3-methoxy-3-buten-2-one | 51933-10-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methoxy-3-buten-2-one
• 英文别名: 3-methoxy-but-3-en-2-one；3-Buten-2-one, 3-methoxy-；3-methoxybut-3-en-2-one
• CAS: 51933-10-9
• 化学式: C₅H₈O₂
• 分子量: 100.117
• InChiKey: IEVNXOYVXVIFCZ-UHFFFAOYSA-N

物化性质

• 沸点：
  80-82 °C(Press: 85 Torr)
• 密度：
  1.0358 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  3-methoxy-3-buten-2-one 在 高氯酸 作用下， 以 水 为溶剂， 反应 0.03h， 生成 2,3-丁二酮
  参考文献：
  名称：

  Kresge, A. Jerry; Yin, Ya, Canadian Journal of Chemistry, 1987, vol. 65, p. 1753 - 1756

  摘要：

  DOI：
• 作为产物：
  描述：

  4-溴-3-甲氧基丁烷-2-酮 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醚 为溶剂， 生成 3-methoxy-3-buten-2-one
  参考文献：
  名称：

  .alpha.-Methoxylation of Unsaturated Carbonyl Compounds

  摘要：

  alpha-Methoxylation of enals or enones can be performed in high yield by a simple one-pot reaction sequence: Bromination of unsaturated hydrazones, HBr-elimination, and addition of methanol leads to the formation of beta-bromo-alpha-methoxy hydrazones (11), which after hydrolysis and HBr-elimination yields the alpha-methoxy enals or alpha-methoxy enones (13), respectively.

  DOI：

  10.1021/jo00099a037

文献信息

• Unsymmetrical monoprotected α-diketones via the palladium-catalyzed vinylation of acid chlorides with organotin compounds
  作者：John A. Soderquist、Wiilliam Wei-Hwa Leong

  DOI：10.1016/s0040-4039(00)81925-5

  日期：1983.1

  Under benzyl(chloro) triphenylphosphinepalladium(II) catalysis, α-oxygenated vinyltin compounds undergo clean cross coupling with acid chlorides to give α-oxygenated enones which are converted to unsymmetrical α-diketones, butadienyl ethers or substituted methyl vinyl ketones.

  在苄基（氯）三苯基膦钯（II）催化下，α-氧化的乙烯基锡化合物与酰氯进行干净的交叉偶联，得到α-氧化的烯酮，其转化为不对称的α-二酮，丁二烯基醚或取代的甲基乙烯基酮。
• Harmata; Rashatasakhon, Synlett, 2000, # 10, p. 1419 - 1422
  作者：Harmata、Rashatasakhon

  DOI：——

  日期：——
• Short syntheses of furan and catechol derivatives. A synthesis of hydrourushiol
  作者：Ernest Wenkert、Miguel E. Alonso、Brian L. Buckwalter、Eduardo L. Sanchez

  DOI：10.1021/ja00345a059

  日期：1983.4
• Buckley, Daniel J.; McKervey, M. Anthony, Journal of the Chemical Society. Perkin transactions I, 1985, p. 2193 - 2200
  作者：Buckley, Daniel J.、McKervey, M. Anthony

  DOI：——

  日期：——
• Synthesis of 1-alkyl-2-methylazetidin-3-ones and 1-alkyl-2-methylazetidin-3-ols
  作者：Antonio Salgado、Yves Dejaegher、Guido Verniest、Mark Boeykens、Christine Gauthier、Christelle Lopin、Kourosch Abbaspour Tehrani、Norbert De Kimpe

  DOI：10.1016/s0040-4020(03)00241-2

  日期：2003.3

  Several 1-alkyl-2-methylazetidin-3-ones were prepared in good yield by the hydride-induced cyclization of the corresponding beta-bromo-alpha,alpha-dimethoxyketimines, the resulting 3,3-dimethoxyazetidines being hydrolyzed by acid. Imination of these 1,2-disubstituted azetidin-3-ones, followed by alkylation under kinetic control conditions resulted in regioisomeric mixtures of 2,4- and 2,2-dialkylated compounds. Analytical samples of the major 2,4-disubstituted derivatives were obtained after extensive chromatographic separation. The cis stereochemistry of the major 2,4-dialkylated isomer was demonstrated on the basis of NMR data. (C) 2003 Elsevier Science Ltd. All rights reserved.