1,1',2,3',4,4',5-(heptamethyldiphenyl)methane | 23946-68-1

• 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: 1,1',2,3',4,4',5-(heptamethyldiphenyl)methane
• 英文别名: 2,4,5,2',3',5',6'-heptamethyldiphenylmethane；2,2',3,4',5,5',6-heptamethyldiphenylmethane；2,3,5,6,2',4',5'-heptamethyldiphenylmethane；heptamethyldiphenylmethane；2,3,5,6,2',4',5'-Heptamethyl-diphenylmethan；2,4,5,2',3',5',6'-Heptamethyldiphenylmethan；1,2,4,5-Tetramethyl-3-[(2,4,5-trimethylphenyl)methyl]benzene
• CAS: 23946-68-1
• 化学式: C₂₀H₂₆
• 分子量: 266.426
• InChiKey: IONMHQZQJOPAKX-UHFFFAOYSA-N

物化性质

• 熔点：
  154-155 °C(Solv: ethanol (64-17-5))
• 沸点：
  391.2±37.0 °C(Predicted)
• 密度：
  0.942±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,2,4,5-四甲苯 在 邻四氯苯醌 作用下， 反应 24.0h， 以89%的产率得到1,1',2,3',4,4',5-(heptamethyldiphenyl)methane
  参考文献：
  名称：

  甲基取代苯与邻氯苯胺的氧化Friedel-Crafts反应制备二芳基甲烷

  摘要：

  摘要 邻氯苯醌与一些甲基取代苯在高温下反应是一种简单且选择性的制备二芳基甲烷的途径，无需事先制备苄基卤。

  DOI：

  10.1081/scc-120026326

文献信息

• Kinetics and mechanism of aromatic thallation. Identification and proof of competing electrophilic and electron-transfer pathways
  作者：W. Lau、J. K. Kochi

  DOI：10.1021/ja00335a039

  日期：1984.11

  Etude des reactions de divers polymethylbenzenes avec le tris-trifluoroacetate de thallium dans l'acide trifluoroacetique

  多甲基苯三氟乙酸盐三氟乙酸铊反应练习曲
• Novel and efficient oxidative biaryl coupling reaction of alkylarenes using a hypervalent iodine(III) reagent
  作者：Hirofumi Tohma、Minako Iwata、Tomohiro Maegawa、Yasuyuki Kita

  DOI：10.1016/s0040-4039(02)02150-0

  日期：2002.12

  First facile and efficient oxidative coupling reaction of alkylarenes leading to alkylbiaryls using a combination of hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA), and BF3·Et2O has been developed.

  已经开发出了使用高价碘（III）试剂，苯基碘（III）双（三氟乙酸盐）（PIFA）和BF 3 ·Et 2 O的组合，首先容易，有效地进行烷基芳烃的氧化偶联反应，生成烷基联芳基的方法。
• Reactions of lead(IV). Part XXVIII. Oxidative coupling of methylsubstituted benzenoid compounds: formation of biaryls and diarylmethanes in trifluoroacetic acid
  作者：Richard O. C. Norman、C. Barry Thomas、John S. Willson

  DOI：10.1039/p19730000325

  日期：——

  Methyl-substituted benzenes are oxidised readily at low temperatures by lead tetra-acetate in the presence of trifluoroacetic acid; the products are mainly biaryls and diarylmethanes, in proportions which vary markedly with the structure of the aromatic compound. Evidence has been adduced that the first step is the formation of an aromatic radical cation. This undergoes competitive reactions; it can

  甲基取代的苯在三氟乙酸的存在下，在低温下容易被四乙酸铅氧化。产物主要是联芳基和二芳基甲烷，其比例随芳族化合物的结构而显着变化。已经有证据表明第一步是形成芳族自由基阳离子。这经历了竞争反应；它可以与另一个芳族分子反应，最终得到联芳基，在这方面，它表现为亲电子基团而不是阳离子，或者可以进一步氧化生成苄基阳离子，由此衍生出二芳基甲烷。
• Thermal and Photochemical Nitration of Aromatic Hydrocarbons with Nitrogen Dioxide
  作者：E. Bosch、J. K. Kochi

  DOI：10.1021/jo00091a018

  日期：1994.6

  Aromatic hydrocarbons (ArH) are readily nitrated by nitrogen dioxide (NO2) in dichloromethane at room temperature and below (in the dark). The red colors, transiently observed, arise from the metastable precursor complex [ArH, NO+]NO3-, which is formed in the prior disproportionation of nitrogen dioxide induced by the aromatic donor (eq 7). The deliberate irradiation of the diagnostic (red) charge-transfer absorption band (h nu(CT)) of [ArH, NO+] NO3- at low temperatures results directly in aromatic nitration, even at -78 degrees C, where the thermal nitration is too slow to compete. The mechanism of the photochemical (charge-transfer) nitration is established by time-resolved laser spectroscopy to proceed via the aromatic cation radical (ArH.+) formed spontaneously upon the charge-transfer excitation of [ArH, NO+]NO3- in Scheme 1. The related thermal activation of [ArH, NO+]NO3- derives from the adiabatic electron transfer that produces the same radical pair [ArH.+ NO.] as the reactive intermediate in Scheme 3. The close relationship between the thermal/photochemical nitrations with nitrogen dioxide and those conventionally carried out with nitric acid (in the presence of nitrous acid) is delineated by Scheme 4.
• Makhon'kov, D. I.; Cheprakov, A. V.; Rodkin, M. A., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 2, p. 211 - 217
  作者：Makhon'kov, D. I.、Cheprakov, A. V.、Rodkin, M. A.、Beletskaya, I. P.

  DOI：——

  日期：——