1-(4-甲基苯氧基)-2-丙酮 | 6698-70-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1-(4-甲基苯氧基)-2-丙酮
• 英文名称: (4-methylphenoxy)propan-2-one
• 英文别名: p-Tolyloxy-aceton；2-Propanone, 1-(4-methylphenoxy)-；1-(4-methylphenoxy)propan-2-one
• CAS: 6698-70-0
• 化学式: C₁₀H₁₂O₂
• mdl: MFCD06659694
• 分子量: 164.204
• InChiKey: AXBFJBYBUMAYDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914509090

反应信息

• 作为反应物：
  描述：

  1-(4-甲基苯氧基)-2-丙酮 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 、 苯 为溶剂， 反应 25.0h， 生成 7-methyl-2a-methyl-8b-(phenylsulfanyl)-1,2a,3,8b-tetrahydro-2H-cyclobuta[c]chromene
  参考文献：
  名称：

  Synthesis of New Heterocycles through a Cation-Driven Tandem Ring-Enlargement−Annulation Reaction

  摘要：

  [GRAPHICS]The thionium ion, generated through a cyclopropylcarbinyl-cyclobutyl ring expansion, is, for the first time, intramolecularly intercepted by activated aromatic rings to generate new versatile 2a-methyl-8b-(phenylsulfanyl-1,2a,3,8b-tetrahydro-2H-cyclobuta[c]chromenes.

  DOI：

  10.1021/ol026199x
• 作为产物：
  描述：

  (2'-methylallyl)(4-methyl-phenyl)aether 在 氯仿 、 臭氧 作用下， 生成 1-(4-甲基苯氧基)-2-丙酮
  参考文献：
  名称：

  THE PROPERTIES OF SOME PHENOXYACETONES

  摘要：

  DOI：

  10.1021/jo01197a006

文献信息

• Photolysis of aryloxyacetones
  作者：M. K. M. Dirania、J. Hill

  DOI：10.1039/j39680001311

  日期：——

  On irradiation in methanol, aryloxyacetones gave 2-methylbenzofurans and the phenol formed by fission of the ArO–CH2 bond. meta-Substituted aryloxyacetones also formed dimethyl acetals by a photoreaction. Chloro-,bromo-, and nitro-substituents retarded or prevented the photoreaction. When p-methoxyphenoxyacetone was irradiated, the intermediate leading to a benzofuran was isolated and shown to be the product of ortho-rearrangement.

  在甲醇中辐照芳氧基乙酮时，会产生2-甲基苯并呋喃以及通过ArO-CH2键断裂形成的苯酚。间位取代的芳氧基乙酮还会通过光反应生成二甲氧基乙缩醛。氯代、溴代和硝基取代基会延缓或阻止光反应的进行。当使用对甲氧基苯氧基乙酮进行辐照时，生成苯并呋喃的中间体被分离出来，并被证实是邻位重排的产物。
• Wacker oxidation of terminal olefins in a mixture of [bmim][BF4] and water
  作者：I.A. Ansari、Sipak Joyasawal、Manoj K. Gupta、J.S. Yadav、R. Gree

  DOI：10.1016/j.tetlet.2005.09.013

  日期：2005.10

  simple and efficient PdCl2/CuCl catalyzed oxidation of alkenes has been successfully developed using a mixture of water and the ionic liquid [bmim][BF4] as solvent. Starting from various types of terminal olefins, the corresponding ketones have been prepared under mild reaction conditions and obtained in good to excellent yields after a simple extraction with diethyl ether. Furthermore, it was possible to

  使用水和离子液体[bmim] [BF 4 ]的混合物作为溶剂，已经成功开发了一种简单有效的PdCl 2 / CuCl催化的烯烃氧化方法。由各种类型的末端烯烃开始，已在温和的反应条件下制备了相应的酮，并在用二乙醚简单萃取后以良好或优异的收率得到了相应的酮。此外，可以回收和再利用离子液体和催化体系。
• [EN] NOVEL PYRIDINONE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLUR2-RECEPTORS<br/>[FR] NOUVEAUX DERIVES DE PYRIDINONE ET LEUR UTILISATION EN TANT QUE MODULATEURS ALLOSTERIQUES POSITIFS DES RECEPTEURS MGLUR2
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2006030032A1

