S-Methyl-thiolcarbonat | 56533-08-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: S-Methyl-thiolcarbonat
• 英文别名: marcaptoacetic acid；Carboxymethyl thioether；methylsulfanylformic acid
• CAS: 56533-08-5
• 化学式: C₂H₄O₂S
• 分子量: 92.1186
• InChiKey: LIXKZGGCFHBXNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 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：
  62.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-butyl-3-methylimidazolium hydroxide 、 S-Methyl-thiolcarbonat 以 水 为溶剂， 生成 1-butyl-3-methylimidazolium glycinate
  参考文献：
  名称：

  Effects of anionic structure and lithium salts addition on the dissolution of cellulose in 1-butyl-3-methylimidazolium-based ionic liquid solvent systems

  摘要：

  纤维素是地球上最丰富的生物可再生和可生物降解资源。然而，由于其在溶剂中的溶解效率低，纤维素的应用范围受到限制。因此，开发新型纤维素溶剂仍然是一个活跃的研究领域。在本研究中，通过将1-丁基-3-甲基咪唑阳离子[C4mim]+与布朗斯特碱阴离子[CH3COO]−、[HSCH2COO]−、[HCOO]−、[(C6H5)COO]−、[H2NCH2COO]−、[HOCH2COO]−、[CH3CHOHCOO]−和[N(CN)2]−结合合成了一系列离子液体（ILs）。确定了微晶纤维素（MCC）在这些离子液体中的溶解度与温度的关系。通过1H NMR和溶剂色变紫外/可见光探针研究了阴离子结构对纤维素溶解度的影响。结果发现，纤维素的溶解度几乎与离子液体中阴离子的氢键接受能力的提高呈线性增加。同时，采用将1.0wt%的锂盐添加到[C4mim][CH3COO]中开发了新型的[C4mim][CH3COO]/锂盐（LiCl、LiBr、LiAc、LiNO3或LiClO4）溶剂系统。研究表明，锂盐的添加显著提高了纤维素的溶解度。这一现象通过13C NMR谱进行了研究，结果表明，纤维素的溶解度提高源于锂离子与纤维素羟基氧O(3)的相互作用破坏了分子间氢键O(6)H⋯O(3)。此外，通过扫描电子显微镜、热重分析和傅里叶变换红外光谱对从离子液体中再生的纤维素材料进行了表征，并测定了原始和再生纤维素材料的聚合度。再生纤维素表现出良好的热稳定性。预计上述信息对设计新型离子液体和基于离子液体的纤维素溶剂系统具有重要意义。

  DOI：

  10.1039/b916882f

文献信息

• Effects of anionic structure and lithium salts addition on the dissolution of cellulose in 1-butyl-3-methylimidazolium-based ionic liquid solvent systems
  作者：Airong Xu、Jianji Wang、Huiyong Wang

  DOI：10.1039/b916882f

  日期：——

  Cellulose is the most abundant biorenewable and biodegradable resource on the earth. However, the extent of its application is limited due to its inefficient dissolution in solvents. Thus, the development of new cellulose solvents continues to be an active area of investigation. In this work, a series of ionic liquids (ILs) have been synthesized by coupling the 1-N-butyl-3-methylimidazolium cation [C4mim]+ with the Brønsted basic anions [CH3COO]−, [HSCH2COO]−, [HCOO]−, [(C6H5]COO]−, [H2NCH2COO]−, [HOCH2COO]−, [CH3CHOHCOO]− and [N(CN)2]−. The solubilities of microcrystalline cellulose (MCC) in these ionic liquids were determined as a function of temperature. The effect of the anion structure on the solubility of cellulose has been estimated, and investigated by 1H NMR and a solvatochromic UV/vis probe. It was found that the solubility of cellulose increases almost linearly with increasing hydrogen bond accepting ability of anions in the ionic liquids. At the same time, novel [C4mim][CH3COO]/lithium salt (LiCl, LiBr, LiAc, LiNO3, or LiClO4) solvent systems have been developed by adding 1.0 wt% of lithium salt into [C4mim][CH3COO]. It was shown that the addition of lithium salts significantly increased the solubility of the cellulose. This observation was studied by 13C NMR spectra, and the results suggested that the enhanced solubility of cellulose originated from the disruption of the intermolecular hydrogen bond, O(6)H⋯O(3) owing to the interaction of Li+ with the hydroxyl oxygen O(3) of cellulose. Furthermore, the cellulose materials regenerated from the ionic liquids were characterized by scanning electron micrograph, thermogravimetric analysis and Fourier transform infrared spectroscopy, and the degree of polymerization of the original and regenerated cellulose materials was also determined. Good thermal stability was found for the regenerated cellulose. It is expected that the above information is useful for the design of novel ionic liquids and ionic liquid-based solvent systems for cellulose.

  纤维素是地球上最丰富的生物可再生和可生物降解资源。然而，由于其在溶剂中的溶解效率低，纤维素的应用范围受到限制。因此，开发新型纤维素溶剂仍然是一个活跃的研究领域。在本研究中，通过将1-丁基-3-甲基咪唑阳离子[C4mim]+与布朗斯特碱阴离子[CH3COO]−、[HSCH2COO]−、[HCOO]−、[(C6H5)COO]−、[H2NCH2COO]−、[HOCH2COO]−、[CH3CHOHCOO]−和[N(CN)2]−结合合成了一系列离子液体（ILs）。确定了微晶纤维素（MCC）在这些离子液体中的溶解度与温度的关系。通过1H NMR和溶剂色变紫外/可见光探针研究了阴离子结构对纤维素溶解度的影响。结果发现，纤维素的溶解度几乎与离子液体中阴离子的氢键接受能力的提高呈线性增加。同时，采用将1.0wt%的锂盐添加到[C4mim][CH3COO]中开发了新型的[C4mim][CH3COO]/锂盐（LiCl、LiBr、LiAc、LiNO3或LiClO4）溶剂系统。研究表明，锂盐的添加显著提高了纤维素的溶解度。这一现象通过13C NMR谱进行了研究，结果表明，纤维素的溶解度提高源于锂离子与纤维素羟基氧O(3)的相互作用破坏了分子间氢键O(6)H⋯O(3)。此外，通过扫描电子显微镜、热重分析和傅里叶变换红外光谱对从离子液体中再生的纤维素材料进行了表征，并测定了原始和再生纤维素材料的聚合度。再生纤维素表现出良好的热稳定性。预计上述信息对设计新型离子液体和基于离子液体的纤维素溶剂系统具有重要意义。