4-Methyl-1-hexen-3-one | 21509-95-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-Methyl-1-hexen-3-one
• 英文别名: rac-4-methyl-1-hexen-3-one；4-methyl-1-hepten-3-one；sec-Butyl-vinyl-keton；4-methyl-hex-1-en-3-one；4-methylhex-1-en-3-one
• CAS: 21509-95-5
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: PVBVVELBGISLBX-UHFFFAOYSA-N

物化性质

• 沸点：
  147.1±9.0 °C(Predicted)
• 密度：
  0.820±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  4-Methyl-1-hexen-3-one 在 palladium on activated charcoal 氢气 作用下， 生成 4-甲基-3-己酮
  参考文献：
  名称：

  REICHERT; PARTENHEIMER, Arzneimittel-Forschung/Drug Research, 1962, vol. 12, p. 1012 - 1015

  摘要：

  DOI：
• 作为产物：
  描述：

  3-甲基-2-戊酮 以 异丙醇 为溶剂， 生成 4-Methyl-1-hexen-3-one
  参考文献：
  名称：

  REICHERT; PARTENHEIMER, Arzneimittel-Forschung/Drug Research, 1962, vol. 12, p. 1012 - 1015

  摘要：

  DOI：

文献信息

• Process for producing 2,2'-bis-(hydroxymethyl)alkanal and 2,2'-bis(hydroxymethyl)alkanoic acid
  申请人：Nippon Kasei Chemical Company Limited

  公开号：EP1179523A1

  公开（公告）日：2002-02-13

  The present invention relates to a process for producing 2,2'-bis(hydroxymethyl)alkanal and 2,2'-bis(hydroxymethyl)alkanoic acid as raw materials for dimethylol alkanoic acids or trimethylol alkanes, which are useful for the production of polyesters, polyurethanes, alkyd resins and the like, in an industrially advantageous manner.

  本发明涉及一种生产2,2'-双(羟甲基)烷基醛和2,2'-双(羟甲基)烷基酸的工艺，作为二甲醛烷基酸或三甲醇烷基的原材料，这些原材料对于聚酯、聚氨酯、醇酸树脂等的生产具有工业优势。
• Process for producing 2,2'-bis (hydroxymethyl) alkanal and 2,2,'-bis (hydroxymethyl) - alkanoic acid
  申请人：Mitsubishi Chemical Corporation

  公开号：EP0860419A1

  公开（公告）日：1998-08-26

  The present invention relates to a process for producing 2,2'-bis(hydroxymethyl)alkanal and 2,2'-bis(hydroxymethyl)alkanoic acid as raw materials for dimethylol alkanoic acids or trimethylol alkanes, which are useful for the production of polyesters, polyurethanes, alkyd resins and the like, in an industrially advantageous manner.

  本发明涉及一种生产 2,2'-双（羟甲基）烷醛和 2,2'-双（羟甲基）烷酸的工艺，它们是二甲醇烷酸或三甲醇烷的原料，可用于生产聚酯、聚氨酯、醇酸树脂等，具有工业优势。
• Process for producing 2,2-bis (hydroxymethyl) alkanoic acid
  申请人：NIPPON KASEI CHEMICAL CO., LTD.

  公开号：EP0937701A1

  公开（公告）日：1999-08-25

  A process for producing 2,2'-bis(hydroxymethyl)alkanoic acid of the present invention, comprises: a 2,2'-bis(hydroxymethyl)alkanal production step (A1) of reacting aliphatic aldehyde having two hydrogen atoms bonded to α-carbon atom thereof, with formaldehyde in the presence of a water-soluble base; a 2,2'-bis(hydroxymethyl)alkanoic acid production step (B) of subjecting the thus obtained aqueous solution (a) containing 2,2'-bis(hydroxymethyl)alkanal and the base to oxidation treatment; and an alkanoic acid recovery step (C) of separating 2,2'-bis(hydroxymethyl)alkanoic acid from the thus obtained aqueous solution (b) containing the 2,2'-bis(hydroxymethyl)alkanoic acid and the base, in the alkanoic acid recovery step (C), a mineral acid being added to the aqueous solution (b) in an amount of not more than one equivalent based on the base in the aqueous solution (b) to convert the base into a salt thereof, water in the aqueous solution (b) being replaced with an organic solvent to form an organic solvent solution, and after removing the mineral acid salt precipitated from the organic solvent solution, 2,2'-bis(hydroxymethyl)alkanoic acid being crystallized from the organic solvent solution.

