2-nitro-propane-1-sulfonic acid | 859055-01-9

• 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
• 英文名称: 2-nitro-propane-1-sulfonic acid
• 英文别名: 2-Nitro-propan-1-sulfonsaeure；2-nitropropane-1-sulfonate；2-Nitropropane-1-sulfonic acid
• CAS: 859055-01-9
• 化学式: C₃H₇NO₅S
• 分子量: 169.158
• InChiKey: URLDBZZSYSAXJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  10
• 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：
  109
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-nitro-propane-1-sulfonic acid 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 生成 2-甲基牛磺酸
  参考文献：
  名称：

  Facile synthesis of various substituted taurines, especially syn- and anti-1,2-disubstituted taurines, from nitroolefins

  摘要：

  Taurine and substituted taurines present a group of important structural elements in many natural products. Various substituted taurines, including 1- and 2-substituted, 1,1-, syn-1,2-, and anti-1,2-disubstituted taurines, were synthesized from the corresponding nitroolefins via Michael addition with thioacetic acid, oxidation with peroxyformic acid, and the catalytic hydrogenation under the catalysis of palladium on carbon or platinum dioxide. It is a general, versatile, and salt-free method for the preparation of substituted taurines, especially for syn- and anti-1,2-disubstituted taurines and some taurines with more bulky substituents. The stereostructures of both syn- and anti-1,2-disubstituted taurines were deduced from the nitroalkyl thioacetates in the Michael addition, which were identified via the Karplus equation analysis and computational analysis, and finally confirmed by the XRD single crystal analysis. The diastereoselectivity in the Michael addition was rationalized with the Cram rule. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.031
• 作为产物：
  描述：

  2-硝基-1-丙烯 在 potassium bisulfite 、 水 作用下， 生成 2-nitro-propane-1-sulfonic acid
  参考文献：
  名称：

  Method of making beta-amino sulfonic compounds

  摘要：

  公开号：

  US02510281A1

文献信息

• Heath; Piggott, Journal of the Chemical Society, 1947, p. 1483
  作者：Heath、Piggott

  DOI：——

  日期：——
• Beta-nitroalkane sulfonic acids
  申请人：ICI LTD

  公开号：US02465803A1

  公开（公告）日：1949-03-29
• Beta-nitro sulfonic compounds and method of making same
  申请人：VISKING CORP

  公开号：US02510282A1

  公开（公告）日：1950-06-06
• Method of preparing nitroalkane sulfonates
  申请人：VISKING CORP

  公开号：US02477870A1

  公开（公告）日：1949-08-02
• Method of making beta-amino sulfonic compounds
  申请人：VISKING CORP

  公开号：US02510281A1

  公开（公告）日：1950-06-06