4,5-Dibromo-5-bromomethyl-3-butyl-2(5H)-furanone | 199744-42-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 4,5-Dibromo-5-bromomethyl-3-butyl-2(5H)-furanone
• 英文别名: 4,5-Dibromo-5-(bromomethyl)-3-butylfuran-2-one
• CAS: 199744-42-8
• 化学式: C₉H₁₁Br₃O₂
• 分子量: 390.897
• InChiKey: VWOVQLUGXVRERL-UHFFFAOYSA-N

物化性质

• 沸点：
  395.8±42.0 °C(Predicted)
• 密度：
  1.978±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-Dibromo-5-bromomethyl-3-butyl-2(5H)-furanone 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以95%的产率得到(Z)-4-bromo-5-(bromomethylene)-3-butylfuran-2(5H)-one
  参考文献：
  名称：

  A new synthesis of 3-n-butyl-4-bromo-5(Z)-bromomethylidene-2(5H)-furanone, a naturally occurring fimbrolide from Delisia fimbriata (Bonnemaisoniaceae)

  摘要：

  DOI：

  10.1021/jo00212a040
• 作为产物：
  描述：

  methyl α-butylacrylate 在 氢氧化钾 、 正丁基锂 、 溴 、 sodium 、 phosphorus pentoxide 、 溶剂黄146 、 对苯二酚 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 苯 为溶剂， 反应 79.0h， 生成 4,5-Dibromo-5-bromomethyl-3-butyl-2(5H)-furanone
  参考文献：
  名称：

  A new synthesis of 3-n-butyl-4-bromo-5(Z)-bromomethylidene-2(5H)-furanone, a naturally occurring fimbrolide from Delisia fimbriata (Bonnemaisoniaceae)

  摘要：

  DOI：

  10.1021/jo00212a040

文献信息

• Reinvestigation of the sulfuric acid-catalysed cyclisation of brominated 2-alkyllevulinic acids to 3-alkyl-5-methylene-2(5H)-furanones
  作者：Anthony J. Manny、Staffan Kjelleberg、Naresh Kumar、Rocky de Nys、Roger W. Read、Peter Steinberg

  DOI：10.1016/s0040-4020(97)10034-5

  日期：1997.11

  through bromination and acid promoted lactonisation is described. The underlying reactions have been investigated using levulinic acid as a model, and the effects of varying the bromination conditions and changing acid concentration on product distribution are discussed. Dibromination proceeds best in CHCl3 and proceeds in EtOH-free CHCl3 without the complication of ester formation. Cyclisation occurs

  描述了由烷基取代的乙酰丙酸衍生物通过溴化和酸促进的内酯化合成乙基，丁基，己基和十二烷基取代的溴化物。使用乙酰丙酸作为模型，研究了潜在的反应，并讨论了改变溴化条件和改变酸浓度对产物分布的影响。二溴化在CHCl 3中进行得最好，在无EtOH的CHCl 3中进行，而不会形成酯。在98–100％H 2 SO 4中伴随氧化发生环化反应，但在100％H 2 SO 4中产生环戊内酯的产率最高。还描述了相关的贝克雷利物质的形成。
• Easy Access to 5-Alkyl-4-bromo-2(5H)-furanones: Synthesis of a Fimbrolide, an Acetoxyfimbrolide, and Bromobeckerelide
  作者：Pedro de March、Josep Font、Antonio Gracia、Zheng Qingying

  DOI：10.1021/jo00111a045

  日期：1995.3

  Treatment of gamma-monosubstituted allenic esters with N-bromosuccinimide in water yields 5-alkyl-4-bromo-2(5H)-furanones, that can be transformed into 5-alkylidene-4-bromo-2(5H)-furanones in good overall yields. Starting with a simple allenic ester these transformations have been applied to a new synthesis of fimbrolide (1a), acetoxyfimbrolide (1c), and bromobeckerelide (2a).
• PATIENT INTERFACE
  申请人：KONINKLIJKE PHILIPS N.V.

  公开号：US20160317771A1

  公开（公告）日：2016-11-03

  Patient interface ( 50 ) optically indicating a user that a member ( 22 ) of the patient interface ( 50 ) needs to be replaced due to wear. In particular, it relates to a member ( 22 ) for patient interface ( 50 ) which comprises at least one functional material ( 32, 34 ) having a predefined functionality and at least one indicator ( 28, 30 ) wherein the concentration of said at least one indicator ( 28, 30 ) in said member ( 22 ) correlates with the predefined functionality of said at least one functional material ( 32, 34 ).
• [EN] PATIENT INTERFACE<br/>[FR] INTERFACE PATIENT
  申请人：KONINKL PHILIPS NV

  公开号：WO2015091304A1

  公开（公告）日：2015-06-25

  Patient interface (50) optically indicating a user that a member (22) of the patient interface (50) needs to be replaced due to wear. In particular, it relates to a member (22) for patient interface (50) which comprises at least one functional material (32, 34) having a predefined functionality and at least one indicator(28, 30) wherein the concentration of said at least one indicator (28, 30) in said member (22) correlates with the predefined functionality of said at least one functional material (32, 34).
• A new synthesis of 3-n-butyl-4-bromo-5(Z)-bromomethylidene-2(5H)-furanone, a naturally occurring fimbrolide from Delisia fimbriata (Bonnemaisoniaceae)
  作者：Drury Caine、Victoria C. Ukachukwu

  DOI：10.1021/jo00212a040

  日期：1985.6