(2-羟基-4-甲氧基苯基)-(4-甲氧基苯基)甲酮 | 6131-38-0

• 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: (2-羟基-4-甲氧基苯基)-(4-甲氧基苯基)甲酮
• 英文名称: 2-hydroxy-4,4'-dimethoxybenzophenone
• 英文别名: 2-hydroxy-4-methoxy-4'-methoxybenzophenone；(2-hydroxy-4-methoxyphenyl)-(4-methoxyphenyl)methanone；(2-hydroxy-4-methoxyphenyl)(4-methoxyphenyl)methanone；2-hydroxy-4',4-dimethoxybenzophenone；2'-hydroxy-4,4'-dimethoxybenzophenone；2-hydroxy-4,4'-dimethoxy-benzophenone
• CAS: 6131-38-0
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: BDACRXKSBPLSJG-UHFFFAOYSA-N

物化性质

• 熔点：
  144°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-羟基-4-甲氧基苯基)-(4-甲氧基苯基)甲酮 在 盐酸羟胺 、 potassium acetate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 (2-Hydroxy-4-methoxy-phenyl)-(4-methoxy-phenyl)-methanone oxime
  参考文献：
  名称：

  Synthese von 4-Alkoxy-2-hydroxyphenylketoximen als Metallextraktions-Reagenzien

  摘要：

  The C-Acylation (Friedel-Crafts reaction) of resorcinol with aluminium chloride, the monoetherification in 4-position of the resulting 2,4-dihydroxyphenylketones, and the preparation of oximes (8, 9, 10, 11) from this ketones were investigated. The compounds obtained are characterized by elemental analysis, and the i.r., u.v. and H-1-n.m.r. spectra are discussed. Solubility data of some oximes are determined in water, octane and toluene. The extraction properties for copper-(II)-and iron-(III)-ions are measured by isotope methods in relation to the extragent structure, the extraction time and the pH-range.

  DOI：

  10.1002/prac.19923340313
• 作为产物：
  描述：

  4,4'-二甲氧基二苯甲酮 在 palladium diacetate 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 以70%的产率得到(2-羟基-4-甲氧基苯基)-(4-甲氧基苯基)甲酮
  参考文献：
  名称：

  Palladium-Catalyzed ortho-CH-Bond Oxygenation of Aromatic Ketones

  摘要：

  A palladium-catalyzed C-(sp2)-H bond oxygenation reaction is described. This protocol represents the first example of a C-H bond cleavage/C-O bond formation sequence, by employing a ketone moiety as the directing group. With this new catalytic method, a variety of ortho-acylphenols can be easily accessed from arylketones.

  DOI：

  10.1021/ol303088z

文献信息

• BeCl2 as a new highly selective reagent for dealkylation of aryl-methyl ethers
  作者：Hashem Sharghi、Fatemeh Tamaddon

  DOI：10.1016/0040-4020(96)00815-0

  日期：1996.10

  An efficient and simple method is introduced for the selective removal of methyl group from poly aryl-methyl ethers, in some important derivatives of benzophenones, xanthones, anthraquinones, aryl esters, benzamides and nitroanisoles with BeCl2.

  一个高效，简便的方法被引入用于由聚芳基-甲基醚的选择性除去甲基的，在二苯甲酮，呫吨酮，蒽醌类，芳基酯，苯甲酰胺和nitroanisoles与BECL一些重要的衍生物2。
• SUNSCREEN COMPOSITIONS
  申请人：L'OREAL

  公开号：US20040126336A1

  公开（公告）日：2004-07-01

  The present invention relates to improved sunscreen compositions, more preferably to improved sunscreen compositions containing at least one sunscreening agent (sunscreen) and a silicone-polyamide copolymer.

  本发明涉及改进的防晒霜组合物，更具体地涉及至少含有一种防晒剂（防晒剂）和一种硅-聚酰胺共聚物的改进防晒霜组合物。
• Preparation of 4-alkoxy-2-hydroxybenzophenone-5-sulfonic acids
  申请人：BASF Aktiengesellschaft

  公开号：US05072034A1

  公开（公告）日：1991-12-10

  4-alkoxy-2-hydroxybenzophenone-5-sulfonic acids of the general formula I ##STR1## where R.sup.1 is C.sub.1 -C.sub.20 -alkyl which is unsubstituted or substituted by halogen, cyanao, hydroxyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.2 -C.sub.20 -alkoxycarbonyl, acyloxy and/or phenyl which is unsubstituted or substituted by C.sub.1 -c.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, R.sup.2 and R.sup.3 independently of one another are each hydrogen, halogen, C.sub.1 -C.sub.12 -alkyl, C.sub.1 -C.sub.12 -alkoxy, C.sub.1 -C.sub.4 -haloalkyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.4 -C.sub.12 -cycloalkylalkyl, cyano, hydroxyl or hydroxyethyl or are each phenoxy, C.sub.7 -C.sub.10 -phenalkyl or phenyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy and/or halogen, and R.sup.4 is hydrogen or sulfo, are prepared by reacting a 4-alkoxy-2-hydroxybenzophenone of the general formula II ##STR2## with chlorosulfonic acid at from -20.degree. to +100.degree. C., by a novel and improved process in which the reaction is carried out in an aliphatic, cycloaliphatic and/or aromatic carboxylate as solvent.

