2-Bromo-2-methyl-3-octyne | 294887-93-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机溴化物
• 英文名称: 2-Bromo-2-methyl-3-octyne
• 英文别名: 2-bromo-2-methyloct-3-yne；2-Brom-2-methyl-oct-3-in
• CAS: 294887-93-7
• 化学式: C₉H₁₅Br
• 分子量: 203.122
• InChiKey: USWUODVSXIHBSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  2-Bromo-2-methyl-3-octyne 在 乙醚 、 magnesium 作用下， 生成 2-n-butyl-4-methyl-2,3-pentadienoic acid
  参考文献：
  名称：

  The Propargylic Rearrangement. III. Allenic Acids from Secondary and Tertiary Propargylic Bromides

  摘要：

  DOI：

  10.1021/ja01149a021
• 作为产物：
  描述：

  2-methyl-3-octyn-2-ol 在 吡啶 、 三溴化磷 作用下， 以 乙醚 为溶剂， 生成 2-Bromo-2-methyl-3-octyne
  参考文献：
  名称：

  α-丙二烯基甘氨酸的不对称合成

  摘要：

  环-(-L-Val-Gly-) (9) 的双内酰胺的高铜与伯炔丙基卤化物的偶联以高度非对映选择性的方式产生了烯丙基取代的双内酰胺 11，而锂化双内酰胺的烷基化环-(-L-Val-Gly-) 生成炔丙基取代的双内酰胺醚 12。在保护氨基后，随后的水解提供 α-烯丙基甘氨酸甲酯 15、α-烯丙基甘氨酸酯 16 和 α-炔丙基甘氨酸甲酯17. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  DOI：

  10.1002/ejoc.200900462

文献信息

• Asymmetric Synthesis of α-Allenylglycines
  作者：Carmen Bucuroaia、Ulrich Groth、Thomas Huhn、Michael Klinge

  DOI：10.1002/ejoc.200900462

  日期：2009.7

  bislactim ether of cyclo-(-L-Val-Gly-) yields the propargyl-substituted bislactim ethers 12. Subsequent hydrolysisaffords, after protection of the amino group, the methyl α-allenylglycinates 15, the α-allenylglycines 16, and the methyl α-propargylglycinates 17. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)

  环-(-L-Val-Gly-) (9) 的双内酰胺的高铜与伯炔丙基卤化物的偶联以高度非对映选择性的方式产生了烯丙基取代的双内酰胺 11，而锂化双内酰胺的烷基化环-(-L-Val-Gly-) 生成炔丙基取代的双内酰胺醚 12。在保护氨基后，随后的水解提供 α-烯丙基甘氨酸甲酯 15、α-烯丙基甘氨酸酯 16 和 α-炔丙基甘氨酸甲酯17. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• Commercial Marine Emissions and Life-Cycle Analysis of Retrofit Controls in a Changing Science and Policy Environment
  作者：James J. Corbett、Paul S. Fischbeck

  DOI：10.1111/j.1559-3584.2002.tb00113.x

  日期：2002.1

  ABSTRACTThis paper considers the technical feasibility of achieving NOx reductions through engine controls on existing ocean‐ going ships. International transport ships account for most of the NOx emissions from shipping globally and regionally (Corbett and Fischbeck 1997; Corbett et al. 1999). Recently, regulatory efforts to control NOx from ship propulsion have been adopted at the international level (IMO 1998) along with related efforts at national levels (EPA 1998a; Lemieszewski 1999; National Swedish Maritime Administration 1996; Swedish Port and Stevedores Association 1999). The long working life of modern commercial ships, with world fleet averages greater than 20 years (UNCTAD 1995), implies that new‐engine policies have limited value in meeting air‐quality objectives in the near term. This has motivated efforts to control shipboard emissions with retrofit technologies. Nine technologies, demonstrated to control NOx from existing engines, are described in terms of their ability to reduce emissions at the lowest life‐cycle costs. The costs for these technologies are within the cost range of similar controls proposed for new marine engines and within the cost ranges for various land‐based NOx control efforts, suggesting that these are not only technically feasible but also are economically reasonable technologies for pollution control.
• Matsubara, Seijiro; Ukai, Katsumi; Toda, Narihiro, Synlett, 2000, # 7, p. 995 - 996
  作者：Matsubara, Seijiro、Ukai, Katsumi、Toda, Narihiro、Utimoto, Kiitiro、Oshima, Koichiro

  DOI：——

  日期：——
• Copper-Catalyzed Propargylation of Nitroalkanes
  作者：Raphael S. Kim、Linh V. Dinh-Nguyen、Kirk W. Shimkin、Donald A. Watson

  DOI：10.1021/acs.orglett.0c03061

  日期：2020.10.16

  copper catalyst system, an efficient α-functionalization of nitroalkanes with propargyl bromides is now established. This mild and robust method is highly functional group tolerant and provides straightforward access to complex secondary and tertiary homopropargylic nitroalkanes. Moreover, the utility of these α-propargylated nitroalkanes is demonstrated through downstream functionalization to biologically

  使用市售的、廉价且丰富的铜催化剂体系，现在建立了硝基烷烃与炔丙基溴的有效α-官能化。这种温和而稳健的方法具有高度的官能团耐受性，并提供了对复杂的二级和三级同炔硝基烷烃的直接访问。此外，这些 α-炔丙基化硝基烷烃的效用通过下游功能化对生物学相关的五元N-杂环（如吡咯和 2-吡咯啉）进行了证明。
• The Propargylic Rearrangement. III. Allenic Acids from Secondary and Tertiary Propargylic Bromides
  作者：John H. Wotiz、Robert J. Palchak

  DOI：10.1021/ja01149a021

  日期：1951.5