1,2-di-p-tolylpropan-1-one | 89037-30-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1,2-di-p-tolylpropan-1-one
• 英文别名: 1,2-bis(4-methylphenyl)propan-1-one；1,2-Di-p-tolyl-propan-1-on
• CAS: 89037-30-9
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: KMMLCPOBCVFTPQ-UHFFFAOYSA-N

物化性质

• 沸点：
  363.6±11.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溶剂黄146 、 sodium nitrite 作用下， 生成 1,2-di-p-tolylpropan-1-one
  参考文献：
  名称：

  McKenzie; Mills; Myles, Chemische Berichte, 1930, vol. 63, p. 904,910

  摘要：

  DOI：

文献信息

• Thianthrenation-Enabled α-Arylation of Carbonyl Compounds with Arenes
  作者：Xiao-Xue Nie、Yu-Hao Huang、Peng Wang

  DOI：10.1021/acs.orglett.0c02913

  日期：2020.10.2

  The Pd-catalyzed α-arylation of carbonyl compounds with simple arenes enabled by site-selective thianthrenation has been demonstrated. This one-pot process using thianthrenium salts as the traceless arylating reagents features mild conditions and a broad substrate scope. In addition, this protocol could also tolerate the heterocyclic carbonyl compounds and complex bioactive molecules, which is appealing

  已经证明了Pd催化的具有简单芳烃的羰基化合物的α-芳基化，可以通过位点选择性的thththrenation实现。使用th盐作为无痕芳基化试剂的一锅法工艺具有温和的条件和广泛的底物范围。另外，该方案还可以耐受杂环羰基化合物和复杂的生物活性分子，这对药物化学具有吸引力。
• N-Heterocyclic carbene-palladacyclic complexes: synthesis, characterization and their applications in the C-N coupling and α-arylation of ketones using aryl chlorides
  作者：Feng Liu、Yuan-Yuan Hu、Di Li、Quan Zhou、Jian-Mei Lu

  DOI：10.1016/j.tet.2018.07.052

  日期：2018.9

  a one-pot procedure under mild conditions. The structure of 3a was unambiguously confirmed by X-ray single crystal diffraction and it was an active catalyst in the Buchwald-Hartwig amination and α-arylation of ketones even at very low catalyst loadings (0.01 mol%).

  在温和条件下，通过一锅法成功地获得了N-杂环卡宾-四环复合物3。通过X射线单晶衍射明确证实了3a的结构，即使在极低的催化剂负载量（0.01摩尔％）下，它仍是Buchwald-Hartwig胺化和酮的α-芳基化反应中的活性催化剂。
• Fe(<scp>iii</scp>)-mediated isomerization of α,α-diarylallylic alcohols to ketones via radical 1,2-aryl migration
  作者：Ziyang Deng、Changwei Chen、Sunliang Cui

  DOI：10.1039/c6ra20007a

  日期：——

  An Fe(III)-mediated radical 1,2-aryl migration of α,α-diarylallylic alcohols for the isomerization to ketones is described. The Fe(acac)3–silane would convert the alkene to an alkyl radical and initiates a 1,2-aryl migration-oxidation process. Thus Fe(acac)3 serves as an olefin hydrogen atom transfer initiator and oxidant, while various allylic alcohols could isomerize to ketones in moderate to good

  描述了Fe（III）介导的α，α-二芳基烯丙基醇的自由基1,2-芳基迁移，可异构化为酮。Fe（acac）3-硅烷会将烯烃转化为烷基，并引发1,2-芳基迁移-氧化过程。因此，Fe（acac）3用作烯烃氢原子转移引发剂和氧化剂，而各种烯丙基醇则可以中等至良好的收率异构化为酮。
• Enantioselective α-Arylation of Ketones via a Novel Cu(I)–Bis(phosphine) Dioxide Catalytic System
  作者：Margarita Escudero-Casao、Giulia Licini、Manuel Orlandi

  DOI：10.1021/jacs.0c13236

  日期：2021.3.10

  A novel catalytic system based on copper(I) and chiral bis(phosphine) dioxides is described. This allows the arylation of silyl enol ethers to access enolizable α-arylated ketones in good yields and enantiomeric excess up to 95%. Noncyclic ketones are amenable substrates with this method, which complements other approaches based on palladium catalysis. Optimization of the ligand structure is accomplished

  描述了一种基于铜（I）和手性双（膦）二氧化物的新型催化体系。这使得硅基烯醇醚的芳基化能够以良好的产率和高达 95% 的对映体过量获得可烯醇化的 α-芳基化酮。非环酮是该方法的合适底物，它补充了基于钯催化的其他方法。配体结构的优化是通过相关分析驱动的合理设计来完成的。还评估了初步的机制假设，以确定手性双（膦）二氧化物的作用。
• Anodic oxidation triggered divergent 1,2- and 1,4-group transfer reactions of β-hydroxycarboxylic acids enabled by electrochemical regulation
  作者：Zhenxing Zhang、Lei Zhang、Xianhao Zhang、Jianxin Yang、Yunxing Yin、Yangye Jiang、Chengchu Zeng、Gang Lu、Yang Yang、Fanyang Mo

  DOI：10.1039/d0sc02386h

  日期：——

  We report a set of electrochemically regulated protocols for the divergent synthesis of ketones and β-keto esters from the same β-hydroxycarboxylic acid starting materials. Enabled by electrochemical control, the anodic oxidation of carboxylic acids proceeded in either a one-electron or a two-electron pathway, leading to a 1,4-aryl transfer or a semipinacol-type 1,2-group transfer product with excellent

  我们报告了一套由电化学调节的协议，用于从相同的β-羟基羧酸原料中合成酮和β-酮​​酸酯。通过电化学控制，羧酸的阳极氧化以单电子或双电子方式进行，从而导致1,4-芳基转移或半频哪醇型1,2-基团转移产物具有出色的化学选择性。1,4-芳基转移代表了碳-氧基转移通过根本机制。与先前报道的自由基基团转移反应相反，此1,4-基团转移过程的特征在于富电子芳基取代基的迁移。此外，利用这些化学选择性电化学氧化方案，可以以优异的产率合成多种酮和β-酮​​酯，包括具有难以接近的中等尺寸环的酮和β-酮​​酯。