  生产本发明的 2,2'-双(羟甲基)烷酸的工艺包括 2,2'-双(羟甲基)烷醛的生产步骤(A1)：在水溶性碱存在下，使其 α-碳原子上键有两个氢原子的脂肪醛与甲醛反应； 2,2'-双（羟甲基）烷酸生产步骤 (B)，将由此获得的含有 2,2'-双（羟甲基）烷醛和碱的水溶液 (a) 进行氧化处理；以及 烷酸回收步骤 (C)，从由此获得的含有 2,2'-双羟甲基烷酸和碱的水溶液 (b) 中分离出 2,2'-双羟甲基烷酸、 在烷酸回收步骤 (C) 中，向水溶液 (b) 中加入矿物酸，加入量不超过水溶液 (b) 中碱的一个当量，以便将碱转化为盐、 用有机溶剂取代水溶液 (b) 中的水，形成有机溶剂溶液，除去从有机溶剂溶液中析出的矿物酸盐后，从有机溶剂溶液中结晶出 2,2'-双羟甲基烷酸。
• .beta.-Trichlorostannyl ketones and aldehydes. Preparation and facile amine-induced dehydrostannation leading to .alpha.-methylene ketones and aldehydes
  作者：Hiroyuki Nakahira、Ilhyong Ryu、Masanobu Ikebe、Yoshiaki Oku、Akiya Ogawa、Nobuaki Kambe、Noboru Sonoda、Shinji Murai

  DOI：10.1021/jo00027a008

  日期：1992.1

  Ring-opening reactions of siloxycyclopropanes 1 with SnCl4 take place under mild reaction conditions and site-selectively to give beta-trichlorostannyl ketones and aldehydes 3 in high yields. The beta-trichlorostannyl ketones and aldehydes thus obtained readily undergo base-induced dehydrotrichlorostannation at room temperature to give the corresponding alpha-methylene ketones and aldehydes 4. The reactions are quite general for amines, such as pyridine, triethylamine, N,N,N',N'-tetramethylethylenediamine (TMEDA), and 1,4-diazabicyclo[2.2.2]octane (DABCO), and the yields are good to high. One-pot conversion from siloxycyclopropanes 1 to alpha-methylene ketones or aldehydes 4 by consecutive treatment of 1 with SnCl4 and TMEDA is also successful. The H-1 NMR, C-13 NMR, Sn-119 NMR, and IR spectral properties of beta-stannyl ketones and aldehydes are also reported.
• Additional Vinyl Ketones and Their Pyranyl Ketones in Gonyleptid Harvestmen (Arachnida: Opiliones) Suggest These Metabolites Are Widespread in This Family
  作者：Felipe C. Wouters、Daniele F. O. Rocha、Caroline C. S. Gonçalves、Glauco Machado、Anita J. Marsaioli

  DOI：10.1021/np4001569

  日期：2013.9.27

  Four species of gonyleptid harvestmen, Acanthogonyleptes pulcher, Gonyleptes saprophilus (Gonyleptinae), Sodreana barbiellini, and Sodreana leprevosti (Sodreaninae), were examined by GC-MS and H-1 NMR All of these species release vinyl ketones, and three of them produce the corresponding pyranyl ketones, which are presumed hetero-Diels-Alder (HDA) dimers. The vinyl ketones 5-methyl-1-hexen-3-one, rac-4-methyl-1-hexen-3-one, and (S)-4-methyl-1-hexen-3-one were synthesized. Natural 4-methyl-1-hexen-3-one is present as a single stereoisomer and has the R-configuration. Vinyl ketone dimers (HDA dimers) were also observed in the scent gland exudate and characterized by HRMS, C-13 NMR, and H-1 NMR chemical shifts of the pyranyl moiety.