2-methyl-2-tert-butyl-1,3-dioxane-4,6-dione | 62018-49-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-methyl-2-tert-butyl-1,3-dioxane-4,6-dione
• 英文别名: 2-tert-butyl-2-methyl-1,3-dioxane-4,6-dione；2-tert-butyl-2-methyl-[1,3]dioxane-4,6-dione；2-methyl-2-tert-butyl-4,6-dioxo-1,3-dioxane
• CAS: 62018-49-9
• 化学式: C₉H₁₄O₄
• mdl: MFCD02815344
• 分子量: 186.208
• InChiKey: COOZARBOMFFIFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.777
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methyl-2-tert-butyl-1,3-dioxane-4,6-dione 在 sodium hydroxide 、 溴 作用下， 以 水 为溶剂， 反应 24.67h， 生成 2-tert-butyl-5-dimethylsulfonio-2-methyl-4,6-dioxo-1,3-dioxan-5-ide
  参考文献：
  名称：

  Chemistry of diazocarbonyl compounds: XXV. Comparative photochemistry of diazo compounds and sulfur ylides of the 1,3-dioxane-4,6-dione series

  摘要：

  Photochemical decomposition of 2,2-dialkyl-5-diazo-1,3-dioxane-4,6-diones in the presence of pyridine, methanol.. or dimethyl sulfide as carbene traps involves mainly the Wolff rearrangement which is likely to follow a concerted pattern, while the yield of the "carbene" products does not exceed 27-28%. No carbene intermediates are formed in the photolysis of the corresponding dioxo sulfonium ylides under analogous conditions, and the main photochemical process is 1,2-methyl shift (Stevens rearrangement), followed by photochemical transformations of the primary products according to the Norrish type 11 pattern.

  DOI：

  10.1134/s1070428006060029
• 作为产物：
  描述：

  6-tert-butyl-6-methyl-5,7-dioxa-1,2-diazaspiro[2.5]oct-1-ene-4,8-dione 在 二苯甲酮 作用下， 以 异丙醇 为溶剂， 以97%的产率得到2-methyl-2-tert-butyl-1,3-dioxane-4,6-dione
  参考文献：
  名称：

  重氮羰基化合物的化学：XXVII。1,3-二恶烷-4,6-二酮衍生物二嗪类的热解和光解

  摘要：

  Photolysis of diazirines, 1,3-dioxane-4,6-dione derivatives, occurs in the presence of methanol or dimethyl sulfide as carbene traps without a formation of carbene intermediates. It was established for the first time that the thermolysis and photolysis of diazirines from the 1,3-dioxane-4,6-dione series led mainly to Wolff rearrangement with a subsequent formation of 5-oxo-1,3-dioxolane-4-carboxylic acids or their derivatives. The data obtained show that the alpha-oxodiazirines are the key intermediates in the photolysis and Wolff rearrangement of alpha-diazocarbonyl compounds.

  DOI：

  10.1134/s1070428006080197

文献信息

• Method of fluorination using iodonium ylides
  申请人：The General Hospital Corporation

  公开号：US10259800B2

  公开（公告）日：2019-04-16

  A process for fluorination of aromatic compounds employing iodonium ylides and applicable to radiofluorination using 18F is described. Processes, intermediates, reagents and radiolabelled compounds are described.

  描述了一种使用碘化亚烯并适用于使用18F进行放射性氟化的芳香化合物氟化的过程。描述了过程、中间体、试剂和标记化合物。
• Search for dioxocarbenes in photochemical reactions of 5-diazo-4,6-dioxo-1,3-dioxanes, associated diazirines, and S-ylides
  作者：V.V. Shevchenko、N.N. Khimich、M.S. Platz、V.A. Nikolaev

  DOI：10.1016/j.tetlet.2004.11.102

  日期：2005.1

  On direct photolysis of 2,2-dialkyl-5-diazo-4,6-dioxo-1,3-dioxanes in the presence of pyridine, methanol or dimethyl sulfide as carbene traps, the yield of ‘carbene’ products does not exceed 27–28%. At the same time photochemical transformations of the related 3,3-diacyldiazirines and dioxosulfonium ylides of this series, evidently, occur without generation of carbene intermediates.

  在存在吡啶，甲醇或二甲基硫醚作为卡宾捕集剂的情况下，对2,2-二烷基-5-重氮-4,6-二氧代-1,3-二恶烷进行直接光解时，“卡宾”产物的收率不超过27 –28％。同时，与此相关的3，3-二酰基二叠氮基和该系列二氧代ulf鎓的光化学转化显然发生了，而没有产生卡宾中间体。
• Synthesis of β-(trifluoromethyl)furans and spiro-gem-dichlorocyclopropanes from cyclic 1,3-dicarbonyl compounds and α-(trihaloethylidene)nitroethanes
  作者：Alexey Yu. Barkov、Vladislav Yu. Korotaev、Vyacheslav Ya. Sosnovskikh

  DOI：10.1016/j.tetlet.2013.05.129

  日期：2013.8

  While 1,3-dicarbonyl compounds react with (E)-1,1,1-trifluoro-3-nitrobut-2-ene in the presence of sodium acetate to produce the target beta-(trifluoromethyl)furans, their reaction with (E)-1,1,1-trichloro-3-nitrobut-2-ene, under the same conditions, took an entirely different course and gave spiro-gem-dichlorocyclopropanes bearing a 1-nitroethyl moiety, with high diastereoselectivity and in good yields. (C) 2013 Elsevier Ltd. All rights reserved.
• Method for Producing 1,3-Dioxolan-4,6-Dione Compound
  申请人：Sato Shingo

  公开号：US20080015365A1

  公开（公告）日：2008-01-17

  A method for producing a 1,3-dioxolan-4,6-dione compound from a ketone compound and a malonic acid, the method comprising: precipitating a 1,3-dioxolan-4,6-dione compound as a crystal from a mixed solvent comprising a first organic solvent having a dielectric constant of 10 or more and a water, so as to form a precipitated 1,3-dioxolan-4,6-dione compound; and isolating the precipitated 1,3-dioxolan-4,6-dione compound by a solid-liquid separation.
• METHOD OF FLUORINATION USING IODONIUM YLIDES
  申请人：The General Hospital Corporation

  公开号：US20170121300A1

  公开（公告）日：2017-05-04

  A process for fluorination of aromatic compounds employing iodonium ylides and applicable to radiofluorination using 18 F is described. Processes, intermediates, reagents and radiolabelled compounds are described.