dimethyl carbonate-α-13C | 89603-67-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 英文名称: dimethyl carbonate-α-13C
• 英文别名: [¹³C]dimethyl carbonate；¹³C-Kohlensaeure-dimethylester；[¹³C]carbonic acid dimethyl ester；Dimethyl carbonate-(carbonyl-13C), 99 atom % 13C, 97% (CP)；dimethyl carbonate
• CAS: 89603-67-8
• 化学式: C₃H₆O₃
• 分子量: 91.0678
• InChiKey: IEJIGPNLZYLLBP-LBPDFUHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dimethyl carbonate-α-13C 、 托品酮 生成 methyl 8-methyl-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylate
  参考文献：
  名称：

  LEETE, EDWARD, J. NATUR. PROD., 50,(1987) N 1, 30-35

  摘要：

  DOI：
• 作为产物：
  描述：

  碘甲烷 生成 dimethyl carbonate-α-13C
  参考文献：
  名称：

  LEETE, EDWARD, J. NATUR. PROD., 50,(1987) N 1, 30-35

  摘要：

  DOI：

文献信息

• Activated Metallic Gold as an Agent for Direct Methoxycarbonylation
  作者：Bingjun Xu、Robert J. Madix、Cynthia M. Friend

  DOI：10.1021/ja207389z

  日期：2011.12.21

  We have discovered that metallic gold is a highly effective vehicle for the low-temperature vapor-phase carbonylation of methanol by insertion of CO into the O-H bond to form methoxycarbonyl. This reaction contrasts sharply to the carbonylation pathway well known for homogeneously catalyzed carbonylation reactions, such as the synthesis of acetic acid. The methoxycarbonyl intermediate can be further employed in a variety of methoxycarbonylation reactions, without the use or production of toxic chemicals. More generally we observe facile, selective methoxycarbonylation of alkyl and aryl alcohols and secondary amines on metallic gold well below room temperature. A specific example is the synthesis of dimethyl carbonate, which has extensive use in organic synthesis. This work establishes a unique framework for using oxygen-activated metallic gold as a catalyst for energy-efficient, environmentally benign production of key synthetic chemical agents.