2-13C-乙醇酸 | 81277-97-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 中文名称: 2-13C-乙醇酸
• 英文名称: 2-¹³C-glycolic acid
• 英文别名: 2-hydroxyacetic acid
• CAS: 81277-97-6
• 化学式: C₂H₄O₃
• 分子量: 77.041
• InChiKey: AEMRFAOFKBGASW-OUBTZVSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 2-13C-乙醇酸 在 Amberlite IR-120 resin 作用下， 以65%的产率得到[2-(13)C]-glycolic acid methyl ester
  参考文献：
  名称：

  A Mechanistic Dehydration Study with [2-¹³C]-DIMBOA

  摘要：

  Dehydration of a 2-C-13-labeled synthetic sample of the natural aglucone 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one ([2-C-13]-DIMBOA, 10) using N-ethoxycarbonyltrichloroacetaldimine led to 3-formyl-6-methoxybenzoxazolin-2(3H)-one (C-13-labeled FMBOA, 11) with complete transfer of the C-13 label into the -CHO group. On the basis of this finding, a mechanism for the dehydration is proposed.

  DOI：

  10.1021/np0102455
• 作为产物：
  描述：

  溴乙酸-2-13C 在 sodium hydroxide 作用下， 反应 5.0h， 以69%的产率得到2-13C-乙醇酸
  参考文献：
  名称：

  A Mechanistic Dehydration Study with [2-¹³C]-DIMBOA

  摘要：

  Dehydration of a 2-C-13-labeled synthetic sample of the natural aglucone 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one ([2-C-13]-DIMBOA, 10) using N-ethoxycarbonyltrichloroacetaldimine led to 3-formyl-6-methoxybenzoxazolin-2(3H)-one (C-13-labeled FMBOA, 11) with complete transfer of the C-13 label into the -CHO group. On the basis of this finding, a mechanism for the dehydration is proposed.

  DOI：

  10.1021/np0102455

文献信息

• Direct conversion of glycerol into formic acid via water stable Pd(II) catalyzed oxidative carbon–carbon bond cleavage
  作者：Prasanna Pullanikat、Joo Ho Lee、Kyung Soo Yoo、Kyung Woon Jung

  DOI：10.1016/j.tetlet.2013.06.041

  日期：2013.8

  Using our tridentate NHC-amidate–alkoxide Pd(II) complex, we developed a catalytic method for oxidative C–C bond cleavage of glycerol. The glycerol was degraded exclusively to formic acid and CO2. Two possible degradation pathways were proposed through 13C labeled studies.

  使用我们的三齿 NHC-酰胺-醇盐 Pd(II) 复合物，我们开发了一种催化氧化 C-C 键裂解甘油的方法。甘油仅被降解为甲酸和CO 2。通过13 C 标记研究提出了两种可能的降解途径。
• Partial Oxidation of Ethane to Oxygenates Using Fe- and Cu-Containing ZSM-5
  作者：Michael M. Forde、Robert D. Armstrong、Ceri Hammond、Qian He、Robert L. Jenkins、Simon A. Kondrat、Nikolaos Dimitratos、Jose Antonio Lopez-Sanchez、Stuart H. Taylor、David Willock、Christopher J. Kiely、Graham John Hutchings

  DOI：10.1021/ja403060n

  日期：2013.7.31

  are effective for the partial oxidation of ethane with hydrogen peroxide giving combined oxygenate selectivities and productivities of up to 95.2% and 65 mol kgcat(-1) h(-1), respectively. High conversion of ethane (ca. 56%) to acetic acid (ca. 70% selectivity) can be observed. Detailed studies of this catalytic system reveal a complex reaction network in which the oxidation of ethane gives a range

  含铁和铜的 ZSM-5 催化剂对于用过氧化氢对乙烷进行部分氧化是有效的，其组合含氧选择性和生产率分别高达 95.2% 和 65 mol kgcat(-1) h(-1)。可以观察到乙烷的高转化率（约 56%）到乙酸（约 70% 的选择性）。对该催化系统的详细研究揭示了一个复杂的反应网络，其中乙烷的氧化产生一系列 C2 含氧物，连续 CC 键裂解产生 C1 产物。我们证明乙烯也形成并且可以随后被氧化。乙醇可以直接由乙烷生产，而不是来自其相应的烷基过氧物质、乙基氢过氧化物的分解。与我们之前提出的类似沸石催化剂上甲烷氧化的机制相反，
• Reaction pathways of glucose oxidation by ozone under acidic conditions
  作者：Olivier Marcq、Jean-Michel Barbe、Alain Trichet、Roger Guilard

  DOI：10.1016/j.carres.2009.05.012

  日期：2009.7

  The ozonation Of D-glucose-1-C-13, 2-C-13, and 6-C-13 was carried out at pH 2.5 in a semi-batch reactor at room temperature. The products present in the liquid phase were analyzed by GC-MS, HPAEC-PAD, and C-13 NMR spectroscopy. Common oxidation products of glucose have also been submitted to identical ozonation conditions. For the first time, a pentaric acid was identified and its formation quantitatively correlated to the loss of C-6 of glucose in the form of carbon dioxide. Potential mechanisms for the formation of this pentaric acid are discussed. The well-accepted pathway involving the anomeric position in glucose, gluconic acid, arabinose, and carbon dioxide is reinvestigated. The origin of small molecules such as tartaric, erythronic, and oxalic acids is clarified. Finally, new reaction pathways and tentative mechanisms consistent with the formation of ketoaldonic acids and smaller acids are proposed. (C) 2009 Elsevier Ltd. All rights reserved.
• A transferable valence force field for polyatomic molecules. A scheme for glycolic acid and methyl glycolate
  作者：H. Hollenstein、R.W. Schär、N. Schwizgebel、G. Grassi、Hs.H. Günthard

  DOI：10.1016/0584-8539(83)80138-x

  日期：1983.1
• A Mechanistic Dehydration Study with [2-¹³C]-DIMBOA
  作者：Huang Hao、Joachim Sieler、Dieter Sicker

  DOI：10.1021/np0102455

  日期：2002.4.1

  Dehydration of a 2-C-13-labeled synthetic sample of the natural aglucone 2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one ([2-C-13]-DIMBOA, 10) using N-ethoxycarbonyltrichloroacetaldimine led to 3-formyl-6-methoxybenzoxazolin-2(3H)-one (C-13-labeled FMBOA, 11) with complete transfer of the C-13 label into the -CHO group. On the basis of this finding, a mechanism for the dehydration is proposed.