(RS)-3,4-dimethyl-1-pentyne | 61064-08-2

• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: (RS)-3,4-dimethyl-1-pentyne
• 英文别名: 2,3-Dimethyl-pent-1-in；3,4-Dimethylpent-1-in；3,4-dimethyl-pent-1-yne；3,4-dimethyl-1-pentyne；1-Pentyne, 3,4-dimethyl-；3,4-dimethylpent-1-yne
• CAS: 61064-08-2
• 化学式: C₇H₁₂
• 分子量: 96.1723
• InChiKey: JDQKSTIAVKXRSK-UHFFFAOYSA-N

物化性质

• 熔点：
  -88.73°C (estimate)
• 沸点：
  80°C
• 密度：
  0.7191
• 保留指数：
  624

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 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：

  (RS)-3,4-dimethyl-1-pentyne 在 次溴酸钾 作用下， 生成 (S)-1-Bromo-3,4-dimethyl-1-pentin
  参考文献：
  名称：

  Caporusso,A.M. et al., Gazzetta Chimica Italiana, 1976, vol. 106, p. 879 - 888

  摘要：

  DOI：
• 作为产物：
  描述：

  tris(3,4-dimethylpent-1-ynyl)alumane 生成 (RS)-3,4-dimethyl-1-pentyne
  参考文献：
  名称：

  CAPORUSSO A. M.; GIACOMELLI G.; LARDICCI L., J. ORG. CHEM., 1979, 44, NO 9, 1495-1501

  摘要：

  DOI：

文献信息

• 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。
• Reaction of 1-bromo-1,2-dienes with alkylcuprates as a regio- and stereo-selective route to acetylenic or allenic compounds
  作者：Carmela Polizzi、Carla Consoloni、Luciano Lardicci、Anna Maria Caporusso

  DOI：10.1016/0022-328x(91)80179-n

  日期：1991.10

  Alkylcuprates react with 1-bromo-1,2-dienes to give allenic and/or acetylenic products. The selectivity of the crosscoupling is markedly dependent on the nature of the copper reagent, which plays a prominent role in determining both the regio- and the stereo-chemistry. The preparative aspects of these copper-induced reactions are discussed and their possible mechanism discussed.

  烷基杯酸酯与1-溴-1,2-二烯反应生成烯丙基和/或炔属产物。交叉偶联的选择性显着取决于铜试剂的性质，铜试剂在决定区域化学和立体化学方面都起着重要的作用。讨论了这些铜诱导的反应的制备方面，并讨论了其可能的机理。
• Silylformylation of Chiral 1-Alkynes, Catalysed by Solvated Rhodium Atoms
  作者：Laura Antonella Aronica、Silvia Terreni、Anna Maria Caporusso、Piero Salvadori

  DOI：10.1002/1099-0690(200111)2001:22<4321::aid-ejoc4321>3.0.co;2-t

  日期：2001.11

  Solvated rhodium atoms, prepared by the metal vapour synthesis technique, promote the silylformylaton reaction of variously substituted alkynes (RRCH)-R-1-C-2(CH2)(n)C equivalent to CH, with catalytic activities comparable with and even higher than more common species such as Rh-4(CO)(12). Z-Silylalkenals are exclusively formed in high yields (60-95%) indicating syn addition both of CO and of the silane (Me2PhSiH) to the triple bond, The chemoselectivity of the process (silylformylation vs. hydrosilylation) is highly affected by the amount of catalyst employed (mmol of Rh species with respect to the alkyne reagent), by the steric requirements of the acetylenic substrates and by the hydrosilane/alkyne molar ratio. When optically active acetylenes are treated in the presence of Me2PhSiH under carbon monoxide pressure, the silylformylation reaction occurs with total retention of stereochemistry of the stereogenic centre, even if it is at the alpha -position of the unsaturated moiety, to afford enantiomerically enriched beta -silylalkenals.
• Action de silanes propargyliques sur des derives carbonyles α-ethyleniques
  作者：Jaques Pornet、N'Baneyape Kolani、Danielle Mesnard、Leone Miginiac、Krzysztof Jaworski

  DOI：10.1016/s0022-328x(00)87073-4

  日期：1982.9
• Caporusso,A.M. et al., Journal of the Chemical Society. Perkin transactions I, 1979, p. 3139 - 3145
  作者：Caporusso,A.M. et al.

  DOI：——

  日期：——