2-iodo-2-methylheptane | 130986-01-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 2-iodo-2-methylheptane
• 英文别名: 2-Jod-2-methyl-heptan；Dimethyl-pentyl-jodmethan
• CAS: 130986-01-5
• 化学式: C₈H₁₇I
• 分子量: 240.127
• InChiKey: NMRZNARWMOROMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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-iodo-2-methylheptane 在 lithium aluminium deuteride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以10%的产率得到2-甲基-1-庚烯
  参考文献：
  名称：

  Reactions of Saturated and Unsaturated Tertiary Alkyl Halides and Saturated Secondary Alkyl Iodides with Lithium Aluminum Deuteride. Convincing Evidence for a Single-Electron-Transfer Pathway

  摘要：

  Reactions of saturated secondary and tertiary alkyl halides with LiAlH4 (LAH) and LiAlD4 (LAD) have been carried out, and convincing evidence for a single-electron-transfer (SET) pathway has been obtained. Reactions involving saturated alkyl halides with LAD provide a model system in which a halogen-atom radical chain process is not possible, and therefore, the observation of large quantities tin some cases >90%) of protium in the reduction product provides strong evidence for a radical intermediate and a SET pathway. Specifically, the reaction of 2-iodooctane (10) with LAD produced octane with a deuterium content as low as 21%. Also, the reaction of the tertiary halide 2-iodo-2-methylheptane (15) with LAD produced 2-methylheptane (16) with a deuterium content as low as 8%. The effect of stoichiometry, halogen type, and reaction vessel surface on these reactions was studied. Reaction of the unsaturated tertiary halide 6-iodo-6-methyl-1-heptene (25) with LAD was also studied and was found to proceed predominantly by a SET process involving a halogen-atom radical chain process. The possibility of a carbocation intermediate in all of these reactions is discussed.

  DOI：

  10.1021/jo9807058
• 作为产物：
  描述：

  2-甲基-2-庚醇 在 氢碘酸 作用下， 生成 2-iodo-2-methylheptane
  参考文献：
  名称：

  Shorter; Hinshelwood, Journal of the Chemical Society, 1949, p. 2413

  摘要：

  DOI：

文献信息

• [DE] POLYMERE ENTHALTEND SUBSTITUIERTE OLIGO-TRIARYLAMIN-EINHEITEN SOWIE ELEKTROLUMINESZENZVORRICHTUNGEN ENTHALTEND DIESE POLYMERE<br/>[EN] POLYMERS CONTAINING SUBSTITUTED OLIGO-TRIARYLAMINE UNITS AND ELECTROLUMINESCENCE DEVICES CONTAINING SUCH POLYMERS<br/>[FR] POLYMÈRES CONTENANT DES UNITÉS OLIGO-TRIARYLAMINE SUBSTITUÉES ET DISPOSITIFS ÉLECTROLUMINESCENTS CONTENANT CES POLYMÈRES
  申请人：MERCK PATENT GMBH

  公开号：WO2013156129A1

  公开（公告）日：2013-10-24

  Die vorliegende Erfindung betrifft Polymere enthaltend Oligo-triarylamin- Wiederholungseinheiten, die in ortho-Position substituiert sind, Verfahren zu deren Herstellung sowie deren Verwendung in elektronischen Vorrichtungen, insbesondere in organischen Elektrolumineszenz- vorrichtungen, sogenannten OLEDs (OLED = Organic Light Emitting Diodes). Darüber hinaus betrifft die vorliegende Erfindung auch organische Elektrolumineszenzvorrichtungen enthaltend diese Polymere.
• Reactions of Saturated and Unsaturated Tertiary Alkyl Halides and Saturated Secondary Alkyl Iodides with Lithium Aluminum Deuteride. Convincing Evidence for a Single-Electron-Transfer Pathway
  作者：E. C. Ashby、Catherine O. Welder

  DOI：10.1021/jo9807058

  日期：1998.10.1

  Reactions of saturated secondary and tertiary alkyl halides with LiAlH4 (LAH) and LiAlD4 (LAD) have been carried out, and convincing evidence for a single-electron-transfer (SET) pathway has been obtained. Reactions involving saturated alkyl halides with LAD provide a model system in which a halogen-atom radical chain process is not possible, and therefore, the observation of large quantities tin some cases >90%) of protium in the reduction product provides strong evidence for a radical intermediate and a SET pathway. Specifically, the reaction of 2-iodooctane (10) with LAD produced octane with a deuterium content as low as 21%. Also, the reaction of the tertiary halide 2-iodo-2-methylheptane (15) with LAD produced 2-methylheptane (16) with a deuterium content as low as 8%. The effect of stoichiometry, halogen type, and reaction vessel surface on these reactions was studied. Reaction of the unsaturated tertiary halide 6-iodo-6-methyl-1-heptene (25) with LAD was also studied and was found to proceed predominantly by a SET process involving a halogen-atom radical chain process. The possibility of a carbocation intermediate in all of these reactions is discussed.
• Shorter; Hinshelwood, Journal of the Chemical Society, 1949, p. 2413
  作者：Shorter、Hinshelwood

  DOI：——

  日期：——