1-(m-tolyl)propan-1-ol | 32019-31-1

• 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: 1-(m-tolyl)propan-1-ol
• 英文别名: 1-(3-methylphenyl)propan-1-ol
• CAS: 32019-31-1
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: YMFDHKOYLATDND-UHFFFAOYSA-N

物化性质

• 沸点：
  116-118 °C(Press: 14 Torr)
• 密度：
  0.9811 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  1-(m-tolyl)propan-1-ol 在 三氯氧磷 作用下， 以 吡啶 为溶剂， 反应 2.0h， 生成 (E)-1-methyl-3-(prop-1-en-1-yl)benzene
  参考文献：
  名称：

  Mechanistic aspects of aminium salt-catalyzed Diels-Alder reactions: The substrate ionization step

  摘要：

  Substituent effects in the aminium salt catalyzed Diels-Alder reactions of 2,3-dimethyl-1,3-butadiene with a series of meta and para substituted beta-methylstyrenes are used to probe detailed mechanistic aspects of these reactions. Kinetic studies were carried out using two different aminium salt catalysts and also electrochemically, using anodic potentials corresponding to the oxidation potentials of the aminium salts. Substituent effects in the equilibrium oxidations of the styrene substrates to the corresponding cation radicals were also studied, via oxidation potential measurements. The results indicate rate determining one electron oxidation of the sytrenes to their cation radicals via an outer sphere electron transfer.

  DOI：

  10.1002/(sici)1099-1395(199608)9:8<529::aid-poc813>3.0.co;2-1
• 作为产物：
  描述：

  3'-甲基苯丙酮 在 甲醇 、 potassium hydrogencarbonate 、 C₂₅H₂₈ClN₈Ru⁽¹⁺⁾*CF₃O₃S^(1-) 作用下， 以 neat (no solvent) 为溶剂， 以88 %的产率得到1-(m-tolyl)propan-1-ol
  参考文献：
  名称：

  碱控 NHC-Ru 催化的甲醇转移氢化和酮的 α-甲基化/转移氢化

  摘要：

  在此，我们报道了NHC-Ru催化剂系统，该系统实现了酮与甲醇的化学选择性转化。通过简单地改变碱基，多种结构多样的酮可以选择性且有效地转化为相应的甲基化仲醇或仲醇。值得注意的是，该催化系统对于生物相关分子和氘代醇的合成以及甲基酮、伯醇和甲醇之间的三组分偶联非常有效。通过实验和DFT机理研究进一步揭示了反应机理。

  DOI：

  10.1016/j.cclet.2023.109323

文献信息

• ENZYME-CATALYZED ENANTIOSELECTIVE AZIRIDINATION OF OLEFINS
  申请人：California Institute of Technology

  公开号：US20160222423A1

  公开（公告）日：2016-08-04

  The present invention provides methods for catalyzing the conversion of an olefin to a compound containing one or more aziridine functional groups using heme enzymes. In certain aspects, the present invention provides a reaction mixture for producing an aziridination product, the reaction mixture comprising of an olefinic substrate, a nitrene precursor, and a heme enzyme. In other certain aspects, the present invention provides a method for producing an aziridination product comprising providing an olefinic substrate, a nitrene precursor, and a heme enzyme; and admixing the components in a reaction for a time sufficient to produce an aziridine product. In other aspects, the present invention provides heme enzymes including variants and fragments thereof that are capable of carrying out in vivo and in vitro olefin aziridination reactions. Expression vectors and host cells expressing the heme enzymes are also provided by the present invention.

