3-methylundec-1-yne | 77764-66-0

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 3-methylundec-1-yne
• CAS: 77764-66-0
• 化学式: C₁₂H₂₂
• 分子量: 166.307
• InChiKey: WANIPOSUOURUNK-UHFFFAOYSA-N

物化性质

• 沸点：
  206.2±8.0 °C(Predicted)
• 密度：
  0.789±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3-methylundec-1-yne 、 在 正丁基锂 、 氯化二乙基铝 作用下， 生成 (S)-2-((R)-1-Hydroxy-1,5-dimethyl-tridec-3-ynyl)-pyrrolidine-1-carboxylic acid benzyl ester 、 (S)-2-((S)-1-Hydroxy-1,5-dimethyl-tridec-3-ynyl)-pyrrolidine-1-carboxylic acid benzyl ester
  参考文献：
  名称：

  Toxicity of Pumiliotoxin 251D and Synthetic Analogs to the Cotton Pest Heliothis virescens

  摘要：

  A series of 13 simplified analogs of frog skin derived pumiliotoxin indolizidine alkaloids was prepared and evaluated for their toxicity to the larvae of the important cotton pest Heliothis virescens. The alkyl side chain of pumiliotoxin 251D was replaced with a variety of substituents designed to influence or restrict-its conformation and its ability to act as a site of metabolic detoxification. Significantly, a substituent in the R configuration at the C-2' carbon of the side chain was required for toxicity. Computational studies suggested that this substituent may control the active conformation of the side chain. No structural modification led to a significant improvement in toxicity over the natural product.

  DOI：

  10.1021/jf00052a037
• 作为产物：
  描述：

  十一碳-1,2-二烯 、 正丁基锂 生成 3-methylundec-1-yne
  参考文献：
  名称：

  MICHELOT, D.;CLINET, J. -C.;LINSTRUMELLE, G., SYNTH. COMMUN., 1982, 12, N 10, 739-747

  摘要：

  DOI：

文献信息

• Conversion of 3,3,3-Trisubstituted Prop-1-ynes with <i>tert</i>-Butylhydrazine into 3,3,3-Trisubstituted Propionitriles Catalyzed by TpRh(C₂H₄)₂/P(2-furyl)₃
  作者：Yoshiya Fukumoto、Yuto Tamura、Yasuaki Iyori、Naoto Chatani

  DOI：10.1021/acs.joc.6b00116

  日期：2016.4.15

  tris(pyrazol-1-yl)borate) and P(2-furyl)3 catalyzes the reaction of tertiary alkyl-substituted alkynes with tert-butylhydrazine, leading to the formation of 3,3,3-trisubstituted propionitrile derivatives. This reaction system is applicable to 1,1-disubstituted propargyl alcohols and amines to afford the corresponding β-cyanohydrins and β-amino nitriles, respectively. The catalytic cycle involves the formation

  TpRh（C 2 H 4）2（Tp =三（吡唑-1-基）硼酸酯）和P（2-呋喃基）3的组合催化叔烷基取代的炔烃与叔丁基肼的反应，导致形成3，3，3-三取代的丙腈衍生物。该反应体系适用于1，1-二取代的炔丙醇和胺，分别得到相应的β-氰醇和β-氨基腈。催化循环涉及形成乙烯基亚乙基络合物作为关键中间体。
• Michelot, Didier; Clinet, Jean-Claude; Linstrumelle, Gerard, Synthetic Communications, 1982, vol. 12, # 10, p. 739 - 748
  作者：Michelot, Didier、Clinet, Jean-Claude、Linstrumelle, Gerard

  DOI：——

  日期：——
• JEFFERY-LUONG T.; LINSTRUMELLE G., TETRAHEDRON LETT., 1980, 21, NO 52, 5019-5020
  作者：JEFFERY-LUONG T.、 LINSTRUMELLE G.

  DOI：——

  日期：——