3-iodo-2-heptanone | 2033-49-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-iodo-2-heptanone
• 英文别名: 3-iodo-heptan-2-one；3-Jod-heptan-2-on；3-iodoheptan-2-one
• CAS: 2033-49-0
• 化学式: C₇H₁₃IO
• 分子量: 240.084
• InChiKey: QUHIFZKNDBGXCT-UHFFFAOYSA-N

物化性质

• 熔点：
  77-80 °C
• 沸点：
  216.5±23.0 °C(Predicted)
• 密度：
  1.496±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  3-iodo-2-heptanone 在 air 、 三乙胺 作用下， 以 丙酮 为溶剂， 反应 10.0h， 以92%的产率得到3-羟基庚烷-2-酮
  参考文献：
  名称：

  Photo-irradiation of α-halo carbonyl compounds: a novel synthesis of α-hydroxy- and α,α′-dihydroxyketones

  摘要：

  The reaction of g.-halo ketones (alpha-iodocycloalkanones, alpha-bromocycloalkanones, alpha-iodo-beta-alkoxy esters, and alpha-iodoacyclic-ketones) with irradiation under a high-pressure mercury lamp gave the corresponding alpha-hydroxyketones in good yields. For alpha-bromoketones, it was found that alpha-hydroxylation does not occur. However, alpha-bromoketones were convened into a-hydroxyketones in the presence of KI. In the case of alpha,alpha(1)-diiodo ketones, alpha,alpha(1)-dihydroxyketones, which up to now have scarcely been reported, were obtained. This reaction affords a new, clean and convenient synthetic method for alpha-hydroxy- and alpha,alpha(1)-dihydroxyketones. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.01.010
• 作为产物：
  描述：

  2-庚酮 在 ammonium cerium(IV) nitrate 、 碘 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以62%的产率得到3-iodo-2-heptanone
  参考文献：
  名称：

  A New α-Iodination of Ketones Using Iodine–Cerium(IV) Ammonium Nitrate

  摘要：

  在乙酸或甲醇中，使用碘-铈(IV)硝酸铵对某些酮进行直接α-碘化反应时，以高产率得到了相应的α-碘酮。对于2-戊酮、4-甲基-2-戊酮、2-己酮和2-庚酮在甲醇中的反应，得到了区域选择性的产物。

  DOI：

  10.1246/cl.1988.31

文献信息

• Synthesis of α,β-unsaturated ketone from α-iodo ketone using photoirradiation
  作者：Shun-Jun Ji、Eiji Takahashi、T.Tomoyoshi Takahashi、C.Akira Horiuchi

  DOI：10.1016/s0040-4039(99)02010-9

  日期：1999.12

  Irradiation of α-iodo ketone in hexane under a nitrogen atmosphere with a high-pressure mercury lamp (λ>300nm) at room temperature afforded the corresponding α,β-unsaturated ketones in good yield. This reaction affords a new, clean and convenient synthetic method for the α,β-unsaturated ketone.

  在室温下在氮气气氛下用高压汞灯（λ> 300nm）照射α-碘酮在己烷中的辐射，以良好的收率得到相应的α，β-不饱和酮。该反应为α，β-不饱和酮提供了一种新的，清洁的和方便的合成方法。
• A New<b><i>α</i></b>-Iodination of Ketones Using Iodine-Ammonium Cerium(IV) Nitrate in Alcohol or Acetic Acid
  作者：C. Akira Horiuchi、Shinji Kiji

  DOI：10.1246/bcsj.70.421

  日期：1997.2

  The direct α-iodination of various ketones using iodine-ammonium cerium(IV) nitrate in acetic acid or alcohol gave the corresponding α-iodo ketones in high yields. The effect of cerium salt on the iodination of ketones, and the iodination of 5α-cholestan-3-one using several methods are also discussed. In the reaction of 3,3,5-trimethylcyclohexanone and unsymmetrical ketones, such as 2-hexanone and

  在乙酸或酒精中使用碘铵铈 (IV) 对各种酮进行直接 α-碘化，以高产率得到相应的 α-碘酮。还讨论了铈盐对酮碘化的影响，以及使用几种方法碘化5α-cholestan-3-one。3,3,5-三甲基环己酮与2-己酮、2-庚酮等不对称酮在甲醇、乙醇、1-丙醇、2-丙醇的作用下反应，得到区域选择性碘化产物。在溴化的情况下，酮与溴和硝酸铈 (IV) 铵的反应也产生相应的 α-溴酮。
• Process for separating sec-butanol from ethyl acetate
  申请人：——

  公开号：US20040195084A1

  公开（公告）日：2004-10-07

  A process for separating secondary-butanol impurity from ethyl acetate (EtAc) by feeding the impure EtAc to a distillation column operating at a pressure of less than 1 bar absolute to provide (1) a stream comprising EtAc as a major component and (2) a residue or a second stream comprising at least some sec-butanol from said impure EtAc. The process can be applied to purifying EtAc derived from (a) catalytic reaction of ethylene with acetic acid followed by (b) a hydrogenation step. The 2-butanone impurity produced in step (a) is difficult to separate from EtAc, and step (b) converts it to sec-butanol which can be separated by the reduced pressure fractionation of the invention.

  一种从醋酸乙酯（EtAc）中分离仲丁醇杂质的工艺，方法是将不纯的 EtAc 喂入在低于 1 巴绝对压力下操作的蒸馏塔，以提供 (1) 包含作为主要成分的 EtAc 的液流和 (2) 从所述不纯 EtAc 中包含至少一些仲丁醇的残留物或第二液流。该工艺可用于提纯由(a)乙烯与乙酸的催化反应和(b)氢化步骤产生的 EtAc。步骤(a)中产生的 2-丁酮杂质很难从 EtAc 中分离出来，步骤(b)将其转化为仲丁醇，可通过本发明的减压分馏分离出来。
• One-Pot Metal-Free Syntheses of Acetophenones from Styrenes through Aerobic Photo-oxidation and Deiodination with Iodine
  作者：Tomoya Nobuta、Shin-ichi Hirashima、Norihiro Tada、Tsuyoshi Miura、Akichika Itoh

  DOI：10.1021/ol200681k

  日期：2011.5.20

  A one-pot synthetic protocol of acetophenones from styrenes with molecular oxygen, visible light, and molecular iodine is reported. This procedure involves aerobic photo-oxidation and deiodination in one pot and provides the first report of metal-free direct syntheses of acetophenones from styrenes.
• Novel α-Iodination of Ketones Using Iodine/Copper(II) Acetate
  作者：Charles A. Horiuchi、James Y. Satoh

  DOI：10.1055/s-1981-29432

  日期：——