5-ethyl 4-nonanone | 40239-42-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-ethyl 4-nonanone
• 英文别名: 5-Ethyl-4-nonanone；5-ethylnonan-4-one
• CAS: 40239-42-7
• 化学式: C₁₁H₂₂O
• 分子量: 170.295
• InChiKey: SSOMPMJXZBMODL-UHFFFAOYSA-N

物化性质

• 沸点：
  112-113 °C(Press: 15 Torr)
• 密度：
  0.837 g/cm3(Temp: 16 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 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：

  5-ethyl 4-nonanone 在 iodosobenzoic acid 作用下， 以38%的产率得到(E)-5-ethylnon-2-en-4-one
  参考文献：
  名称：

  Ethyl-Branched Aldehydes, Ketones, and Diketones from Caimans (Caiman and Paleosuchus; Crocodylia, Reptilia)

  摘要：

  Secretions from the paracloacal glands of alligators (Alligator spp.) and caimans (Caiman spp., Melanosuchus niger, and Paleosuchus spp.) were examined by GC-MS. The secretions of the common caiman (C. crocodilus), the broadsnouted caiman (C. latirostris), the yacare caiman (C. yacare), the dwarf caiman (P. palpebrosus), and the smooth-fronted caiman (P. trigonatus) yielded a new family of 43 aliphatic carbonyl compounds that includes aldehydes, ketones, and beta-diketones with an ethyl branch adjacent to the carbonyl group. The identification of these glandular components and the syntheses and stereochemical investigations of selected compounds are described.

  DOI：

  10.1021/np0600797
• 作为产物：
  描述：

  4-庚酮 在 chromium(III) oxide 、 氢氧化钾 、 乙醚 、 硫酸 、 碘 、 sodium 作用下， 生成 5-ethyl 4-nonanone
  参考文献：
  名称：

  Powell; Nielsen, Journal of the American Chemical Society, 1948, vol. 70, p. 3629

  摘要：

  DOI：

文献信息

• Hindered organoboron groups in organic chemistry. 24. The condensation of aliphatic aldehydes with dimesitylboron stabilised carbanions to give ketones.
  作者：Andrew Pelter、Keith Smith、Said M.A. Elgendy、Martin Rowlands

  DOI：10.1016/s0040-4020(01)87982-5

  日期：1993.8

  The condensation of boron stabilised carbanions, Mes2BCHLiR1, (R1≠H) with aliphatic aldehydes, R2CHO, followed by treatment with trifluoroacetic anhydride (TFAA) or N-chlorosuccinimide (NCS) is an unique, broadly applicable redox process that yields ketones, R1CH2COR2, directly and in high yields. The anion Mes2BCH2Li (Mes2BCHLiR1, R1H) gives high yields of alkenes, R2CHCH2 in the same conditions

  硼稳定的碳负离子Mes 2 BCHLiR 1（R 1 ≠H）与脂族醛R 2 CHO的缩合，然后用三氟乙酸酐（TFAA）或N-氯代琥珀酰亚胺（NCS）处理是一种独特的，广泛适用的氧化还原工艺可以直接且高产率地产生酮R 1 CH 2 COR 2。阴离子Mes 2 BCH 2 Li（Mes 2 BCHLiR 1，R 1 ＝ H）在相同条件下产生高产率的烯烃R 2 CH ＝ CH 2。
• Highly regioselective monoalkylation of ketones via manganese enolates prepared from manganese amides
  作者：Gérard Cahiez、Bruno Figadère、Patrick Cléry

  DOI：10.1016/s0040-4039(00)76829-8

  日期：1994.5

  Ketones are regioselectively converted to Mn-enolates by treatment with Mn-amides such as Ph(Me)NMnCl in THF at 20°C. Mn-enolates can then be regioselectively monoalkylated in good yields. The formation of di or polyalkylated products is never observed (< 1%).

  通过在20°C下用Mn-酰胺如Ph（Me）NMnCl在THF中处理，将酮区域选择性地转化为Mn-烯醇盐。然后可以高产率将Mn-烯酸酯区域选择性地单烷基化。从未观察到二或多烷基化产物的形成（<1％）。
• Method for Producing Aldehyde and Ketone
  申请人：Yamashita Miyoshi

  公开号：US20110282102A1

  公开（公告）日：2011-11-17

  Provided is a highly efficient method for the production of aldehydes and ketones, which is inexpensive, exhibits high reactivity, and is capable of easy separation of byproduct after the reaction. More particularly, there is provided a method for producing an aldehyde or a ketone, comprising at least an oxidation step of oxidizing a primary alcohol or a secondary alcohol in the presence of a polymeric carbodiimide represented by the following formula (1) and having a weight-average molecular weight of 300 to 5000, and a sulfoxide compound, together with an acid and a base, or together with a salt of the acid and the base.

  提供了一种高效的生产醛和酮的方法，该方法廉价、具有高反应性，并能够在反应后轻松分离副产物。更具体地，提供了一种生产醛或酮的方法，包括至少一个氧化步骤，即在聚合物碳二亚胺（表示为以下式（1）且具有分子量为300至5000的重均分子量）和亚砜化合物的存在下氧化一级醇或二级醇，以及酸和碱，或者酸和碱的盐。
• Method for producing aldehyde and ketone
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：EP2386535A1

  公开（公告）日：2011-11-16

  Provided is a highly efficient method for the production of aldehydes and ketones, which is inexpensive, exhibits high reactivity, and is capable of easy separation of byproduct after the reaction. More particularly, there is provided a method for producing an aldehyde or a ketone, comprising at least an oxidation step of oxidizing a primary alcohol or a secondary alcohol in the presence of a polymeric carbodiimide represented by the following formula (1) and having a weight-average molecular weight of 300 to 5000, and a sulfoxide compound, together with an acid and a base, or together with a salt of the acid and the base.          R1―N=C=N―(R3―N=C=N)―nR2     (1)

  本发明提供了一种生产醛和酮的高效方法，该方法成本低廉，反应活性高，且反应后的副产物易于分离。更具体地说，本发明提供了一种生产醛或酮的方法，该方法至少包括一个氧化步骤，即在由下式（1）表示的、重量平均分子量为 300 至 5000 的聚合物碳二亚胺和亚砜化合物以及酸和碱或酸和碱的盐的存在下，氧化伯醇或仲醇。 R1-N=C=N-(R3-N=C=N)-nR2 (1)
• Hindered organoboron groups in organic synthesis. 13. The direct production of ketones from aliphatic aldehydes by a unique variant of the boron-wittig reaction
  作者：Andrew Pelter、Keith Smith、Said Elgendy、Martin Rowlands

  DOI：10.1016/s0040-4039(01)93820-1

  日期：1989.1