| 155382-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 155382-71-1
• 化学式: C₇₄H₂₀O₈
• 分子量: 1036.97
• InChiKey: ZKKFVFVJDJYMNT-UHFFFAOYSA-N

物化性质

• 密度：
  2.42±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.05
• 重原子数：
  82.0
• 可旋转键数：
  8.0
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  105.2
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  在 三乙烯二胺 作用下， 以 甲苯 为溶剂， 生成 C₇₄H₂₀O₈^(1-)
  参考文献：
  名称：

  Redox and Excitation Studies with C60-Substituted Malonic Acid Diethyl Esters

  摘要：

  Flash photolytic formation of excited triplet states, their consecutive reductive quenching with diazabicyclooctane (DABCO), and pulse radiolytic formation of pi-radical anions of various Cao-derivatives have been recorded. The fullerenes were functionalized via single, double, and triple cyclopropylation of C-60 with bromomalonic acid diethyl ester. Flash photolytic irradiation at 308 nm of these C-60 derivatives in toluene solution yielded triplet excited states which exhibited a strong blue shift of lambda(max) by nearly 100 nm as compared to plain C-3(60). This is rationalized in terms of a gradual destruction of the fullerene's pi-system with an increasing number of bis(ethoxycarbonyl)methylene groups. The blue shift coincides with a significant slow down for the rate of reductive quenching of the excited triplet states by DABCO, i.e., 1.3 x 10(6) M(-1) s(-1) vs 2.5 x 10(9) M(-1) s(-1) for the quenching of equatorial-(C-3(60))[C(COOEt)(2)](3) and C-3(60), respectively. The radical-induced reduction of functionalized C-60 has been studied in a toluene/acetone/2-propanol mixture by means of time-resolved pulse radiolysis with measurements being conducted in the characteristic near-IR region. An almost linear dependence is obtained between the energy of the most significant IR-pi-radical anion band versus the number of bis(ethoxycarbonyl)methylene groups at the fullerene core, with the respective lambda(max) ranging from 1080 nm for C-60(.-) to 1015 nm for equatorial-(C-60(.-))[C(COOEt)(2)](3). A corresponding trend emerges from cyclic voltammetry measurements on the redox potential in toluene/2-propanol. They show a difference of 330 mV between the formation of C-60(.-) (E(1/2) = -0.55 V vs SCE) and the first reduction of equatorial-C-60-[C(COOEt)(2)](3) (E(1/2) = -0.86 V vs SCE). It appears that all these physicochemical parameters very sensitively reflect the site and degree of functionalization of C-60.

  DOI：

  10.1021/j100023a013
• 作为产物：
  描述：

  乙醇 、 C₇₇H₂₂O₁₀ 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以83%的产率得到
  参考文献：
  名称：

  Nierengarten, Jean-Francois; Gramlich, Volker; Cardullo, Francesca, Angewandte Chemie, 1996, vol. 108, # 18, p. 2242 - 2244

  摘要：

  DOI：

文献信息

• 2,6-Dimethoxyanthracene — a directing group for regioselective bisaddition to C60
  作者：Stephen R. Wilson、Qing Lu

  DOI：10.1016/0040-4039(95)01111-t

  日期：1995.8
• Hirsch, Andreas; Lamparth, Iris; Karfunkel, Heinrich R., Angewandte Chemie, 1994, vol. 106, # 4, p. 453 - 455
  作者：Hirsch, Andreas、Lamparth, Iris、Karfunkel, Heinrich R.

  DOI：——

  日期：——
• Absolute Stereochemistry of Chiral C 60 Fullerene Bis-Adducts
  作者：Kazuhiro Yoshida、Shuichi Osawa、Kenji Monde、Masataka Watanabe、Nobuyuki Harada

  DOI：10.1080/10242430210704

  日期：2002.1

  To determine the absolute configuration of chiral fullerene bis-adducts, we have studied the double Bingel reaction of C-60 with chiral tether (2S,3S)-(-)-9 derived from (R,R)-(+)-tartaric acid, and have succeeded in isolating two possible chiral bis-adducts 10a (5%) and 10b (2%) in addition to the C-s-symmetrically added derivative 10c (40%). The CD spectra of chiral bis-adducts [CD(+)281]-10a and [CD(-)281]-10b show very intense Cotton effects, which are almost of mirror image, indicating that their chiral C-60 pi-electron systems are enantiomeric each other. The H-1 and C-13 NMR spectra of 10a and 10b indicate that they have C-2-symmetrical structures, and the vicinal coupling constants between two equivalent protons H-2 and H-2' were determined as 1.2 Hz for 10a and 1.8 Hz for 10b, respectively by the 13 C satellite band method. From the conformational analyses, the absolute configurations of these chiral C60 fullerene bis-adducts were unambiguously determined as [CD(+)281]-(S,S,C-f)-10a and [CD(-)281]-(S,S,(f)A)-10b, respectively.