1-isopropylbutyn-2-ol | 67291-84-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-isopropylbutyn-2-ol
• 英文别名: 2-methyl-4-hexyn-3-ol；2-methylhex-4-yn-3-ol；5-methyl-2-hexyn-4-ol；2-methyl-hex-4-yn-3-ol；2-Methyl-hex-4-in-3-ol；2-Methyl-hexin-(4)-ol-(3)
• CAS: 67291-84-3
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: LHSUNRAJAUFWTR-UHFFFAOYSA-N

物化性质

• 沸点：
  99 °C(Press: 90 Torr)
• 密度：
  0.8860 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  1
• 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：

  1-isopropylbutyn-2-ol 在 Pd-BaSO₄ chromium(VI) oxide 、 (-)-(S)-alpine-borane 、 硫酸 、 氢气 、 sodium hydride 作用下， 以 四氢呋喃 、 正己烷 、 水 、 丙酮 为溶剂， 反应 25.25h， 生成 (-)-(2Z,4S)-5-methyl-2-hexen-4-yl 2-methyl-2-propen-1-yl ether
  参考文献：
  名称：

  Application of [2,3] sigmatropic (Wittig) rearrangements in synthesis. The synthesis of (+)-Prelog-Djerassi lactone

  摘要：

  DOI：

  10.1021/ja00299a026
• 作为产物：
  描述：

  1-丙炔溴化镁 、 异丁醛 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到1-isopropylbutyn-2-ol
  参考文献：
  名称：

  Synthesis of novel 2H,5H-dihydrofuran-3-yl ketones via ISNC reactions

  摘要：

  Unique 1-[2H,5H-dihydrofur-3-yl]ketones have been synthesized from propargylic nitroethers via intramolecular cycloadditions involving silyl nitronates Various substituent groups were placed on the 2 and 5 positions of the dihydrofuran rings We examined the scope of the long-range Coupling in proton NMR of the oxo-dihydrofuran products The identities of the diastereomers resulting from the Michael addition/cycloaddition reactions were tentatively assigned for the first time CAChe MNDO PM5 and CONFLEX programs were engaged to assist with the identification of these stereoisomers. The reaction times and conditions for those oxo-dihydrofurans were found to be different than that of the published dihydrofuranals. which led us to propose a different mechanism. (C) 2009 Elsevier Ltd. All rights reserved

  DOI：

  10.1016/j.tetlet.2009.08.110

文献信息

• Potassium Fluoride on Alumina: An Easy Synthesis of 4-Alkylidene-2-Thione-1,3-Oxathiolanes from α-Acetylenic Alcohols
  作者：Didier Villemin、Abdelkrim Ben Alloum

  DOI：10.1080/00397919208019318

  日期：1992.5

  Abstract α-acetylenic alcohols and carbon disulfide in the presence on potassium fluoride on alumina without solvent give selectively 4-alkylidene-2-thione- 1,3-oxathiolanes

  摘要 α-炔醇和二硫化碳在氧化铝上的氟化钾存在下，无溶剂选择性地得到 4-亚烷基-2-硫酮-1,3-氧杂硫杂环戊烷
• Diastereoselectivity in the [2,3]-sigmatropic rearrangement of substituted allylic N,N-dialkylamidosulfoxylates. X-ray molecular structure of [(1′) S*, (S)S*]-(2′E)-4-[[3′-(4″-bromophenyl)-1′-methyl-2′-propenyl]sulfinyl]-morpholine
  作者：Jean-Bernard Baudin、Itka Bkouche-Waksman、Georges Hareau、Sylvestre A. Julia、Robert Lorne、Claudine Pascard

  DOI：10.1016/s0040-4020(01)82318-8

  日期：1991.8

  By the reaction with three N,N-dialkylamidosulfenyl chlorides 2 bearing representative sizes for the R groups on the nitrogen atom, several substituted secondary E or Z allylic alcohols (1a-h) have been converted into the corresponding pairs of diastereoisomeric allylic sulfinamides (3+-3′a-v), whose ratios have been determined by 1H NMR spectroscopy. Five cases of entirely diastereoselective [2,3]-sigmatropic

  通过与三个N，N-二烷基酰胺基亚磺酰氯2（在氮原子上具有代表性的R基团）反应，一些取代的仲E或Z烯丙基醇（1a-h）已转化为相应的非对映异构烯丙基亚磺酰胺（3 + -3'av），其比例已通过1 H NMR光谱测定。已经观察到五例完全非对映选择性[2,3]-σ重排的情况。
• Stereochemical course of the [2,3]-sigmatropic rearrangement of substituted propargyl n,n-dialkylamidosulfoxylates. X-ray molecular structure of [S*, (S)R*]-4-[(1,4,4-trimethyl-1,2-pentadienyl)sulfinyl]-morpholine.
  作者：Jean-Bernard Baudin、Itka Bkouche-Waksman、Sylvestre A. Julia、Claudine Pascard、Yuan Wang

  DOI：10.1016/s0040-4020(01)86400-0

  日期：1991.1

  By the reaction with three N,N-dialkylanidosulfenyl chlorides 2 bearing representative sizes for the R group on the nitrogen atom, several substituted secondary propargylic alcohols (la-f) have been converted into the corresponding pairs of diastereoisomeric allenic sulfinamides 3a-n and 3′a-j,l.m. Their ratios have been determined by 1H NMR spectroscopy and were found to depend essentially on the

  通过与在氮原子上的R基团具有代表性尺寸的三个N，N-二烷基氨基亚磺酰氯2反应，已将几种取代的仲炔丙醇（Ia-f）转化为相应的非对映异构烯丙亚磺酰胺3a-n和3 'aj，lm。它们的比率已经通过1 H NMR光谱法确定，并且发现其比率基本上取决于起始材料的R 1和R 2基团的大小。一种纯非对映异构体3m的立体化学已通过单晶X射线分析确定。
• Kopecky, Karl R.; Levine, Cyril, Canadian Journal of Chemistry, 1981, vol. 59, p. 3273 - 3279
  作者：Kopecky, Karl R.、Levine, Cyril

  DOI：——

  日期：——
• Faworskaja et al., Zhurnal Obshchei Khimii, 1958, vol. 28, p. 1785,1787;engl.Ausg.S.1832,1834
  作者：Faworskaja et al.

  DOI：——

  日期：——