甲基丙烯酸-d5 | 55935-44-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 甲基丙烯酸-d5
• 英文名称: 2-(methyl-d3)-2-propenoic-3,3-d2 acid
• 英文别名: perdeuteriomethacrylic acid；methacrylic acid-d5；perdeuterio-methacrylic acid；3,3-dideuterio-2-(trideuteriomethyl)prop-2-enoic acid
• CAS: 55935-44-9
• 化学式: C₄H₆O₂
• 分子量: 91.0507
• InChiKey: CERQOIWHTDAKMF-KPAILUHGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  甲基丙烯酸-d5 、 α-溴-2,3,4,5,6-五氟甲基苯酸酯 在 三乙胺 作用下， 反应 24.0h， 生成 pentafluorobenzyl ester of perdeuteriomethacrylic acid
  参考文献：
  名称：

  Biosynthesis of methacrylic acid and isobutyric acids in a carabid beetle, Scarites subterraneus

  摘要：

  D8-L-Valine is incorporated with high efficiency into methacrylic and isobutyric acids in the pygidial defensive glands of a carabid beetle, Scarites subterraneus.

  DOI：

  10.1016/s0040-4039(00)93477-4
• 作为产物：
  描述：

  丙酮-d6氰醇-d1 在 硫酸 、 phosphorus pentoxide 、 对苯二酚 、 水 作用下， 反应 3.75h， 以21.5%的产率得到甲基丙烯酸-d5
  参考文献：
  名称：

  Partial Deuterium Labeling of Dimethacrylate Monomers

  摘要：

  Methacrylic acid-d(5) was prepared in a yield of 30% with 98.6% deuterium incorporation using a two step synthesis. A solution of acetone-d(6) and KCN in D2O was treated with glacial acetic acid to give the cyanohydrin of acetone-d(6). The latter compound was then dehydrated in anhydrous sulfuric acid at 120 degrees C and subsequently hydrolysed in water at 90 degrees C to form methacrylic acid-d(5). Hydrolysis of commercial nonaethyleneglycol dimethacrylate gave a mixture of ethylene glycols. These glycols were combined with methacrylic acid-d(5) in the presence of p-TsOH in benzene to form nonaethyleneglycol dimethacrylate-d(10) with similar to 21% deuterium incorporation. Deuterated bisGMA was also prepared from methacrylic acid-d(5) and diglycidyl ether of bisphenol-A.

  DOI：

  10.1007/s00706-005-0453-1

文献信息

• 重水素化ノルボルネオール及び／又は重水素化ジノルボルニルエーテルの製造方法及び重水素化不飽和カルボン酸ノルボルニルの製造方法。
  申请人：富士写真フイルム株式会社

  公开号：JP2005200363A

  公开（公告）日：2005-07-28

  PROBLEM TO BE SOLVED: To provide a method for producing a deuterated norborneol and a deuterated dinorbornyl ether; and to provide a method for producing an unsaturated carboxylic ester of a deuterated norbornyl synthesized by using the deuterated norborneol and/or the deuterated dinorbornyl ether or the like produced by the method as a raw material.

  SOLUTION: The method for producing a compound represented by general formulas (I) (wherein, a part or the whole of the hydrogen atoms in a norbornene skeleton is a deuterium atom; and two or more kinds of compounds represented by general formula (I) and mutually having different structures can be included therein) and/or (II) (wherein, a part or the whole of the hydrogen atoms in a norbornene skeleton is a deuterium atom; and two or more kinds of compounds represented by general formula (II) and mutually having different structures can be included therein) involves deuterating 2-norbornene in deuterium oxide in the presence of an acid having pKa ≤1.

  COPYRIGHT: (C)2005,JPO&NCIPI

  要解决的问题：提供一种制备氘代去氢诺博烯醇和氘代二去氢诺博基醚的方法；并提供一种利用所述方法制备的氘代去氢诺博烯醇和/或氘代二去氢诺博基醚等作为原料合成氘代去氢诺博基的不饱和羧酸酯的方法。 解决方案：制备由通式（I）（其中，诺博烯骨架中的部分或全部氢原子为氘原子；并且可以包含两种或更多种具有不同结构的通式（I）所代表的化合物）和/或通式（II）（其中，诺博烯骨架中的部分或全部氢原子为氘原子；并且可以包含两种或更多种具有不同结构的通式（II）所代表的化合物）所代表的化合物的方法，包括在酸的pKa≤1的存在下，在氘氧化物中对2-去氢诺博烯进行氘化。 版权所有：（C）2005，JPO＆NCIPI