萘,2,3-二丙基- | 1680-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 萘,2,3-二丙基-
• 英文名称: 2,3-dipropylnaphthalene
• 英文别名: 2,3-dipropylnapthalene；Pr2C10H6；Naphthalene, 2,3-dipropyl-
• CAS: 1680-57-5
• 化学式: C₁₆H₂₀
• 分子量: 212.335
• InChiKey: IHSMYTOJDCJJJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  、 N-环己基马来酰亚胺 、 萘,2,3-二丙基- 以 D₂O 为溶剂， 生成 [(Pd((CH3)2NCH2CH2N(CH3)2))6(C3N3(C5H4N)3)4](NO3)12*C10H6Pr2*N-cyclohexylmaleimide
  参考文献：
  名称：

  Murase, Takashi; Horiuchi, Shinnosuke; Fujita, Makoto, Journal of the American Chemical Society, 2010, vol. 132, p. 2866 - 2867

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-萘基二缩醛 在 氢气 、 sodium hexamethyldisilazane 作用下， 生成 萘,2,3-二丙基-
  参考文献：
  名称：

  伯格曼环芳化反应的光化学类似物

  摘要：

  烯二炔类似物的辐照产生热伯格曼重排预期的环化产物。

  DOI：

  10.1016/0040-4039(94)88250-9

文献信息

• Lewis Acid-Catalyzed Benzannulation via Unprecedented [4+2] Cycloaddition of <i>o</i>-Alkynyl(oxo)benzenes and Enynals with Alkynes
  作者：Naoki Asao、Tsutomu Nogami、Sunyoung Lee、Yoshinori Yamamoto

  DOI：10.1021/ja036927r

  日期：2003.9.1

  Cu(OTf)(2) and 1 equiv of a Brønsted acid, such as CF(2)HCO(2)H, in (CH(2)Cl)(2) at 100 degrees C, the decarbonylated naphthalene products 5 were obtained in high yields. Similarly, the Cu(OTf)(2)-H(2)O-promoted reaction of the enynals 7 with an alkyne 2 afforded the corresponding [4+2] benzannulation products, decarbonylated benzene derivatives 8, in good yields. Both AuX(3)- and Cu(OTf)(2)-catalyzed

  邻炔基（氧代）苯 1 与炔烃 2 在催化量的 AuCl（3）的存在下（CH（2）Cl）（2）在 80°C 下反应得到 [4+2] 苯并环化产物, 萘基酮衍生物 3 和 4，收率高。当使用 AuBr(3) 代替 AuCl(3) 进行反应时，反应速度加快，化学收率增加。另一方面，当反应在催化量的 Cu(OTf)(2) 和 1 当量的布朗斯台德酸（如 CF(2)HCO(2)H）的存在下进行时，在 (CH( 2)Cl)(2) 在 100 摄氏度，脱羰萘产物 5 以高产率获得。类似地，Cu(OTf)(2)-H(2)O 促进烯醛 7 与炔烃 2 的反应以良好的产率提供相应的 [4+2] 苯并环化产物，即脱羰苯衍生物 8。
• ZnCl2-catalyzed [4 + 2] benzannulation of 2-ethynylbenzaldehydes with alkynes: Selective synthesis of naphthalene derivatives
  作者：Xiao-Li Fang、Ri-Yuan Tang、Xing-Guo Zhang、Ping Zhong、Chen-Liang Deng、Jin-Heng Li

  DOI：10.1016/j.jorganchem.2010.09.062

  日期：2011.1

  Zn-catalyzed [4 + 2] benzannulation of 2-ethynylbenzaldehydes with alkynes is described for the selective synthesis of naphthalene derivatives. In the presence of ZnCl2, a variety of 2-ethynylbenzaldehydes underwent the [4 + 2] benzannulation reactions with alkynes to selectively afford the corresponding naphthalene derivatives in moderate to good yields.

  Zn催化的2-乙炔基苯甲醛与炔烃的[4 + 2]苯环烷基化反应用于萘衍生物的选择性合成。在存在ZnCl 2的情况下，各种2-乙炔基苯甲醛与炔烃进行[4 + 2]苯环环化反应，以中等至良好的收率选择性地提供相应的萘衍生物。
• Photochemical Rearrangement of Enediynes:  Is a “Photo-Bergman” Cyclization a Possibility?
  作者：Ariella Evenzahav、Nicholas J. Turro

  DOI：10.1021/ja9722943

  日期：1998.3.1

  when the double bond of the enediyne was of aromatic character. Triplet sensitization studies and laser flash photolysis experiments point toward radical mechanisms taking place during formation of both classes of products, with the photoreduction products forming from the excited triplet state and the cyclized naphthyl products forming from either the singlet or the triplet states. For the cyclization

  烯二炔 1 和 2 在 2-丙醇中光解以产生类似于热伯格曼环化机制的产物。此外，还形成了烯二炔官能团的三键之一的光还原产物。发现产物分布和产率取决于三键上的取代基和双键的性质；特别是三键上的苯基取代基消除了光还原产物，当烯二炔的双键具有芳香性时，总产率更高。三重敏化研究和激光闪光光解实验表明在这两类产品的形成过程中会发生自由基机制，由激发三重态形成的光还原产物和由单重态或三重态形成的环化萘基产物。对于环化反应，取代的 1,4-脱氢萘双自由基物种，结构上...
• Electron-Transfer-Induced Reductive Cleavage of Phthalans:  Reactivity and Synthetic Applications
  作者：Ugo Azzena、Salvatore Demartis、Giovanni Melloni

  DOI：10.1021/jo9604548

  日期：1996.1.1

  The behavior of phthalan (1a) was investigated under conditions of electron transfer from alkali metals in aprotic solvents. Reaction with lithium in the presence of a catalytic amount of naphthalene in THF led to the reductive cleavage of an arylmethyl carbon-oxygen bond, with formation of a stable dilithium compound. Trapping of this intermediate with several electrophiles (alkyl halides, carbonyl derivatives, CO2) was successful. The extension of this procedure to several substituted phthalans (1b-i) was investigated, and the regiochemistry as well as the synthetic usefulness of these reactions are discussed.
• Iron-catalyzed Benzannulation Reactions of 2-Alkylbenzaldehydes and Alkynes Leading to Naphthalene Derivatives
  作者：Shifa Zhu、Yelin Xiao、Zhengjiang Guo、Huanfeng Jiang

  DOI：10.1021/ol4000394

  日期：2013.2.15

  An efficient and practical method for the synthesis of naphthalene derivatives via Fe(III)-catalyzed benzannulation of 2-(2-ozoethyl)-benzaldehydes and alkynes has been developed. The system holds the advantages of cheap catalysts, wide substrate scope, and mild reaction conditions.