4-Isopropyl-cyclohexen | 14072-82-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 4-Isopropyl-cyclohexen
• 英文别名: 4-Isopropylcyclohexene；4-propan-2-ylcyclohexene
• CAS: 14072-82-3
• 化学式: C₉H₁₆
• 分子量: 124.226
• InChiKey: DUFSFEODQNDOBE-UHFFFAOYSA-N

物化性质

• 沸点：
  150-152 °C(Press: 750 Torr)
• 密度：
  0.9463 g/cm3
• 保留指数：
  929.5

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• 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：

  4-Isopropyl-cyclohexen 生成 trans-2-Amino-cis-4-isopropyl-cyclohexanol
  参考文献：
  名称：

  Tichy,M. et al., Collection of Czechoslovak Chemical Communications, 1970, vol. 35, p. 1522 - 1535

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(1-甲基乙基)环己醇 在 aluminum oxide 作用下， 生成 4-Isopropyl-cyclohexen
  参考文献：
  名称：

  Studies in the Terpene Series. XIV.¹ Skeletal Isomerization and Hydrogen Transfer of Cyclic Olefins in the Presence of Alumina—Hydrogen Chloride and Silica—Alumina Catalysts²

  摘要：

  DOI：

  10.1021/ja01139a041

文献信息

• Photochemical dehydrogenation of alkanes catalyzed by trans-carbonylchlorobis(trimethylphosphine)rhodium: aspects of selectivity and mechanism
  作者：John A. Maguire、William T. Boese、Alan S. Goldman

  DOI：10.1021/ja00200a030

  日期：1989.8

  Deshydrogenation photochimique des methyl- et isopropyl cyclohexanes. Obtention d'alkyl cyclohexenes, de methylidene et d'isopropenyl cyclohexanes

  脱氢光化学脱甲基-和异丙基环己烷。获得d'烷基环己烯、去亚甲基和d'异丙烯基环己烷
• Efficient transfer-dehydrogenation of alkanes catalyzed by rhodium trimethylphosphine complexes under dihydrogen atmosphere
  作者：John A. Maguire、Angelo Petrillo、Alan S. Goldman

  DOI：10.1021/ja00050a030

  日期：1992.11

  RhL 2 Cl(CO) (1; L=PMe 3 ), a known catalyst for the photodehydrogenation of alkanes, is found to catalyze thehighly efficient thermal (nonphotochemical) transfer-dehydrogenation of alkanes under high-pressure hydrogen atmosphere. The proposed mechanism involves addition of H 2 , loss of CO, and transfer of H 1 to a sacrificial acccptor, thereby generating RhL 2 Cl, the same catalytically active fragment

  RhL 2 Cl(CO) (1; L=PMe 3 ) 是一种已知的烷烃光脱氢催化剂，被发现在高压氢气气氛下催化烷烃的高效热（非光化学）转移脱氢。所提出的机制涉及 H 2 的添加、CO 的损失以及 H 1 向牺牲受体的转移，从而产生 RhL 2 Cl，这是由 1 的光解形成的相同催化活性片段。
• The Interaction of π Orbitals with a Carbocation over Three σ Bonds
  作者：Joseph B. Lambert、Sol M. Ciro

  DOI：10.1021/jo951643d

  日期：1996.1.1

  The semi-pi analogue of double hyperconjugation (''hyperconjugation/conjugation'') has been examined in 4-isopropylidenecyclohexyl mesylate (4-OMs) by comparison with the saturated analogue, trans-4-isopropylcyclohexyl mesylate(5-OMs). The unsaturated substrate reacts in 97% trifluoroethanol only four times faster than the saturated substrate. Raber-Harris plots indicate that both substrates react by k(s) mechanisms; i.e., solvolysis occurs with solvent assistance rather than carbocation formation. These results are consistent with the absence of a direct, through-bond interaction of the double bond with the reactive center. The absence is caused at least in part by less than ideal overlap of the gamma, delta pi orbitals with the alpha,beta sigma orbitals. In contrast, an electron-rich tin atom attached to the 4-position provides a large rate enhancement and changes the mechanism to carbocation formation through double hyperconjugation.
• A new reducing system: calcium metal in amines. Reduction of aromatic hydrocarbons
  作者：Robert A. Benkeser、Frank G. Belmonte、Jahyo Kang

  DOI：10.1021/jo00165a003

  日期：1983.8
• BENKESER, R. A.;BELMONTE, F. G.;KANG, JAHYO, J. ORG. CHEM., 1983, 48, N 17, 2796-2802
  作者：BENKESER, R. A.、BELMONTE, F. G.、KANG, JAHYO

  DOI：——

  日期：——