2-methyloct-2-en-1-ol | 90392-94-2

• 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-methyloct-2-en-1-ol
• 英文别名: 2-Methyl-2-octen-1-ol
• CAS: 90392-94-2
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: HWEAZWRCARSQBX-UHFFFAOYSA-N

物化性质

• 沸点：
  213.4±8.0 °C(Predicted)
• 密度：
  0.846±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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-methyloct-2-en-1-ol 在 2,6-二甲基吡啶 、 甲基磺酰氯 、 lithium chloride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 (E)-2,2,4-trimethyldec-4-enenitrile
  参考文献：
  名称：

  Substrate Structural Effects in Yttrium(III)-Catalyzed Hydroamination/Cyclizations of 1,2-Disubstituted and 1,1,2-Trisubstituted Aminoalkenes ­Terminated by 2-(Phenyl) and 2-(2-Heteroarenyl) Groups

  摘要：

  A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations catalyzed by Y[N(TMS)(2)](3) (1(Y)). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts. Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl) furanyl] substituent were comparable or only slightly better than those obtained with the simple the 2-(phenyl) group.

  DOI：

  10.1055/s-0032-1317843
• 作为产物：
  描述：

  正丁基锂 、 一氧化异戊二烯 以 乙醚 、 正己烷 为溶剂， 生成 2-methyloct-2-en-1-ol
  参考文献：
  名称：

  在格利雅（Grignard）条件下用二溴甲烷进行串联环丙烷化。

  摘要：

  格氏试剂和二溴甲烷在环境温度下，在乙醚溶剂中有效地环丙酸烯丙基（和某些均烯丙基）醇镁和锂醇化物。锂（均）烯丙基醇盐在较高的Barbier条件下直接与镁和CH2Br2环丙烷化。反应速率取决于（均）烯丙基醇化物的取代方式和取决于锂的抗衡离子，其效果最佳。从α-取代的底物获得良好至优异的顺选择性，这符合交错的Houk模型。在串联反应中，环丙基甲醇是从烯丙基氧基锂或-镁中间体获得的，该中间体是通过共轭醛，酮和酯的烷基化以及烯丙基羧酸盐或乙烯基氧杂环戊烷原位生成的。使用这种方法，

  DOI：

  10.1021/jo8007397

文献信息

• Synthesis of N-heterocycles, beta-amino acids, and allyl amines via aza-payne mediated reaction of ylides and hydroxy aziridines
  申请人：Borhan Babak

  公开号：US20090012120A1

  公开（公告）日：2009-01-08

  An ylide-based aza-Payne rearrangement of 2,3-aziridin- 1 -ols leads to an efficient process for the preparation of pyrrolidines. The aza-Payne rearrangement under the basic reaction conditions favors the formation of epoxy amines. Subsequent nucleophilic attack of the epoxide by the ylide yields a bis-anion, which upon a 5-exo-tet ring closure yields the desired pyrrolidine, thus completing the relay of the 3-membered the 5-membered nitrogen containing ring system. This process takes place with complete transfer of stereochemical fidelity, and can be applied to sterically hindered aziridinols.

  基于叶立德的2,3-氮杂环丙醇的aza-Payne重排反应导致了一种高效的吡咯烷制备过程。在碱性反应条件下进行的aza-Payne重排有利于环氧胺的形成。叶立德对环氧化物的亲核攻击产生双阴离子，随后通过5-内攻环闭合产生所需的吡咯烷，从而完成了含3-成员和5-成员氮环的环的传递。这个过程完全保持立体化学的保真度，并可应用于立体位阻的氮杂环丙醇。
• Process for producing allylic alcohols
  申请人：Sumitomo Chemical Company, Limited

  公开号：US05004843A1

  公开（公告）日：1991-04-02

  Process for preparing predominantly Z-substituted allylic alcohols of the formula: ##STR1## wherein R.sup.1 is a straight or branched C.sub.1 -C.sub.25 alkyl group optionally bearing at least one substituent and/or at least one unsaturated linkage and R.sup.2 is a hydrogen atom or a methyl group, which comprises reacting a vinyl epoxide of the formula: ##STR2## wherein R.sup.2 is as defined above with an organolithium compound of the formula above. More particularly, there is disclosed a process for R.sup.1 --Li wherein R.sup.1 is as defined above; particularly, process for preparing .alpha.-santalol of the formula: ##STR3## which comprises reacting 3-methyl-3,4-epoxybutene-1 with lithiomethyl-2,3-dimethyltricyclo[2.2.1.0.sup.2,6 ]heptane.

  制备主要为Z-取代烯丙醇的方法，其化学式为：##STR1## 其中R.sup.1是一种直链或支链的C.sub.1-C.sub.25烷基，可选地带有至少一个取代基和/或至少一个不饱和键，R.sup.2是氢原子或甲基基团，包括将化学式为：##STR2## 的乙烯环氧化物与上述化合物的有机锂化合物反应的方法。更具体地，揭示了一种制备R.sup.1--Li的方法，其中R.sup.1如上所述；特别地，制备α-桑坦洛的方法为：##STR3## 化合物与锂甲基-2,3-二甲基三环[2.2.1.0.sup.2,6]庚烷反应。
• Substrate Structural Effects in Yttrium(III)-Catalyzed Hydroamination/Cyclizations of 1,2-Disubstituted and 1,1,2-Trisubstituted Aminoalkenes ­Terminated by 2-(Phenyl) and 2-(2-Heteroarenyl) Groups
  作者：Tom Livinghouse、Tao Jiang、Khoi Huynh

  DOI：10.1055/s-0032-1317843

  日期：——

  A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations catalyzed by Y[N(TMS)(2)](3) (1(Y)). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts. Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl) furanyl] substituent were comparable or only slightly better than those obtained with the simple the 2-(phenyl) group.
• Tandem Cyclopropanation with Dibromomethane under Grignard Conditions
  作者：Gerhard Brunner、Laura Eberhard、Jürg Oetiker、Fridtjof Schröder

  DOI：10.1021/jo8007397

  日期：2008.10.3

  In tandem reactions, cyclopropyl carbinols are obtained from allyloxylithium or -magnesium intermediates, generated in situ by alkylation of conjugated aldehydes, ketones, and esters as well as from allyl carboxylates or vinyloxiranes. Using this methodology, numerous fragrance ingredients and their precursors were efficiently converted to the corresponding cyclopropyl carbinols.

  格氏试剂和二溴甲烷在环境温度下，在乙醚溶剂中有效地环丙酸烯丙基（和某些均烯丙基）醇镁和锂醇化物。锂（均）烯丙基醇盐在较高的Barbier条件下直接与镁和CH2Br2环丙烷化。反应速率取决于（均）烯丙基醇化物的取代方式和取决于锂的抗衡离子，其效果最佳。从α-取代的底物获得良好至优异的顺选择性，这符合交错的Houk模型。在串联反应中，环丙基甲醇是从烯丙基氧基锂或-镁中间体获得的，该中间体是通过共轭醛，酮和酯的烷基化以及烯丙基羧酸盐或乙烯基氧杂环戊烷原位生成的。使用这种方法，