(Z)-5-Tridecen-7-ol | 107200-64-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-5-Tridecen-7-ol
• 英文别名: (Z)-tridec-5-en-7-ol
• CAS: 107200-64-6
• 化学式: C₁₃H₂₆O
• 分子量: 198.349
• InChiKey: QTHSHSQYKQKVMV-LUAWRHEFSA-N

物化性质

• 沸点：
  265.8±8.0 °C(Predicted)
• 密度：
  0.845±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  14.0
• 可旋转键数：
  9.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  7-十三酮 在 dirhodium tetraacetate sodium tetrahydroborate 、 cerium(III) chloride 、 乙醇 、 sodium hydride 、 甲烷磺酰基叠氮化物 、 甲酸乙酯 作用下， 反应 5.75h， 生成 (Z)-5-Tridecen-7-ol
  参考文献：
  名称：

  Rhodium-mediated cyclopentane construction can compete with .beta.-hydride elimination: synthesis of (.+-.)-tochuinyl acetate

  摘要：

  Rhodium(II) carboxylate catalyzed C-H insertion to form a cyclopentane is shown to compete effectively with beta-hydride elimination, except when the beta-hydrogen is ternary. Cyclization of diazo ester 27 gives 28, which is converted in three steps to (+/-)-tochuinyl acetate 25. Both the cyclization to form 28 and the alkylation of 28 proceed with remarkable diastereoselectivity.

  DOI：

  10.1021/jo00028a011

文献信息

• Cuvigny, T.; Penhoat, C. Herve du; Julia, M., Recueil des Travaux Chimiques des Pays-Bas, 1986, vol. 105, p. 409 - 421
  作者：Cuvigny, T.、Penhoat, C. Herve du、Julia, M.

  DOI：——

  日期：——
• Selective reduction of alkynes by the reagent Sml2 - Transition metal catalysts - proton donors
  作者：Junji Inanaga、Yasuo Yokoyama、Yoshiyasu Baba、Masaru Yamaguchi

  DOI：10.1016/0040-4039(91)80083-i

  日期：1991.9

  Alkynes were selectively reduced to cis-olefins under mild conditions by Sml2 in admixture with first-row transition metal catalysts and appropriate proton donors, in which the corresponding transition metal hydrides are presumed as the reactive species. The conditions also effected the conversion of 1,6-diynes to the corresponding five-membered carbocycles.
• CUVIGNY T.; HERVE DU PENHOAT C.; JULIA M., RECL. TRAV. CHIM. PAYS-BAS, 105,(1986) N 10, 409-421
  作者：CUVIGNY T.、 HERVE DU PENHOAT C.、 JULIA M.

  DOI：——

  日期：——
• Rhodium-mediated cyclopentane construction can compete with .beta.-hydride elimination: synthesis of (.+-.)-tochuinyl acetate
  作者：Douglass F. Taber、Michael J. Hennessy、James P. Louey

  DOI：10.1021/jo00028a011

  日期：1992.1

  Rhodium(II) carboxylate catalyzed C-H insertion to form a cyclopentane is shown to compete effectively with beta-hydride elimination, except when the beta-hydrogen is ternary. Cyclization of diazo ester 27 gives 28, which is converted in three steps to (+/-)-tochuinyl acetate 25. Both the cyclization to form 28 and the alkylation of 28 proceed with remarkable diastereoselectivity.