  本发明提供了利用血红素酶催化烯烃转化为含有一个或多个氮杂环丙烷官能团的化合物的方法。在某些方面，本发明提供了用于生产氮杂环丙烷产物的反应混合物，该反应混合物包括烯烃底物、氮烯前体和血红素酶。在其他某些方面，本发明提供了一种生产氮杂环丙烷产物的方法，包括提供烯烃底物、氮烯前体和血红素酶；并将这些组分混合在反应中，以产生氮杂环丙烷产物所需的时间。在其他方面，本发明提供了包括能够在体内和体外进行烯烃氮杂环丙烷化反应的血红素酶及其变体和片段。本发明还提供了表达载体和表达血红素酶的宿主细胞。
• CAMPHOR-DERIVED COMPOUNDS, METHOD FOR MANUFACTURING THE SAME, AND APPLICATION THEREOF
  申请人：UANG Biing-Jiun

  公开号：US20120077976A1

  公开（公告）日：2012-03-29

  Camphor-derived compounds are disclosed, which are represented as the following formula (I): wherein R 1 , R 2 , R 3 , and R 4 each are defined as described in the specification. In addition, a method for manufacturing the camphor-derived compounds and application thereof are disclosed.

  揿脑素衍生化合物的结构如下式（I）所示： 其中R1、R2、R3和R4分别如规范中所述定义。此外，还公开了一种制造揿脑素衍生化合物和应用它们的方法。
• <i>N</i>,<i>N</i>′-Dioxide−Cu(OTf)₂ Complex Catalyzed Highly Enantioselective Amination Reaction of <i>N</i>-Acetyl Enamide
  作者：Lu Chang、Yulong Kuang、Bo Qin、Xin Zhou、Xiaohua Liu、Lili Lin、Xiaoming Feng

  DOI：10.1021/ol100540p

  日期：2010.5.21

  The N,N′-dioxide−Cu(OTf)2 complexes were applied in the asymmetric amination reaction of N-acetyl enamides with dialkyl azodicarboxylate, giving the corresponding products in good yields with high enantioselectivities (up to 91% ee). Precursors of vicinal diamine were readily obtained with excellent diastereoselectivities (>95:5) by NaBH4 reduction.

  将N，N'-二氧化物-Cu（OTf）2络合物应用于N-乙酰基酰胺与偶氮二羧酸二烷基酯的不对称胺化反应中，从而以高收率和高对映选择性（高达91％ee）得到相应的产物。通过NaBH 4还原可轻松获得具有优异的非对映选择性（> 95：5）的邻位二胺前体。
• [EN] INDAZOLONES AS MODULATORS OF TNF SIGNALING<br/>[FR] INDAZOLONES UTILISÉES EN TANT QUE MODULATEURS DE LA SIGNALISATION DU TNF
  申请人：ABBVIE INC

  公开号：WO2016168633A1

  公开（公告）日：2016-10-20

  The disclosure provides indazolone compounds, pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variables are defined herein. The compounds of the disclosure may be useful for treating immunological and oncological conditions.

  该披露提供了吲唑酮化合物、药用可接受的盐、前药、生物活性代谢物、立体异构体和同分异构体，其中变量在此处定义。该披露的化合物可能对治疗免疫和肿瘤疾病有用。
• A Versatile and One-Pot Strategy to Synthesize α-Amino Ketones from Benzylic Secondary Alcohols Using <i>N</i>-Bromosuccinimide
  作者：Somraj Guha、Venkatachalam Rajeshkumar、Surya Srinivas Kotha、Govindasamy Sekar

  DOI：10.1021/ol503683q

  日期：2015.2.6

  the first time to synthesize pharmaceutically important α-amino ketones from readily available benzylic secondary alcohols and amines using N-bromosuccinimide. This new reaction proceeds via three consecutive steps involving oxidation of alcohols, α-bromination of ketones, and nucleophilic substitution of α-bromo ketones to give α-amino ketones. Importantly, this novel one-pot greener reaction avoids

  首次开发了一种无金属的单锅策略，可以使用N-溴代琥珀酰亚胺从易于获得的苄基仲醇和胺中合成可药用的重要α-氨基酮。该新反应通过三个连续步骤进行，这些步骤包括醇的氧化，酮的α-溴化以及α-溴代酮的亲核取代以生成α-氨基酮。重要的是，这种新颖的一锅绿色反应避免了有毒和腐蚀性溴的直接使用。该方法已被有效地用于一步合成药物学上重要的安非拉酮和吡咯烷酮。