2,2,5-Trimethyl-3,4-hexadien-1-ol | 24442-92-0

• 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: 2,2,5-Trimethyl-3,4-hexadien-1-ol
• 英文别名: 2,2,5-trimethylhexa-3,4-dien-1-ol；2,2,5-trimethyl-hexa-3,4-dien-1-ol；2.2.5-Trimethyl-hexadien-(3.4)-ol
• CAS: 24442-92-0
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: XKXPTRYZSVFUOO-UHFFFAOYSA-N

物化性质

• 沸点：
  207.6±10.0 °C(Predicted)
• 密度：
  0.841±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  2,2,5-Trimethyl-3,4-hexadien-1-ol 在 lithium aluminium tetrahydride 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 生成 2,2,5,5-tetramethylpent-4-en-1-ol
  参考文献：
  名称：

  铝和铝的异氰酸酯还原

  摘要：

  DOI：

  10.1016/0040-4020(75)80049-4
• 作为产物：
  描述：

  2,2,5-trimethyl-3,4-hexadienal 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 2,2,5-Trimethyl-3,4-hexadien-1-ol
  参考文献：
  名称：

  Unsaturated neopentyl compounds. The effect of methyl substitution on the acetolysis rates of homoallenic neopentyl-type brosylates

  摘要：

  DOI：

  10.1021/ja01040a034

文献信息

• Allene Epoxidation. Highly functionalized tetrahydrofurans and tetrahydropyrans from the oxidative cyclization of allenic alcohols.
  作者：Jack K. Crandall、David J. Batal、Feng Lin、Thierry Reix、Gregory S. Nadol、Raymond A. Ng

  DOI：10.1016/s0040-4020(01)92232-x

  日期：1992.2

  The dimethyldioxirane oxidation of various allenic alcohols yields highly functionalized tetrahydrofuran and tetrahydropyran derivatives via intramolecular nucleophilic addition of the hydroxy group to an intermediate allene diepoxide.

  各种烯丙醇的二甲基二环氧乙烷烷氧化通过将羟基分子内亲核加成到中间烯丙基二环氧化合物上而得到高度官能化的四氢呋喃和四氢吡喃衍生物。
• Enzymatic halocyclization of allenic alcohols and carboxylates: a biocatalytic entry to functionalized O-heterocycles
  作者：J. Naapuri、J. D. Rolfes、J. Keil、C. Manzuna Sapu、J. Deska

  DOI：10.1039/c6gc01926a

  日期：——

  Chloroperoxidase from Caldariomyces fumago catalyzes the aerobic oxidative halocyclization of allenic alcohols and carboxylates yielding functionalized furan and pyran heterocycles as valuable synthetic scaffolds. Thanks to an oxidase-initiated redox cascade,...

  产自烟曲霉的氯过氧化物酶催化烯丙醇和羧酸的需氧氧化卤代环化反应，生成功能化的呋喃和吡喃杂环，作为有价值的合成支架。得益于氧化酶引发的氧化还原级联反应，...
• Gold(I)-Catalyzed Enantioselective Synthesis of Pyrazolidines, Isoxazolidines, and Tetrahydrooxazines
  作者：R. L. LaLonde、Z. J. Wang、M. Mba、A. D. Lackner、F. Dean Toste

  DOI：10.1002/anie.200905000

  日期：2010.1.12

  Au‐ff on a trip: Chiral ligands (L*) and chiral anions [(S)‐TriPAg] are employed in the gold(I)‐catalyzed enantioselective intramolecular additions of hydrazines and hydroxylamines to allenes. These complementary methods allow access to chiral vinyl isoxazolidines, oxazines, and differentially protected pyrazolidines. PNB=para‐nitrobenzoyl.

  旅途中的 Au-ff：手性配体 (L*) 和手性阴离子 [(S)-TriPAg] 用于金 (I) 催化的肼和羟胺与丙二烯的对映选择性分子内加成。这些互补方法允许获得手性乙烯基异恶唑烷、恶嗪和差异保护的吡唑烷。PNB=对硝基苯甲酰基。
• Chemoselective Allene Aziridination via Ag(I) Catalysis
  作者：Jared W. Rigoli、Cale D. Weatherly、Brian T. Vo、Samuel Neale、Alan R. Meis、Jennifer M. Schomaker

  DOI：10.1021/ol303167n

  日期：2013.1.18

  Allene aziridination generates useful bicyclic methylene aziridine scaffolds that can be flexibly transformed into a range of stereochemically complex and densely functionalized amine-containing stereotriads. The scope of this chemistry has been limited by the poor chemoselectivity that often results when typical dinuclear Rh(II) catalysts are employed with homoallenic carbamates. Herein, Ag(I) catalysts that significantly improve the scope and yield of bicyclic methylene aziridines that can be prepared via allene aziridination are described.
• GRIMALDI J.; CORMONS A., C. R. ACAD. SCI., 1979, C 289, NO 14, 373-375
  作者：GRIMALDI J.、 CORMONS A.

  DOI：——

  日期：——