(2E,4Z)-5-methyl-2,4-heptadien-6-yn-1-al | 55304-70-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2E,4Z)-5-methyl-2,4-heptadien-6-yn-1-al
• 英文别名: (2E,4Z)-5-methyl-2,4-heptadien-6-ynal；(2E,4Z)-5-methylhepta-2,4-dien-6-ynal；(2E,4Z)-methylhepta-2,4-dien-6-ynal；(E,Z)-5-methylhept-2,4-dien-6-ynal；5-methyl-2,4-heptadien-6-ynal；(2E,4Z)-5-methyl-hepta-2,4-dien-6-ynal；Qhtogqpfwmocqs-lmjrqtctsa-
• CAS: 55304-70-6
• 化学式: C₈H₈O
• 分子量: 120.151
• InChiKey: QHTOGQPFWMOCQS-LMJRQTCTSA-N

物化性质

• 沸点：
  183.5±23.0 °C(Predicted)
• 密度：
  0.933±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  (2E,4Z)-5-methyl-2,4-heptadien-6-yn-1-al 在 盐酸 、 氧气 、 氯化铵 、 copper(l) chloride 作用下， 以 乙醇 、 苯 为溶剂， 生成 (2E,4Z,11E,13Z)-5,14-dimethylcyclooctadeca-2,4,11,13-tetraen-6,8,15,17-tetrayne-1,10-dione
  参考文献：
  名称：

  Unsaturated macrocyclic compounds. 102. Synthesis of alkylated cyclooctadecatetraenetetrayne-1,6-diones and 1,10-diones (tetradehydro[18]annulenediones)

  摘要：

  DOI：

  10.1021/ja00808a040
• 作为产物：
  描述：

  (2Z)-3-methyl-2-penten-4-ynal 、 氯化锌 以88%的产率得到
  参考文献：
  名称：

  OJIMA J.; ISHIYAMA M.; KIMURA A., BULL. CHEM. SOC. JAP. , 1977, 50, NO 6, 1584-1587

  摘要：

  DOI：

文献信息

• Synthesis of Dibenzotrisdehydro[16]annulene-1,4-dione and the Related Compounds
  作者：Hiroyuki Higuchi、Hiroyuki Yamamoto、Juro Ojima、Gaku Yamamoto

  DOI：10.1246/bcsj.66.2323

  日期：1993.8

  Synthesis of 7,8:13,14-dibenzo-2,9,11-trisdehydro[16]annulene-1,4-dione is described. Attempts to prepare diaza[18]annulene derivatives by ring expansion of the dibenz[16]annulenedione and its dimethyl analog are also described. Examination of 1H NMR spectra indicates that the dibenz[16]annulenedione shows no ring current effect.

  描述了7,8:13,14-二苯-2,9,11-三脱氢[16]环烯-1,4-二酮的合成。也描述了通过二苯[16]环烯二酮及其二甲基类似物的环扩张来尝试制备二氮[18]环烯衍生物。对1H NMR谱的检查表明，二苯[16]环烯二酮没有环电流效应。
• Synthesis and Properties of Methano-Bridged Bisdehydro[17]-, -[19]-, -[21]annulenones and the Related Compounds
  作者：Hiroyuki Higuchi、Seiken Kiyoto、Chiaki Sakon、Naoki Hiraiwa、Kaori Asano、Shiro Kondo、Juro Ojima、Gaku Yamamoto

  DOI：10.1246/bcsj.68.3519

  日期：1995.12

  well as their methylated and benzannelated derivatives, were synthesized and their tropic properties were studied by NMR and UV spectra under neutral and acidic conditions. The tropicity in these compounds was found to be lower than in their non-bridged monocyclic counterparts. Thus the methano-bridge works to decrease the planarity of the peripherally conjugated system.

