2-methyl-9-phenyl-cis-1,5-nonadiene | 175234-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-methyl-9-phenyl-cis-1,5-nonadiene
• 英文别名: [(4Z)-8-methylnona-4,8-dienyl]benzene
• CAS: 175234-01-2
• 化学式: C₁₆H₂₂
• 分子量: 214.351
• InChiKey: SLLKQULMQSVVCS-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 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-methyl-9-phenyl-cis-1,5-nonadiene 在 间氯过氧苯甲酸 作用下， 生成 cis-4,5-epoxy-8-methyl-1-phenyl-8-octene
  参考文献：
  名称：

  其中环氧化物充当引发步骤和终止步骤的来源的环化反应。仿生环氧化物环化中的早期过渡状态的证据

  摘要：

  可以竞争性环化成双键或芳香族基团的环氧化物会经历新型的双环化反应，其中环氧化物是引发和终止基团的来源。结果表明仿生环氧化物环化涉及早期过渡状态。

  DOI：

  10.1016/s0040-4039(00)91775-1
• 作为产物：
  描述：

  4-甲基-4-戊烯醛 、 (4-phenylbutyl)triphenylphosphoniumbromide 在 正丁基锂 、 二甲基亚砜 作用下， 以 正己烷 、 二甲基亚砜 为溶剂， 反应 4.0h， 生成 2-methyl-9-phenyl-cis-1,5-nonadiene 、 ((E)-8-Methyl-nona-4,8-dienyl)-benzene
  参考文献：
  名称：

  Substituent Effects On Intramolecular Epoxide Cyclizations That Can Competitively Occur at Aromatic or Double Bond Positions¹

  摘要：

  The effects of substituents on epoxides that can competitively cyclize at either a double bond or aromatic position were determined. Adding a group that would stabilize the transition state of the double bond cyclization of an epoxide that underwent predominantly aromatic cyclization increased the relative amount of the former pathway, but not dramatically. Adding a strong activating substituent to the aromatic group of an epoxide that underwent predominantly double bond cyclization increased the relative amount of aromatic cyclization, but a complex product mixture was obtained. An explanation of the behavior observed is presented.

  DOI：

  10.1021/jo951945f

文献信息

• Substituent Effects On Intramolecular Epoxide Cyclizations That Can Competitively Occur at Aromatic or Double Bond Positions¹
  作者：Stephen K. Taylor、Scott A. May、Eric S. Stansby

  DOI：10.1021/jo951945f

  日期：1996.1.1

  The effects of substituents on epoxides that can competitively cyclize at either a double bond or aromatic position were determined. Adding a group that would stabilize the transition state of the double bond cyclization of an epoxide that underwent predominantly aromatic cyclization increased the relative amount of the former pathway, but not dramatically. Adding a strong activating substituent to the aromatic group of an epoxide that underwent predominantly double bond cyclization increased the relative amount of aromatic cyclization, but a complex product mixture was obtained. An explanation of the behavior observed is presented.
• Cyclizations wherein an epoxide acts as the source of initiation and termination steps. Evidence for an early transition state in biomimetic epoxide cyclizations
  作者：Stephen K. Taylor、Scott A. May、Jeffrey A. Hopkins

  DOI：10.1016/s0040-4039(00)91775-1

  日期：1993.2

  Epoxides which can competitively cyclize to either a double bond or aromatic group undergo novel bicyclizations where an epoxide is the source of initiating and terminating groups. The results suggest that biomimetic epoxide cyclizations involve early transition states.

  可以竞争性环化成双键或芳香族基团的环氧化物会经历新型的双环化反应，其中环氧化物是引发和终止基团的来源。结果表明仿生环氧化物环化涉及早期过渡状态。