庚-1-炔-4-醇 | 22127-83-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 庚-1-炔-4-醇
• 英文名称: hept-1-yn-4-ol
• 英文别名: heptin-1-ol-4；1-heptyn-4-ol；Hept-1-in-4-ol
• CAS: 22127-83-9
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: LYXYBSYXGARUEA-UHFFFAOYSA-N

物化性质

• 熔点：
  -20.62°C (estimate)
• 沸点：
  180.13°C (rough estimate)
• 密度：
  0.8469 (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  庚-1-炔-4-醇 在 gold(III) chloride 、 N-溴代丁二酰亚胺(NBS) 、 水 、 silver nitrate 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 15.0h， 生成 丙位庚内酯
  参考文献：
  名称：

  A New Synthesis of γ-Butyrolactones via AuCl₃- or Hg(II)-Catalyzed Intramolecular Hydroalkoxylation of 4-Bromo-3-yn-1-ols

  摘要：

  An efficient conversion of 4-bromo-3-yn-1-ols to gamma-butyrolactones via AuCl3-catalyzed electrophilic cyclization (hydroxyl-assisted regioselective hydration) in wet toluene is described. Various secondary and tertiary alcohols including benzylic systems were found to be equally reactive with moderate to excellent yields obtained in all cases.

  DOI：

  10.1021/ol2033493
• 作为产物：
  描述：

  3-溴丙炔 在 四氢呋喃 、 aluminium amalgam 作用下， 生成 庚-1-炔-4-醇
  参考文献：
  名称：

  The Prevalence of Daytime Napping and Its Relationship to Nighttime Sleep

  摘要：

  Many healthy adults report daytime napping. Surprisingly few studies, however have examined spontaneous napping behavior especially very short naps, in healthy adults. The authors examined the prevalence of power naps (lasting less than 20 minutes) and longer naps (20 minutes or more) and their effects on nighttime sleep in a group of healthy young and middle-aged adults. The young and middle-aged adults reported very similar sleep and napping patterns, with approximately 74% of the participants in both groups reporting they had napped during a 7-day sleep-log period. Almost half of the participants reported that the average nap lasted less than 20 minutes. A multivariant analysis of variance (MANOVA) found no significant differences between the no-nap and the power-nap or long-nap groups in sleep quantity or quality for either age group. The current data suggested that power napping occurs frequently in healthy adults and that spontaneous napping does not negatively affect nighttime sleep.

  DOI：

  10.1080/08964280109595773

文献信息

• Investigations towards the synthesis of xylindein, a blue-green pigment from the fungus Chlorociboria aeruginosa
  作者：Christopher D. Donner、Anthony N. Cuzzupe、Cheryl L. Falzon、Melvyn Gill

  DOI：10.1016/j.tet.2012.02.009

  日期：2012.4

  An approach towards the synthesis of the fungal pigment xylindein 1 is described. Synthesis of the pyranonaphthoquinone corresponding to one half of the xylindein framework is achieved over 11 steps from 1,2-epoxypentane, utilizing multiple Diels–Alder cycloaddition processes. Methods for self-coupling of dihydroxynaphthoquinones to give extended quinones are explored.

  描述了一种合成真菌色素木二糖精1的方法。利用多个Diels-Alder环加成法，从1,2-环氧戊烷经11个步骤即可完成相当于木二糖骨架一半的吡喃萘甲醌的合成。探索了将二羟基萘醌自偶联以得到延伸的醌的方法。
• Substituierte Propargylcarbinole und ihre hypnotische Wirkung
  作者：H. Gutmann、O. Isler、G. Ryser、P. Zeller、B. Pellmont

  DOI：10.1002/hlca.19590420312

  日期：——

  Thirty tertiary propargylic carbinols have been prepared by condensing propargyl bromide with ketones. Some of them showed better hypnotic activity than 3-methylpentyn-3-01. The best compound of the series was 1-chloro-2-chloromethylpent-4-yn-2-01 which proved to be a very effective hypnotic with a favourable therapeutic index.

  通过使炔丙基溴与酮缩合制备了三十种叔炔丙基甲醇。其中一些表现出比3-甲基戊炔-3-01更好的催眠活性。该系列中最好的化合物是1-氯-2-氯甲基戊-4-yn-2-01，事实证明它是一种非常有效的催眠药，具有良好的治疗指数。
• Fe-Catalyzed tandem cyclization for the synthesis of 3-nitrofurans from homopropargylic alcohols and Al(NO₃)₃·9H₂O
  作者：Ting Wang、Yong Jiang、Yanyan Wang、Rulong Yan

  DOI：10.1039/c8ob01184b

  日期：——

  Al(NO3)3·9H2O as a nitro source for the synthesis of 3-nitrofurans from homopropargylic alcohols through Fe-catalyzed tandem cyclization is described. In this transformation, the substituted nitrofurans are obtained through nitration and cyclization. The substrate homopropargylic alcohols with different groups participate smoothly in this process and the desired substituted nitrofurans were obtained

  描述了一种Al（NO 3）3 ·9H 2 O作为硝基源，用于通过Fe催化串联环化从均丙醇中合成3-硝基呋喃。在该转化中，通过硝化和环化获得取代的硝基呋喃。具有不同基团的底物均丙醇平稳地参与该过程，并且以中等收率获得了所需的取代的硝基呋喃。
• A method for accessing sulfanylfurans from homopropargylic alcohols and sulfonyl hydrazides
  作者：Xiaodong Yang、Rulong Yan

  DOI：10.1039/c7ob00566k

  日期：——

  A sulfenylation/cyclization reaction has been developed for the synthesis of sulfanylfurans in the presence of iodine.

  一种在碘存在下用于合成硫代呋喃的磺化/环化反应已经被开发出来。
• Unsaturated Four-Membered Rings: Efficient Strategies for the Construction of Cyclobutenes and Alkylidenecyclobutanes
  作者：Michael Eisold、Andreas N. Baumann、Gabriel M. Kiefl、Sebastian T. Emmerling、Dorian Didier

  DOI：10.1002/chem.201604585

  日期：2017.1.31

  studies of the diastereo‐ and enantioselective formation of strained alkylidenecycloalkanes drove us to more‐thoroughly investigate the formation of four‐membered rings for which only few efficient methods are described. We first developed a strategy to diversify the saturated part of the four‐membered ring and applied it to a highly diastereoselective synthesis of more‐elaborate alkylidenecyclobutanes,

  我们最近对应变亚烷基环烷烃的非对映体和对映体选择性形成的研究驱使我们更加深入地研究四元环的形成，对此仅描述了几种有效方法。我们首先制定了使四元环饱和部分多样化的策略，并将其应用于更精细的亚烷基亚环丁烷的高度非对映选择性合成，从而完成了我们的先期研究。同时，采用简单的有机金属方法构建了环丁烯结构，并进一步功能化以提供各种新的取代模式，从而丰富了基于环丁烯的结构单元库。