3-methyl-1-heptyne | 53293-03-1

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 3-methyl-1-heptyne
• 英文别名: 3-methyl-hept-1-yne；3-Methyl-heptin-1；3-Methylhept-1-in；1-Heptyne, 3-methyl；3-methylhept-1-yne
• CAS: 53293-03-1
• 化学式: C₈H₁₄
• 分子量: 110.199
• InChiKey: ATKNUJMYQIQYAU-UHFFFAOYSA-N

物化性质

• 沸点：
  109-111 °C
• 密度：
  0.7365 g/cm3
• 保留指数：
  730

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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-methyl-1-heptyne 在 三溴化磷 作用下， 以 乙醚 为溶剂， 生成 1-Brom-4-methyl-2-octin
  参考文献：
  名称：

  Synthesis of 5,8,11-dodecatriynoic acid and its use in the synthesis of arachidonic acid and related acids

  摘要：

  DOI：

  10.1021/jo00891a018
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 21.0h， 生成 3-methyl-1-heptyne
  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

文献信息

• Novel allene-acetylene cross-condensation catalyzed by palladium complexes
  作者：Barry M. Trost、Georg Kottirsch

  DOI：10.1021/ja00163a062

  日期：1990.3

  We report our preliminary results, in which we succeeded in achieving such a condensation with an unusual dependence of product regioselectivity on the choice of catalyst

  我们报告了我们的初步结果，其中我们成功地实现了这种缩合，并且产物区域选择性异常依赖于催化剂的选择
• Reactions of 3-alkyl- and 3,3-dialkyl-1-bromoallenes with organocuprates: Effects of the nature of the cuprate reagent on the regio- and stereoselectivity
  作者：Anna Maria Caporusso、Carmela Polizzi、Luciano Lardicci

  DOI：10.1016/s0040-4039(00)96867-9

  日期：1987.1

  Organocuprates induce 1,3- and direct substitution in 3-alkyl- and 3,3-dialkyl-1-bromo-1,2-dienes leading respectively to either terminal acetylenes or allenic hydrocarbons. The nature of the cuprate exerts a prominent role in determining both the regio- and the stereochemistry of these reactions.

  有机酸盐诱导3-烷基-和3,3-二烷基-1-溴-1,2-二烯中的1,3-和直接取代，分别导致末端乙炔或烯丙烃。铜酸盐的性质在确定这些反应的区域化学和立体化学中起着重要作用。
• Patel,A.N., Journal of Organic Chemistry USSR (English Translation), 1978, vol. 14, p. 1908 - 1910
  作者：Patel,A.N.

  DOI：——

  日期：——
• Toxicity of Pumiliotoxin 251D and Synthetic Analogs to the Cotton Pest Heliothis virescens
  作者：Thomas M. Bargar、Renee M. Lett、Peter L. Johnson、James E. Hunter、C. P. Chang、Daniel J. Pernich、Mark R. Sabol、Michael R. Dick

  DOI：10.1021/jf00052a037

  日期：1995.4

  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.
• Synthesis of 5,8,11-dodecatriynoic acid and its use in the synthesis of arachidonic acid and related acids
  作者：R. Ian Fryer、Norman W. Gilman、Betty C. Holland

  DOI：10.1021/jo00891a018

  日期：1975.2