VVUFNNMGVNCTED-UHFFFAOYSA-N

物化性质

• 熔点：
  49-51 °C
• 沸点：
  294.2±9.0 °C(Predicted)
• 密度：
  1.067±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,4-dimethyldibenzofuran 反应 3.0h， 以98%的产率得到3,6-Dimethyl-2-hydroxybiphenyl
  参考文献：
  名称：

  A Facile Synthesis of the Unsymmetrically Methyl-Substituted 2-Hydroxybiphenyls by the Regioselective Cleavage of Dibenzofuran Derivatives with Lithium Metal

  摘要：

  DOI：

  10.1055/s-1980-29148

文献信息

• Intermolecular Gold(I)-Catalyzed Cyclization of Furans with Alkynes: Formation of Phenols and Indenes
  作者：Núria Huguet、David Lebœuf、Antonio M. Echavarren

  DOI：10.1002/chem.201300646

  日期：2013.5.17

  A heart of gold: Phenols can be obtained by the intermolecular reaction of furans with alkynes by using [AuIPr]+A− catalysts (see scheme). 1,3‐Diphenylisobenzofuran also reacts via a cyclopropyl gold carbene to selectively form 2,3‐disubstituted indenes. (IPr=1,3‐bis(2,6‐diisopropylphenyl)imidazol‐2‐ylidene; A=anion.)

  金的心脏：酚类可以通过与炔呋喃的分子间反应，通过使用[AuIPr]可以获得+甲-催化剂（参见方案）。1,3-二苯基异苯并呋喃也通过环丙基金卡宾反应，选择性地形成2,3-二取代的茚。（IPr = 1,3-二（2,6-二异丙基苯基）咪唑-2-亚基; A =阴离子。）
• Gold Catalysis: First Applications of Cationic Binuclear Gold(I) Complexes and the First Intermolecular Reaction of an Alkyne with a Furan
  作者：A. Stephen K. Hashmi、M. Carmen Blanco、Elzen Kurpejović、Wolfgang Frey、Jan W. Bats

  DOI：10.1002/adsc.200606012

  日期：2006.4

  Reaction of the cationic binuclear gold(I) complex [(Ph3PAu)2Cl]BF4 with ω-alkynylfurans furnished phenols as the major product and anellated furans as the side-products. The analogous trimesitylphosphane complex [(Mes3PAu)2Cl]BF4 selectively afforded only the phenols. The latter catalyst then enabled the first intermolecular gold-catalyzed phenol synthesis.

  阳离子双核金（I）络合物[（Ph 3 PAu）2 Cl] BF 4与ω-炔基呋喃的反应提供了以酚为主要产物和带芳基的呋喃为副产物。相似的三苯甲基环丙烷络合物[（Mes 3 PAu）2 Cl] BF 4选择性地仅提供酚。然后，后一种催化剂能够进行第一种分子间金催化的苯酚合成。
• BISPHENOL COMPOUND AND AROMATIC POLYCARBONATE
  申请人：Honshu Chemical Industry Co., Ltd.

  公开号：US20190047954A1

  公开（公告）日：2019-02-14

  The present invention addresses the problem of providing; a novel bisphenol compound having an indoline skeleton; and a novel aromatic polycarbonate which uses this bisphenol compound as a starting material dihydroxy compound. The above-described problem is able to be solved by an aromatic polycarbonate that contains a repeating unit represented by general formula (2).

  本发明解决了提供具有吲哚骨架的新型双酚化合物和使用该双酚化合物作为起始材料二羟基化合物的新型芳香族聚碳酸酯的问题。上述问题可以通过含有通式（2）所表示的重复单元的芳香族聚碳酸酯来解决。
• Bisphenol compound and aromatic polycarbonate
  申请人：Honshu Chemical Industry Co., Ltd.

  公开号：US10759755B2

  公开（公告）日：2020-09-01

  The present invention addresses the problem of providing; a novel bisphenol compound having an indoline skeleton; and a novel aromatic polycarbonate which uses this bisphenol compound as a starting material dihydroxy compound. The above-described problem is able to be solved by an aromatic polycarbonate that contains a repeating unit represented by general formula (2).

  本发明所要解决的问题是：提供一种具有吲哚啉骨架的新型双酚化合物；以及一种使用该双酚化合物作为二羟基化合物起始原料的新型芳香族聚碳酸酯。芳香族聚碳酸酯含有通式（2）所代表的重复单元，可以解决上述问题。
• Ferrocenyl-Imidazolylidene Ligand for Redox-Switchable Gold-Based Catalysis. A Detailed Study on the Redox-Switching Abilities of the Ligand
  作者：Susana Ibáñez、Macarena Poyatos、Louise N. Dawe、Dmitry Gusev、Eduardo Peris

  DOI：10.1021/acs.organomet.6b00517

  日期：2016.8.22

  An imidazolium salt with a fused benzoferrocenyl was synthesized. This compound was used as an N-heterocyclic carbene (NHC) precursor, and the related ferrocenyl-imidazolylidene complexes Fc-NHC-MLn (MLn = IrCl(COD), IrCl(CO)(2), AuCl) were synthesized and fully characterized, including the crystallographic characterization of some of the key structures. The oxidation of the iridium carbonyl compound Fc-NHC-IrCl(CO)(2) with acetylferrocenium tetrafluoroborate afforded the oxidized ferrocenium-NHC-IrCl(CO)(2) (Fe(III)) species; however the isolated product contained a byproduct resulting from the protonation of the starting Fe(II) complex. The analysis of the electron-donating character of the neutral ligand and the ligand resulting from the oxidation was carried out by studying the variation of the nu(CO) stretching frequencies of Fc-NHC-IrCl(CO)(2) and its oxidized analogue, revealing that this shift is 2.9 cm(-1), which is consistent with a decrease of the electron-donating character of the ligand produced by the generation of a positively charged metal complex. DFT calculations were carried out in order to rationalize these results. The effects of the oxidation of the ligand in homogeneous catalysis were tested by using a related ferrocenyl-imidazolylidene-gold(I) complex. In the hydroamination of terminal alkynes, the results indicated that the oxidation of the ligand produced a moderate increase of the activity of the gold catalyst. In the cyclization of alkynes with furans, the neutral complex was not active, while the product resulting from its oxidation produced moderate to good yields in the formation of the final products.