2-丁基磺酸 | 16794-12-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 2-丁基磺酸
• 英文名称: 2-butanesulfonic acid
• 英文别名: n-Butan-2-sulfonsaeure；butane-2-sulfonic acid
• CAS: 16794-12-0
• 化学式: C₄H₁₀O₃S
• 分子量: 138.188
• InChiKey: BRXCDHOLJPJLLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  62.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2904100000

反应信息

• 作为反应物：
  描述：

  2-丁基磺酸 、 原甲酸三甲酯 以3.10 g的产率得到2-丁磺酸甲酯
  参考文献：
  名称：

  Foldamers as Reactive Sieves:  Reactivity as a Probe of Conformational Flexibility

  摘要：

  A series of m-phenyleneethynylene (mPE) oligomers modified with a dimethylaminopyridine (DMAP) unit were treated with methyl sulfonates of varying sizes and shapes, and the relative reactivities were measured by UV spectrophotometry. Using a small-molecule DMAP analogue as a reference, each of the methyl sulfonates was shown to react at nearly identical rate. In great contrast, oligomers that are long enough to fold, and hence capable of binding the methyl sulfonate, experience rate enhancements of 18-1600-fold relative to that of the small-molecule analogue, depending on the type of alkyl chain attached to the guest. Three different oligomer lengths were studied, with the longest oligomers exhibiting the fastest rate and greatest substrate specificity. Even large, bulky guests show slightly enhanced methylation rates compared to that with the reference DMAP, which suggests a dynamic nature to the oligomer's binding cavity. Several mechanistic models to describe this behavior are discussed.

  DOI：

  10.1021/ja067670a
• 作为产物：
  描述：

  2-丁硫醇 在 过氧乙酸 、 溶剂黄146 作用下， 反应 2.0h， 生成 2-丁基磺酸
  参考文献：
  名称：

  Foldamers as Reactive Sieves:  Reactivity as a Probe of Conformational Flexibility

  摘要：

  A series of m-phenyleneethynylene (mPE) oligomers modified with a dimethylaminopyridine (DMAP) unit were treated with methyl sulfonates of varying sizes and shapes, and the relative reactivities were measured by UV spectrophotometry. Using a small-molecule DMAP analogue as a reference, each of the methyl sulfonates was shown to react at nearly identical rate. In great contrast, oligomers that are long enough to fold, and hence capable of binding the methyl sulfonate, experience rate enhancements of 18-1600-fold relative to that of the small-molecule analogue, depending on the type of alkyl chain attached to the guest. Three different oligomer lengths were studied, with the longest oligomers exhibiting the fastest rate and greatest substrate specificity. Even large, bulky guests show slightly enhanced methylation rates compared to that with the reference DMAP, which suggests a dynamic nature to the oligomer's binding cavity. Several mechanistic models to describe this behavior are discussed.

  DOI：

  10.1021/ja067670a

文献信息

• Evans; Mabbott; Turner, Journal of the Chemical Society, 1927, p. 1165
  作者：Evans、Mabbott、Turner

  DOI：——

  日期：——
• King; Lam; Skonieczny, Journal of the American Chemical Society, 1992, vol. 114, # 5, p. 1743 - 1749
  作者：King、Lam、Skonieczny

  DOI：——

  日期：——
• Wagner; Reid, Journal of the American Chemical Society, 1931, vol. 53, p. 3410
  作者：Wagner、Reid

  DOI：——

  日期：——
• King, J. F.; Lam, J. Y. L.; Skonieczny, S., Phosphorus, Sulfur and Silicon and the Related Elements, 1991, vol. 59, # 1-4, p. 177 - 180
  作者：King, J. F.、Lam, J. Y. L.、Skonieczny, S.

  DOI：——

  日期：——
• A General and Efficient Method for the Preparation of Organic Sulfonic Acids by Insertion of Sulfur Trioxide into the Metal−Carbon Bond of Organolithiums
  作者：Keith Smith、Duanjie Hou

  DOI：10.1021/jo9520710

  日期：1996.1.1