tetracosan-1-ol-trimethylsilyl ether | 391679-84-8

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tetracosan-1-ol-trimethylsilyl ether
• 英文别名: 1-Tetracosanol, TMS；trimethyl(tetracosoxy)silane
• CAS: 391679-84-8
• 化学式: C₂₇H₅₈OSi
• 分子量: 426.842
• InChiKey: BYHJKRWRZGZRKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.44
• 重原子数：
  29
• 可旋转键数：
  24
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二十四烷醇 生成 tetracosan-1-ol-trimethylsilyl ether
  参考文献：
  名称：

  FUKUSHIMA, KAZUO;ISHIWATARI, RYOSHI, J. ANAL. AND APPL. PYROL., 11,(1987) 109-124

  摘要：

  DOI：

文献信息

• Identification of β-hydroxy fatty acid esters and primary, secondary-alkanediol esters in cuticular waxes of the moss Funaria hygrometrica
  作者：Lucas Busta、Jessica M. Budke、Reinhard Jetter

  DOI：10.1016/j.phytochem.2015.10.007

  日期：2016.1

  The plant cuticle, a multi-layered membrane that covers plant aerial surfaces to prevent desiccation, consists of the structural polymer cutin and surface-sealing waxes. Cuticular waxes are complex mixtures of ubiquitous, typically monofunctional fatty acid derivatives and taxon-specific, frequently bifunctional specialty compounds. To further our understanding of the chemical diversity of specialty compounds, the waxes on the aerial structures of the leafy gametophyte, sporophyte capsule, and calyptra of the moss Funaria hygrometrica were surveyed. Respective moss surfaces were extracted, and resulting lipid mixtures were analyzed by gas chromatography-mass spectrometry (GC-MS). The extracts contained ubiquitous wax compound classes along with two prominent, unidentified classes of compounds that exhibited some characteristics of bifunctional structures. Microscale transformations led to derivatives with characteristic MS fragmentation patterns suggesting possible structures for these compounds. To confirm the tentative structure assignments, one compound in each of the suspected homologous series was synthesized. Based on GC-MS comparison with the authentic standards, the first series of compounds was identified as containing esters formed by beta-hydroxy fatty acids and wax alcohols, with ester chain lengths varying from C-42 to C-50 and the most prominent homolog being C-46. The second series consisted of fatty acid esters of 1,7-alkanediols, linked via the primary hydroxyl group, with ester chain lengths C-40-C-62 also dominated by the C-46 homolog. The beta-hydroxy acid esters were restricted to the sporophyte capsule, and the diol esters to the leafy gametophyte and calyptra. Based on their homolog and isomer distributions, and the presence of free 1,7-triacontanediol, possible biosynthetic reactions leading to these compounds are discussed. (C) 2015 Elsevier Ltd. All rights reserved.
• SIMO, R.;GRIMALT, J. O.;COLOM-ALTES, M.;ALBAIGES, J., FRESENIUS J. ANAL. CHEM., 339,(1991) N0, C. 757-764
  作者：SIMO, R.、GRIMALT, J. O.、COLOM-ALTES, M.、ALBAIGES, J.

  DOI：——

  日期：——
• GREENAWAY, W.;WOLLENWEBER, E.;SCAYSBROOK, T.;WHATLEY, F. R., J. CHROMATOGR., 448,(1988) N 2, C. 284-290
  作者：GREENAWAY, W.、WOLLENWEBER, E.、SCAYSBROOK, T.、WHATLEY, F. R.

  DOI：——

  日期：——