  公开（公告）日：2006-03-23

  The present invention relates to novel compounds, in particular novel pyridinone derivat ives according to Formula (I) X R1 N Y (I) R2 R3 wherein all radicals are defined in the application. The compounds according to the invention are positive allosteric modulators of metabotropic receptors - subt ype 2 ('mGluR2') which are useful for the treatment or prevention of neurological and psychiatric disorders associated with glutamate dysfunction and diseases in which the mGluR2 subtype of metabotropic receptors is involved. In particular, such diseases are central nervous system disorders selected from the group of anxiety, schizophrenia, migraine, depression, and epilepsy. The invention is also directed to pharmaceutical compositions and processes to prepare such compounds and compositions, as well as to the use of such compounds for the prevention and treatment of such diseases in which mGluR2 is involved.

  本发明涉及新化合物，特别是根据式（I）X R1 N Y（I）R2 R3定义的新吡啶酮衍生物。根据本发明的化合物是代谢型受体-亚型2（'mGluR2'）的阳性变构调节剂，对于治疗或预防与谷氨酸功能障碍相关的神经和精神障碍以及涉及代谢型受体的mGluR2亚型的疾病具有用处。特别是，这些疾病是从焦虑、精神分裂症、偏头痛、抑郁症和癫痫等中枢神经系统障碍组中选择的。该发明还涉及制备此类化合物和组合物的药物组合物和过程，以及利用这类化合物预防和治疗涉及mGluR2的这类疾病。
• Selective Cross-Dehydrogenative C(sp³)–H Arylation with Arenes
  作者：Hong-Yan Hao、Yang-Jie Mao、Zhen-Yuan Xu、Shao-Jie Lou、Dan-Qian Xu

  DOI：10.1021/acs.orglett.0c00588

  日期：2020.3.20

  Selective C(sp3)-C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)-H and C(sp2)-H bonds represents an attractive alternative toward new C(sp3)-C(sp2) bonds. Herein, we establish a selective inter- and intramolecular C(sp3)-H arylation of alcohols with nondirected arenes

  选择性的C（sp3）-C（sp2）键结构是化学合成中的主要关注点。尽管经典的交叉偶联反应成功，但惰性C（sp3）-H和C（sp2）-H键之间的交叉脱氢偶联代表了对新C（sp3）-C（sp2）键的有吸引力的替代选择。在本文中，我们建立了醇与非定向芳烃的选择性分子间和分子内C（sp3）-H芳基化反应，从而提供了访问广泛的β-芳基化醇的一般途径，包括四氢萘-2-醇和苯并吡喃-3-具有高至优异的化学和区域选择性的醇。
• Effects of molecular modification on hypocholesteremic activity of 1,3-bis(substituted phenoxy)-2-propanones and related derivatives
  作者：Steven D. Wyrick、C. Piantadosi

  DOI：10.1021/jm00202a014

  日期：1978.4

  A series of 1,3-bis(substituted phenoxy)-2-propanones, long-chain ketones, and related derivatives has been synthesized, and it has been found that certain analogues produce significant lowering of serum cholesterol levels in Sprague-Dawley rats. These compounds possess no estrogenic properties and are nontoxic at 10 mg/kg/day. Physical studies on these compounds include an attempt to correlate hypocholesteremic

  已经合成了一系列的1，3-双（取代的苯氧基）-2-丙烷，长链酮和相关的衍生物，并且已经发现某些类似物在Sprague-Dawley大鼠中产生血清胆固醇水平的显着降低。这些化合物不具有雌激素特性，在10 mg / kg / day时无毒。对这些化合物的物理研究包括尝试将降胆固醇活性与化合物的亲脂性，电子和空间位阻联系起来。测量某些衍生物的1-辛醇-H2O分配系数，并计算取代基的pi常数。芳香族取代基的哈米特σ常数从文献中获得。