2,3,4,6-tetramethylbenzaldehyde | 5780-08-5

• 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: 2,3,4,6-tetramethylbenzaldehyde
• 英文别名: 2,3,4,6-tetramethyl-benzaldehyde；2,3,4,6-Tetramethyl-benzaldehyd；2.3.4.6-Tetramethyl-benzaldehyd
• CAS: 5780-08-5
• 化学式: C₁₁H₁₄O
• 分子量: 162.232
• InChiKey: DTOFEMYKPRSKBB-UHFFFAOYSA-N

物化性质

• 熔点：
  22-25 °C
• 沸点：
  136 °C(Press: 10 Torr)
• 密度：
  0.976±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3,4,6-tetramethylbenzaldehyde 在 盐酸 、 乙醚 、 苯 作用下， 生成 bis(2,3,4,5,6-tetramethylphenyl)methyl chloride
  参考文献：
  名称：

  Galenkamp; Faber, Recueil des Travaux Chimiques des Pays-Bas, 1958, vol. 77, p. 850,852

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2,3,5-四甲基苯 在 zinc(II) cyanide 、 盐酸 、 苯 作用下， 生成 2,3,4,6-tetramethylbenzaldehyde
  参考文献：
  名称：

  Simplified Model for the Operation of Chilled Water Cooling Coils Under Nonnominal Conditions

  摘要：

  This study presents a cooling coil model for calculating energy consumption in air-conditioned buildings that has a minimal number of inputs. The model accurately determines the cooling energy rate and dehumidification energy rate tinder nonnominal conditions, and takes into account operation tinder variable air and water flows. In this manner, the model enhances the simplified ASHRAE Toolkit model without requiring more input data. The main assumptions are justified considering the common existing configurations of cooling coils in the air-conditioning industry. The parameters of the model are identified from only one nominal rating point. The model has been validated on a VAV facility with an average deviation of 5% for total energy rate. Errors are mainly due to the assumption that the coil is either completely wet or dry even if the surface is partially wet.

  DOI：

  10.1080/10789669.2002.10391433

文献信息

• The Baeyer-Villiger Oxidation of Aromatic Aldehydes and Ketones with Hydrogen Peroxide Catalyzed by Selenium Compounds. A Convenient Method for the Preparation of Phenols
  作者：Ludwik Syper

  DOI：10.1055/s-1989-27183

  日期：——

  A series of organoselenium compounds was investigated as activators of hydrogen peroxide in the Baeyer-Villiger oxidation. As a result, a convenient and cheap method for transformation of aromatic aldehydes, having polycondensed ring systems or electron-donating substituents, and polymethoxy derivatives of acetophenone, into phenols was elaborated. This method utilizes hydrogen peroxide activated by areneseleninic acids, as oxidizing agent.

  一系列有机硒化合物被研究作为过氧化氢在拜耳-维利格氧化反应中的活化剂。结果发现，这是一种方便且经济的转化具有聚合环系或供电子取代基的芳香醛、乙酰苯的多甲氧基衍生物为酚类的方法。该方法使用由芳硒酸活化的过氧化氢作为氧化剂。
• A Convenient Synthesis of Tri- and Tetramethylbenzaldehydes from Readily Available Phenols
  作者：Tom Sheppard、Persis Dhankher

  DOI：10.1055/s-0033-1340302

  日期：——

  This letter describes a convenient synthesis of the six isomeric tri- and tetramethylbenzaldehydes, which are not readily available from major chemical suppliers. Formylation of readily available phenols via electrophilic aromatic substitution provides compounds containing the correct aromatic substitution pattern. ­Suzuki cross-coupling of the corresponding trifluoromethanesulfonates with methylboronic

  这封信描述了六种异构三甲基苯甲醛和四甲基苯甲醛的便捷合成方法，这些异构体不易从主要化学品供应商处获得。通过亲电芳族取代对容易获得的酚类进行甲酰化提供包含正确芳族取代模式的化合物。相应的三氟甲磺酸盐与甲基硼酸的 Suzuki 交叉偶联然后提供作为单一异构体的苯甲醛。
• Process for preparing a methyl-substituted benzaldehyde
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04195040A1

  公开（公告）日：1980-03-25

  Process for formylating an alkyl-substituted benzene using carbon monoxide and hydrogen chloride, in the presence of aluminum chloride catalyst, in a reaction mixture which includes chlorobenzene as a solvent, and process for oxidizing an alkyl-substituted benzaldehyde using oxygen, in the presence of an autoxidation initiator, in a reaction mixture which includes cyclohexanone as a reductant.

  使用一氧化碳和氯化氢，在铝氯催化剂的存在下，通过在包括氯苯作为溶剂的反应混合物中，对烷基取代苯甲醛进行甲酰化的过程，以及在包括环己酮作为还原剂的反应混合物中，在自氧化引发剂的存在下，对烷基取代苯甲醛进行氧化的过程。
• A new redox system: Trichloromethylarene — pyridine base. On the mechanism of the synthesis of N-(4-pyridyl)pyridinium dichloride
  作者：Leonid I. Belen'kii、Igor S. Poddubnyi、Mikhail M. Krayushkin

  DOI：10.1016/0040-4039(95)00943-7

  日期：1995.7

  A redox reaction of trichloromethylarenes with pyridines results in respective N-(α-chloroarylmethyl)-substituted pyridinium chlorides which give on hydrolysis aromatic aldehydes and 4-chloropyridines or 1,4′-bipyridinium salts.

  三氯甲基芳烃与吡啶的氧化还原反应产生相应的N-（α-氯芳基甲基）-取代的吡啶鎓氯化物，其水解产生芳族醛和4-氯吡啶或1,4'-联吡啶鎓盐。
• Preparation For Initiating Radical Reactions
  申请人：Weinmaier Josef Helmut

  公开号：US20110272628A1

  公开（公告）日：2011-11-10

  A preparation, comprising a mixture of dibenzoyl peroxides where the mixture of dibenzoyl peroxides contains 50 to 99.7 mole % of a symmetric dibenzoyl peroxide and 0.3 to 50 mole % asymmetric dibenzoyl peroxides, shows a reduced decomposition temperature of the peroxides compared to the symmetric dibenzoyl peroxide and is suitable for hot cross-linking silicone rubber. The preparation can be produced by reacting a mixture containing a first benzoyl chloride and a second benzoyl chloride that is different therefrom with hydrogen peroxide, wherein the mixture of benzoyl chlorides contains 70 to 99.7 mole % of the first benzoyl chloride and 0.3 to 30 mole % of the second benzoyl chloride.

  一种制备物，包括二苯甲酰过氧化物的混合物，其中二苯甲酰过氧化物的混合物含有50至99.7摩尔％的对称二苯甲酰过氧化物和0.3至50摩尔％的非对称二苯甲酰过氧化物，相比于对称二苯甲酰过氧化物具有降低的过氧化物分解温度，并适用于热交联硅橡胶。该制备物可以通过将含有第一苯甲酰氯和与其不同的第二苯甲酰氯的混合物与过氧化氢反应来制备，其中苯甲酰氯的混合物含有70至99.7摩尔％的第一苯甲酰氯和0.3至30摩尔％的第二苯甲酰氯。