(E,E)-1-phenyl-5-methylhexa-1,3-diene

• 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: (E,E)-1-phenyl-5-methylhexa-1,3-diene
• 英文别名: 5-methyl-1-phenyl-(E,E)-1,3-hexadiene；5-methyl-1-phenyl-1,3-hexadiene；(5-Methyl-1,3-hexadienyl)benzene；[(1E,3E)-5-methylhexa-1,3-dienyl]benzene
• 化学式: C₁₃H₁₆
• 分子量: 172.27
• InChiKey: BFRLNQKEKBDSNU-JMFBPXTISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 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：

  (E,E)-1-phenyl-5-methylhexa-1,3-diene 、 cobalt(III) acetate 、 溶剂黄146 生成 [(E)-4-hydroxy-2-methyl-6-phenylhex-5-en-3-yl] acetate
  参考文献：
  名称：

  MORIMOTO, TAKASHI;HIRANO, MASAO;ENOKIDA, TAKASHI;ISOMOTO, AKIHITO;HAMAGUC+, J. CHEM. SOC. PERKIN TRANS. PT 2,(1988) N 8, C. 1531-1535

  摘要：

  DOI：
• 作为产物：
  描述：

  O,O-Diethyl S-(1-isopropyl-4-phenyl-2oxobut-3-enyl)thiophosphate 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 1.0h， 生成 (E,E)-1-phenyl-5-methylhexa-1,3-diene
  参考文献：
  名称：

  Maciagiewicz; Dybowski; Skowronska, Polish Journal of Chemistry, 2005, vol. 79, # 3, p. 515 - 523

  摘要：

  DOI：

文献信息

• 1,2- vs 1,4-Addition of Acylbenzotriazoles to α,β-Unsaturated Aldehydes and Ketones. A Novel Route to 3-Alkyl-4,6-diaryl-3,4-dihydropyran-2-ones
  作者：Alan R. Katritzky、Olga V. Denisko

  DOI：10.1021/jo011082s

  日期：2002.5.1

  Lithiation of aliphatic 1-acylbenzotriazoles with subsequent reaction with alpha,beta-unsaturated ketones and aldehydes affords either 3,4,6-trisubstituted 3,4-dihydropyran-2-ones or 1,3-dienes depending on the carbonyl reagent used. Substituent effects on product yield and isomer ratio are discussed.

  脂族1-酰基苯并三唑的锂化，然后与α，β-不饱和酮和醛反应，根据所用的羰基试剂，可得到3,4,6-三取代的3,4-二氢吡喃-2-酮或1,3-二烯。讨论了取代基对产物收率和异构体比率的影响。
• Trans-Selective Olefination of Carbonyl Compounds by Low-Valent Titanium-Mediated Dehydroxybenzotriazolylation
  作者：Alan R. Katritzky、Dai Cheng、Scott A. Henderson、Jianqing Li

  DOI：10.1021/jo980616v

  日期：1998.9.1

  Lithiation with n-butyllithium of a variety of benzotriazole derivatives 1a-f and 5a-d, all containing a proton alpha to the benzotriazolyl moiety, gave anions which underwent addition to aliphatic, aromatic, and alpha,beta-unsaturated aldehydes and cyclic and acyclic ketones. The resultant N-(beta-hydroxyalkyl)benzotriazole derivatives 3a-m, 6a-g, 9a-d, and 10a were dehydroxybenzotriazolylated when treated with low-valent titanium to give alkenes 4a-m, dienes 7a-j, and triene 11a, with selectivity for the trans isomers without separation of diastereoisomeric intermediates. This method offers an alternative to the three most frequently used methods for the formation of alkenes from carbonyl compounds-the Wittig, Peterson, and Julia reactions-especially in the formation of tri- and tetrasubstituted alkenes.
• Three-Component Coupling of Acylphosphonates and Two Carbonyl Compounds Promoted by Low-Valent Samariums:  One-Pot Synthesis of β-Hydroxyphosphonates
  作者：Ken Takaki、Yuichiro Itono、Akihiro Nagafuji、Yoji Naito、Tetsuya Shishido、Katsuomi Takehira、Yoshikazu Makioka、Yuki Taniguchi、Yuzo Fujiwara

  DOI：10.1021/jo991357s

  日期：2000.1.1

  Three-component coupling of acylphosphonates and two carbonyl compounds leading to beta-hydroxyphosphonates has been achieved with low-valent samariums. Thus, acylphosphonates reacted with aldehydes in the presence of semicatalytic amounts of samarium metal or SmI2 to give acyloxy-phosphonates in good yields. The second coupling reaction of the acyloxyphosphonates with aldehydes or ketones promoted by SmI2 afforded beta-hydroxyphosphonates instead of olefins. Moreover, these two reactions could be carried out in one pot.
• A general one-pot synthesis of vinyl-thiiranes and conjugated dienes
  作者：I. Macia̧giewicz、P. Dybowski、A. Skowroñska

  DOI：10.1016/s0040-4039(99)00528-6

  日期：1999.5

  The first general synthesis of vinyl-thiiranes 5 and an efficient preparation of conjugated dienes 6 and 7 based on thio- and selenophosphates is described. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.
• ALBEROLA, A.;ALONSO, CERMENO, F.;TURINO, I., AN QUIM. PUBL. REAL SOC. ESP. FIS. Y QUIM., 1980, 76, N 3, 233-236
  作者：ALBEROLA, A.、ALONSO, CERMENO, F.、TURINO, I.

  DOI：——

  日期：——