  通用公式I的4-烷氧基-2-羟基苯基酮-5-磺酸的化合物，其中R.sup.1是未取代或取代的C.sub.1-C.sub.20-烷基，取代基包括卤素、氰基、羟基、C.sub.1-C.sub.20-烷氧基、C.sub.2-C.sub.20-烷氧羰基、酰氧基和/或苯基，苯基未取代或取代的基团包括C.sub.1-C.sub.4-烷基、C.sub.1-C.sub.4-烷氧基和/或卤素，R.sup.2和R.sup.3独立地为氢、卤素、C.sub.1-C.sub.12-烷基、C.sub.1-C.sub.12-烷氧基、C.sub.1-C.sub.4-卤代烷基、C.sub.3-C.sub.8-环烷基、C.sub.4-C.sub.12-环烷基烷基、氰基、羟基或羟乙基，或者为各自的苯氧基、C.sub.7-C.sub.10-苯基烷基或苯基，未取代或取代的基团包括C.sub.1-C.sub.4-烷基、C.sub.1-C.sub.4-烷氧基和/或卤素，R.sup.4为氢或磺酰基，通过将通用公式II的4-烷氧基-2-羟基苯基酮与氯磺酸在-20度至+100度C之间反应而制备，所述反应在脂肪族、环脂族和/或芳香族羧酸酯作为溶剂的新颖改进过程中进行。
• Synthesis of 3,4-Disubstituted Quinolin-2-(1<i>H</i>)-ones<i>via</i>Palladium-Catalyzed Decarboxylative Arylation Reactions
  作者：Amandine Carrër、Jean-Daniel Brion、Samir Messaoudi、Mouad Alami

  DOI：10.1002/adsc.201300299

  日期：2013.7.8

  The Pd‐catalyzed decarboxylative cross‐coupling reaction of 4‐substituted quinolin‐2(1H)‐one‐3‐carboxylic acids with (hetero)aryl halides is described. With palladium(II) bromide and triphenylarsine ligand as the catalyst system, a variety of 4‐substituted 3‐(hetero)aryl quinolin‐2(1 H)‐ones and related heterocycles, such as 4‐substituted 3‐arylcoumarins can be prepared in good to excellent yields

  描述了4-取代的喹啉2（1 H）-1-3-羧酸与（杂）芳基卤化物的Pd催化的脱羧交叉偶联反应。以溴化钯（II）和三苯ar基配体为催化剂体系，可以制备各种4-取代的3-（杂）芳基喹啉-2（1  H）-酮和相关杂环，例如4-取代的3-芳基香豆素产量高到极好。
• Directed Hydroxylation of sp² and sp³ C–H Bonds Using Stoichiometric Amounts of Cu and H₂O₂
  作者：Rachel Trammell、Lorenzo D’Amore、Alexandra Cordova、Pavel Polunin、Nan Xie、Maxime A. Siegler、Paola Belanzoni、Marcel Swart、Isaac Garcia-Bosch

  DOI：10.1021/acs.inorgchem.9b00901

  日期：2019.6.3

  protocol for the regioselective hydroxylation of sp2 and sp3 C–H bonds using a directing group, stoichiometric amounts of Cu and H2O2. A wide array of aromatic ketones and aldehydes are oxidized in the carbonyl γ-position with remarkable yields. We also expanded this methodology to hydroxylate the β-position of alkylic ketones. Spectroscopic characterization, kinetics, and density functional theory calculations

  与其他金属相比，将铜用于C–H键功能化的研究相对较少。在本文中，我们报告了使用导向基团，化学计量的Cu和H 2 O 2对sp 2和sp 3 C–H键的区域选择性羟基化的合成方案。各种各样的芳族酮和醛在羰基γ位被氧化，收率很高。我们还扩展了该方法以羟基化烷基酮的β-位。光谱表征，动力学和密度泛函理论计算都指向单核LCu II（OOH）物种的参与，该物种会氧化芳香族sp 2 通过协调的杂合O-O键裂解C-H键，并伴随对芳烃系统的亲电子攻击。