dimethyl 2-methyl-3,3-dimethoxypropane-1,1-dicarboxylate | 51534-92-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 2-methyl-3,3-dimethoxypropane-1,1-dicarboxylate
• 英文别名: dimethyl 3,3-dimethoxy-2-methylpropane-1,1-dicarboxylate；Dimethyl 2-(1,1-dimethoxypropan-2-yl)propanedioate
• CAS: 51534-92-0
• 化学式: C₁₀H₁₈O₆
• 分子量: 234.249
• InChiKey: XLAYRALPGBGHIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl 2-methyl-3,3-dimethoxypropane-1,1-dicarboxylate 在 盐酸 作用下， 生成 dimethyl 2-methyl-3-oxopropane-1,1-dicarboxylate
  参考文献：
  名称：

  Electrochemical transformation of alkylidenemalonates into 2-alkyl-3,3-dimethoxyalkane-1,1-dicarboxylates via rearrangement

  摘要：

  Alkylidenemalonates capable of migration of a double bond being electrolyzed in methanol in the presence of alkali metal halides in an undivided cell are transformed into 2-alkyl-3,3-dimethoxyalkane-1,1-dicarboxylates, acidification of which leads to 2-alkyl-3-oxoalkane-1,1-dicarboxylates.

  DOI：

  10.1016/s0040-4039(00)74890-8
• 作为产物：
  描述：

  2-propylidene malonic acid dimethyl ester 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 12.0h， 生成 dimethyl 2-methyl-3,3-dimethoxypropane-1,1-dicarboxylate
  参考文献：
  名称：

  Verhe, R.; De Kimpe, N.; De Buyck, L., Bulletin des Societes Chimiques Belges, 1983, vol. 92, # 4, p. 371 - 396

  摘要：

  DOI：

文献信息

• Electrochemical cyclodimerization of alkylidenemalonates
  作者：Michail N. Elinson、Sergey K. Feducovich、Alexandre A. Zakharenkov、Bogdan I. Ugrak、Gennady I. Nikishin、Sergey V. Lindeman、Jurii T. Struchkov

  DOI：10.1016/0040-4020(95)98700-r

  日期：1995.4

  in MeOH in the presence of alkali metal halide as mediator, leads to the formation of cyclic dimers, i.e., 3,4-disubstituted 1,1,2,2-cyclobutanetetracarboxylates. The reaction proceeds via the reductive coupling of two substrate molecules at cathode and the cyclization of a hydrodimer dianion by its interaction with an active form of a mediator, an anode-generated halogen.

  在碱金属卤化物为介体的情况下，在未拆分的MeOH电解槽中，在未分隔的单元中电解亚烷基亚甲基丙二酸二甲酯RCH = C（COOMe）2（R = n-Alk，Ph），导致形成环状二聚物，即3,4-二取代的1,1,2,2-环丁烷四羧酸盐。该反应通过阴极上两个底物分子的还原偶联和氢二聚体二价阴离子通过与介体的活性形式（阳极产生的卤素）的相互作用而环化来进行。
• Electrochemically induced oxidative rearrangement of alkylidenemalonates
  作者：Michail N Elinson、Sergey K Feducovich、Gennady I Nikishin

  DOI：10.1016/s0040-4020(98)00912-0

  日期：1998.11

  Alkylidenemalonates capable of double bond migration being electrolyzed in methanol or ethanol in the presence of alkali metal halides in an undivided cell equipped with Fe cathode are transformed into 2-alkyl-3,3-dimethoxyalkane-1,1-dicarboxylates in 70-90% yield via electrochemically induced oxidative rearrangement. Acidification of the reaction mixture after the electrolysis leads to the formation of 2-alkyl-3-oxoalkane-1,1-dicarboxylates. In the case of isobutylidenemalonate, the electrolysis intermediate dimethyl 3,3-dimethyl-2-methoxycyclopropane-1,1-dicarboxylate was isolated in 70% yield. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.
• Ketene thioacetal monoxides: A novel and versatile class of two-carbon michael receptors
  作者：J.L. Herrmann、G.R. Kieczykowski、R.F. Romanet、P.J. Wepplo、R.H. Schlessinger

  DOI：10.1016/s0040-4039(01)87317-2

  日期：——
• Electrochemical cyclodimerization of alkylidenemalonates into 3,4-disubstituted cyclobutane-1,1,2,2-tetracarboxylates
  作者：Gennady I. Nikishin、Michail N. Elinson、Sergey K. Feducovich、Bogdan I. Ugrak、Yuri T. Struchkov、Sergey V. Lindeman

  DOI：10.1016/s0040-4039(00)79857-1

  日期：1992.5

  Alkylidenemalonates being electrolyzed in methanol in undivided cell with glassy carbon, carbon or lead cathode in the presence of sodium iodide or sodium bromide are transformed into 3,4-disubstituted cyclobutane-1,1,2,2-tetracarboxylates.
• Verhe, R.; De Kimpe, N.; De Buyck, L., Bulletin des Societes Chimiques Belges, 1983, vol. 92, # 4, p. 371 - 396
  作者：Verhe, R.、De Kimpe, N.、De Buyck, L.、Courtheyn, D.、Caenegem, L. Van、Schamp, N.

  DOI：——

  日期：——