5-甲基-5-异丁基二氢呋喃-2-酮 | 10200-21-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 5-甲基-5-异丁基二氢呋喃-2-酮
• 中文别名: 二氢-5-甲基-5-(2-甲基丙基)-2(3H)-呋喃酮
• 英文名称: γ-methyl-γ-isobutyl-γ-butyrolactone
• 英文别名: 5-methyl-5-(2-methylpropyl)dihydrofuran-2[3H]-one；4-Isobutyl-4-methylbutyrolactone；5-isobutyl-5-methyl-dihydro-furan-2-one；5-Isobutyl-5-methyl-dihydro-furan-2-on；4,6-Dimethyl-γ-heptanolacton；2(3H)-Furanone, dihydro-5-methyl-5-(2-methylpropyl)-；5-methyl-5-(2-methylpropyl)oxolan-2-one
• CAS: 10200-21-2
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: FYCSOGUTPYPJAW-UHFFFAOYSA-N

物化性质

• 沸点：
  124-125 °C(Press: 21 Torr)
• 密度：
  0.943±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  存在于主流烟气中。

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

制备方法与用途

合成制备方法如下：

1. 由4-甲基-2-己酮与丙腈反应制备。

反应信息

• 作为反应物：
  描述：

  5-甲基-5-异丁基二氢呋喃-2-酮 在 磷酸酐 、 磷酸 作用下， 反应 6.0h， 以83%的产率得到2-{2-[乙基(甲基)氨基]乙基}-3-甲基-2-(1-萘基)丁醛
  参考文献：
  名称：

  Unprecedented Rearrangement of a 4-Alkoxy-5-bromoalk-2-en-1-ol to a Cyclopentenone via an Iso-Nazarov Cyclization Process

  摘要：

  We report the structure determination of the product 9 of the rearrangement of the allylic alcohol 3 under very mild conditions, probably promoted by an acidic substance, and propose a reasonable mechanism for its formation.

  DOI：

  10.1021/jo071104w
• 作为产物：
  描述：

  在 三乙胺 、 三氟甲烷磺酸甲酯 作用下， 生成 5-甲基-5-异丁基二氢呋喃-2-酮
  参考文献：
  名称：

  Synthesis of γ-lactones from intermediate 2-(γ-hydroxyacyl)-imidazoles by N-methylation and base-catalyzed C  C bond cleavage. Application to the synthesis of (±)- cavernosine

  摘要：

  Reaction of the allyl anions of 0-trialkylsilyl-N-alkyl-2-(1'-hydroxyprop-2'-enyl)imidazoles with aldehydes and ketones gives products of alpha- and gamma-attack. Greater steric hindrance in the anion (triisopropylsilyl VS t-butyldimethylsilyl) and in the aldehyde or ketone favours the gamma-products. Sequential desilylation, N-methylation and treatment with base resulted in cleavage of these products to gamma-lactones. The method was applied to the synthesis of (+/-)-cavernosine.

  DOI：

  10.1016/s0040-4020(01)80461-0

文献信息

• CATALYSTS FOR HYDRODEOXYGENATION OF OXYGENATED HYDROCARBONS
  申请人：Blank Brian

  公开号：US20140051872A1

  公开（公告）日：2014-02-20

  The present invention provides catalysts, methods, and reactor systems for converting oxygenated hydrocarbons to oxygenated compounds. The invention includes methods for producing cyclic ethers, monooxygenates, dioxygenates, ketones, aldehydes, carboxylic acids, and alcohols from oxygenated hydrocarbons, such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like, using catalysts containing palladium, molybdenum, tin, and tungsten. The oxygenated compounds produced are useful in the production of liquid fuels, chemicals, and other products.

  本发明提供了将含氧碳氢化合物转化为含氧化合物的催化剂、方法和反应器系统。该发明包括利用含有钯、钼、锡和钨的催化剂从含氧碳氢化合物（如碳水化合物、糖类、糖醇、糖降解产物等）生产环氧醚、单氧化物、双氧化物、酮、醛、羧酸和醇的方法。生产的含氧化合物可用于生产液体燃料、化学品和其他产品。
• Catalysts for hydrodeoxygenation of oxygenated hydrocarbons
  申请人：VIRENT, INC.

  公开号：US10131604B2

  公开（公告）日：2018-11-20

  The present invention provides catalysts, methods, and reactor systems for converting oxygenated hydrocarbons to oxygenated compounds. The invention includes methods for producing cyclic ethers, monooxygenates, dioxygenates, ketones, aldehydes, carboxylic acids, and alcohols from oxygenated hydrocarbons, such as carbohydrates, sugars, sugar alcohols, sugar degradation products, and the like, using catalysts containing Group VIII metals. The oxygenated compounds produced are useful in the production of liquid fuels, chemicals, and other products.

  本发明提供了将含氧烃转化为含氧化合物的催化剂、方法和反应器系统。本发明包括使用含第八族金属的催化剂，从含氧烃（如碳水化合物、糖、糖醇、糖降解产物等）生产环醚、一氧 化物、二氧 化物、酮、醛、羧酸和醇的方法。生成的含氧化合物可用于生产液体燃料、化学品和其他产品。
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  作者：Franciszek Kazmierczak、Paul Helquist

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