3,4-dimethylphenyl benzoate | 3845-63-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3,4-dimethylphenyl benzoate
• 英文别名: benzoic acid-(3,4-dimethyl-phenyl ester)；Benzoesaeure-(3,4-dimethyl-phenylester)；Benzoesaeure-<3.4-dimethyl-phenylester>；(3,4-dimethylphenyl) benzoate
• CAS: 3845-63-4
• 化学式: C₁₅H₁₄O₂
• 分子量: 226.275
• InChiKey: NRZNGWLWIRTEOH-UHFFFAOYSA-N

物化性质

• 熔点：
  55-57 °C
• 沸点：
  322.1±11.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2916310090

反应信息

• 作为反应物：
  描述：

  3,4-dimethylphenyl benzoate 在 palladium on activated charcoal sodium hydroxide 、 硫酸 、 氢气 、 硝酸 、 三乙酰氧基硼氢化钠 作用下， 以 甲醇 、 乙醇 、 1,2-二氯乙烷 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 128.33h， 生成 2-[benzyl-(2-hydroxycyclohexyl)amino]-4,5-dimethylphenol
  参考文献：
  名称：

  The Synthesis of Reduced Phenoxazines as Potential Chain-Breaking Antioxidants

  摘要：

  我们研究了以吩噁嗪为基础的潜在断链抗氧化剂的合成途径，并利用三忍反应形成噁嗪环，从反式-2-[N-(2-羟基苯基)-氨基]环己醇合成了 1,2,3,4,4a,10a-六氢-10H-吩噁嗪。

  DOI：

  10.1055/s-1997-1290
• 作为产物：
  描述：

  3,4-二甲基苯酚 生成 3,4-dimethylphenyl benzoate
  参考文献：
  名称：

  Behal; Choay, Bulletin de la Societe Chimique de France, 1894, vol. <3> 11, p. 603

  摘要：

  DOI：

文献信息

• Metal-free synthesis of aryl esters by coupling aryl carboxylic acids and aryl boronic acids
  作者：Jayaraman Sembian Ruso、Nagappan Rajendiran、Rajendran Senthil Kumaran

  DOI：10.1016/j.tetlet.2014.02.079

  日期：2014.4

  A facile synthesis of aryl esters is developed by coupling aryl carboxylic acids and aryl boronic acids in the presence of PhI(OAc)2 and carbonyl diimidazole. A wide range of functional groups were tolerant to the metal-free reaction condition that led to the desired products in good yields.

  通过在PhI（OAc）2和羰基二咪唑存在下偶联芳基羧酸和芳基硼酸，可以轻松合成芳基酯。宽泛的官能团可耐受无金属的反应条件，从而可以高收率得到所需的产物。
• Palladium-Catalyzed Oxidative Carbonylation of Aryl Hydrazines with CO and O₂ at Atmospheric Pressure
  作者：Yongliang Tu、Lin Yuan、Tao Wang、Changliu Wang、Jiamei Ke、Junfeng Zhao

  DOI：10.1021/acs.joc.7b00499

  日期：2017.5.5

  Palladium-catalyzed aerobic oxidative aminocarbonylation and alkoxycarbonylation reactions with aryl hydrazines as coupling partners have been developed. The oxidative carbonylation of aryl hydrazines proceeded smoothly at atmospheric pressure CO, employing molecular oxygen as the terminal oxidant. The only byproducts were nitrogen gas and water for both reactions. Notably, no double carbonylation

  已经开发了以芳基肼为偶合伙伴的钯催化的需氧氧化氨基羰基化和烷氧基羰基化反应。芳基肼的氧化羰基化反应在大气压CO下顺利进行，采用分子氧作为末端氧化剂。两种反应唯一的副产物是氮气和水。值得注意的是，未检测到双羰基化。此外，通常在常规Pd催化的羰基化反应中具有反应性的芳基-卤素键保持完整。
• Regioselectivity of Complexations of Substituted Phenyl Benzoates and Phenyl Phenylacetates with Cr(CO)6
  作者：Pavol Hrnčiar、Peter Černák、Vladimír Gajda、Štefan Toma

  DOI：10.1135/cccc19942095

  日期：——

  Selectivity of complexation of substituted phenyl benzoates is very low. In most cases, comparable yields of both regioisomeric complexes are isolated. Exception is 4-chlorophenyl ester, where benzoic acid moiety is complexed nearly exclusively. Very high regioselectivity of complexation was observed with substituted phenyl phenylacetates. The substituent of substituted phenols has not any effect on the complexation, and only phenylacetic acid moiety is complexed. This observation supports the recently proposed mechanism of the catalytic activity of the esters at arene complexation.

  取代苯基苯甲酸酯的络合选择性非常低。在大多数情况下，两种异构体络合物的收率相当。例外情况是4-氯苯酯，其中苯甲酸部分几乎完全被络合。取代苯基苯乙酸酯的络合具有非常高的位置选择性。取代酚的取代基对络合没有任何影响，只有苯乙酸部分被络合。这一观察结果支持了最近提出的酯在芳烃络合催化活性机制。
• Synthesis of Vicinal 2,3-Dialkyl-6-hydroxybenzophenones by Titanium Tetrachloride Catalyzed Fries Rearrangement of 3,4-Dialkylphenyl Benzoates
  作者：Robert Martin、Pierre Demerseman

  DOI：10.1055/s-1992-26211

  日期：——

  The titanium(IV) chloride-mediated Fries rearrangement of 3,4-dialkylphenyl benzoates 1 yields mainly 4,5-dialkyl-2-hydroxybenzophenones 2 in high yield. We describe here a new access to the unknown vicinal 2,3-dialkyl-6-hydroxybenzophenones 3, which is based on the protection of the most reactive position of 1 by bromination.

  钛（IV）氯化物介导的Fries重排反应使3,4-二烷基苯基苯甲酸酯1主要产生高产率的4,5-二烷基-2-羟基苯基酮2。我们在这里描述了一种通向未知的邻位2,3-二烷基-6-羟基苯基酮3的新方法，该方法基于通过溴化保护1中最活泼位置。
• Visible-Light-Triggered Direct Benzoyloxy­lation of Electron-Rich Arenes at Room Temperature without Chelation Assistance
  作者：Honghua Rao、Ping Wang、Chao-Jun Li

  DOI：10.1002/ejoc.201201093

  日期：2012.10.18

  A RuII photocatalytic method was developed for the direct mono-benzoyloxylation of electron-rich aromatic and heteroaromatic systems even with an excess amount of benzoyl peroxide. The reaction was conducted at room temperature under visible light. The direct ArC–H benzoyloxylations occur without the assistance of any directing groups and can also tolerate various functional groups that have already

  开发了一种 RuII 光催化方法，即使在过氧化苯甲酰过量的情况下，也可以直接将富电子芳香族和杂芳香族体系单苯甲酰氧基化。反应在室温下可见光下进行。直接的 ArC-H 苯甲酰氧基化无需任何导向基团的帮助，并且还可以耐受已经在过渡金属催化中表现出不同反应性的各种官能团。