1-iodo-2-octanone | 63641-50-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-iodo-2-octanone
• 英文别名: 1-Iodooctan-2-one
• CAS: 63641-50-9
• 化学式: C₈H₁₅IO
• 分子量: 254.111
• InChiKey: MGXSOXXEAZLXOA-UHFFFAOYSA-N

物化性质

• 沸点：
  242.3±23.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-iodo-2-octanone 在 silver nitrate 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 11.0h， 生成 1,1,1-trichloro-2-hydroxynonan-3-one
  参考文献：
  名称：

  Synthesis of α-Functionalized Trichloromethylcarbinols

  摘要：

  A new series of alpha-functionalized trichloromethylcarbinols have been synthesized from corresponding alpha-halomethyl ketones, esters, and amides in 48-78% overall yields. Reactivity of nitrates obtained in the first step was dependent on the electron-withdrawing nature of the functional groups, and increases with increasing electron deficiency. Synthetic applications of such trichloromethylcarbinols for the preparation of chloromethyl-alpha-diketones, trichloromethylated dihydrofurans, and enol acetates of alpha-functionalized acid chlorides have been demonstrated. The reaction of these compounds in the Jocic-Reeve reaction was also demonstrated.

  DOI：

  10.1021/acs.joc.5b01547
• 作为产物：
  描述：

  1-Iodooctan-2-yloxy(trimethyl)silane 在 chromium(VI) oxide 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 生成 1-iodo-2-octanone
  参考文献：
  名称：

  One pot synthesis of α-bromo and α-iodo ketones from epoxides

  摘要：

  DOI：

  10.1016/s0040-4039(01)90340-5

文献信息

• IBX/I2-Mediated Reaction of Sodium Arenesulfinates with Alkenes: Facile Synthesis of β-Keto Sulfones
  作者：Chutima Kuhakarn、Natthapol Samakkanad、Praewpan Katrun、Thanachart Techajaroonjit、Sornsiri Hlekhlai、Manat Pohmakotr、Vichai Reutrakul、Thaworn Jaipetch、Darunee Soorukram

  DOI：10.1055/s-0031-1290952

  日期：2012.6

  Abstract A direct synthesis of β-keto sulfones from alkenes is described. A combination of o-iodoxybenzoic acid/iodine (IBX/I2) was found to mediate the reactions of alkenes with arenesulfinates to yield β-keto sulfones in good yields via a one-pot reaction. A direct synthesis of β-keto sulfones from alkenes is described. A combination of o-iodoxybenzoic acid/iodine (IBX/I2) was found to mediate the

  摘要 描述了从烯烃直接合成β-酮砜。发现邻碘氧苯甲酸/碘（IBX / I 2）的组合介导烯烃与芳烃亚磺酸盐的反应，通过一锅法反应以良好的产率产生β-酮砜。 描述了从烯烃直接合成β-酮砜。发现邻碘氧苯甲酸/碘（IBX / I 2）的组合介导烯烃与芳烃亚磺酸盐的反应，通过一锅法反应以良好的产率产生β-酮砜。
• One-pot synthesis of α-iodoketones from alcohols using ammonium iodide and Oxone® in water
  作者：Marri Mahender Reddy、Peraka Swamy、Mameda Naresh、Kodumuri Srujana、Chevella Durgaiah、Tumula Venkateshwar Rao、Nama Narender

  DOI：10.1039/c4ra16130k

  日期：——

  A novel protocol for the synthesis of α-iodoketones from alcohols has been developed. Using water as the reaction medium, ammonium iodide and Oxone® was proven to be an efficient reagent system for this reaction and afforded the corresponding α-iodoketones in moderate to good yields. The generality of this reaction was demonstrated with various secondary alcohols such as benzylic alcohols and aliphatic

  已经开发了一种从醇类合成α-碘酮的新方案。使用水作为反应介质，碘化铵和Oxone®被证明是该反应的有效试剂系统，并以中等至良好的产率提供了相应的α-碘酮。用各种仲醇如苄醇和脂族醇（无环和环状）证明了该反应的一般性。
• Metal catalyst-free direct α-iodination of ketones with molecular iodine
  作者：Maddali L.N. Rao、Deepak N. Jadhav

  DOI：10.1016/j.tetlet.2006.07.057

  日期：2006.9

  Ketones are directly converted to the corresponding alpha-iodoketones in good yields with molecular iodine under metal catalyst-free conditions. A significant difference in the reactivities was observed for aliphatic and aromatic ketones; whereas aliphatic ketones reacted smoothly at room temperature giving a mixture of 1-iodo, 3-iodo and 1,3-diiodoketones with predominant formation of the 3-iodo product, the a-iodination of aromatic ketones proceeded conveniently under heating to give good yields of alpha-iodo products. (c) 2006 Elsevier Ltd. All rights reserved.
• Reaction of enol silyl ethers and enol acetates with copper(II) nitrate-iodine: synthesis of .alpha.-iodo ketones
  作者：Antonella Dalla Cort

  DOI：10.1021/jo00023a042

  日期：1991.11
• Oxidation of olefins with silver chromate-iodine. A new and facile synthesis of .alpha.-iodo ketones
  作者：Giuliana Cardillo、Makoto Shimizu

  DOI：10.1021/jo00862a023

  日期：1977.12