  14-Methyl-10,12-bisdehydro-4,9-methano-1H-[17]annulen-1-one, 14-methyl-10,12-bisdehydro-4,9-methano-1H-[19]annulen-合成了 1-one 和 16-methyl-12,14-bisdehydro-6,11-methano-1H-[21]annulen-1-one 及其甲基化和苯甲酰化衍生物，并研究了它们的热带特性。中性和酸性条件下的核磁共振和紫外光谱。发现这些化合物的向性低于它们的非桥连单环对应物。因此，甲烷桥的作用是降低外围共轭系统的平面度。
• The Benzannelated Annulenones. Syntheses and Properties of 10-Methylbenzo[<i>d</i>]-6,8-bisdehydro[15]annulenone and 12-Methylbenzo[<i>f</i>]-8,10-bisdehydro[15]annulenone
  作者：J\={u}ro Ojima、Y\={u}ji Shiroishi

  DOI：10.1246/bcsj.51.1204

  日期：1978.4

  Synthesis of two methylated monobenzannelated bisdehydro[15]annulenones is described. It was found by means of 1H-NMR spectra that the protonated annulenones are diatropic.

  本文介绍了两种甲基化单苯通道双脱氢[15]琥珀烯酮的合成。通过 1H-NMR 光谱发现，质子化的琥珀烯酮具有二向性。
• The Benzannelated Annulenones. Syntheses and Properties of 12-Methylbenzo[<i>f</i>]- and Dibenzo[<i>f</i>,<i>l</i>]-8,10-bisdehydro[17]annulenone
  作者：J\={u}ro Ojima、Miyako Ishiyama、Akihiko Kimura

  DOI：10.1246/bcsj.50.1584

  日期：1977.6

  The benzannelated annulenones VII and XI have been synthesized to establish the effect of annelation of benzene ring on the seventeen-membered ring system. An examination of the NMR spectra suggested that both of VII and XI are paratropic and the paratropicities decrease in the order of VII>XI with the number of benzene ring fused to seventeen-membered ring system.

  已经合成了苯环化的环烯酮 VII 和 XI 来确定苯环的环化对十七元环系统的影响。核磁共振谱的检查表明，VII 和 XI 都是反亲性的，并且反亲性以 VII>XI 的顺序降低，苯环的数量随着稠合到十七元环系统的苯环数量增加。
• The Synthesis of Tetrakisdehydrotetraazaannulenes. Tetramethyl[36]-, -[48]annulene, and Their Benzoannelated Derivatives
  作者：J\={u}ro Ojima、Mitsuru Kirita、Yoshiko Murosawa、Tetsuya Nakada

  DOI：10.1246/bcsj.56.1467

  日期：1983.5

  The conjugated mono-, di-, tri-, and tetraene, containing a terminal acetylene group were converted into a variety of symmetrical and unsymmetrical conjugated azines on treatment with aqueous hydrazine in ethanol. Oxidative couplings of these azines were attempted using anhydrous copper(II) acetate in pyridine and ether. Each of unsymmetrical azines, 3,16-dimethyl-8,9-diaza-3,5,7,9,11,13,15-octadecaheptaene-1

  在乙醇中用肼水溶液处理后，含有末端乙炔基团的共轭单、二、三和四烯被转化为各种对称和不对称的共轭吖嗪。使用吡啶和乙醚中的无水乙酸铜 (II) 尝试了这些吖嗪的氧化偶联。不对称吖嗪、3,16-二甲基-8,9-二氮杂-3,5,7,9,11,13,15-octadecaheptaene-1,17-diyne 和 1,10-bis(o-ethynylphenyl)- 4,5-二氮杂-1,3,5,7,9-decapentaene，得到相应的两个异构环状二聚体：前者得到7,12,25,30-tetramethyl-8,10,26,28-tetrakisdehydro-1 ,2,17,18-tetraaza[36]annulene 和 7,12,25,30-tetramethyl-8,10,26,28-tetrakisdehydro-1,2,19,20-tetraaza[36]annulene，以及后者得到