(+/-)-1-chloro-2-oxopentane-1-sulfonic acid | 1144506-00-2

• 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: (+/-)-1-chloro-2-oxopentane-1-sulfonic acid
• CAS: 1144506-00-2
• 化学式: C₅H₉ClO₄S
• 分子量: 200.643
• InChiKey: IVZSPEPLLABWPV-UHFFFAOYSA-N

物化性质

• 密度：
  1.448±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  sodium 2-dichloroamino-2-propylpentanesulfonate 生成 2-oxopentane-1-sulfonic acid 、 (+/-)-1-chloro-2-oxopentane-1-sulfonic acid 、 1,1-dichloro-2-oxopentane-1-sulfonic acid 、 (+/-)-1,1,3-trichloro-2-oxopentane-1-sulfonic acid 、 2-amino-2-propylpentanesulfonic acid
  参考文献：
  名称：

  Stieglitz rearrangement of N,N-dichloro-β,β-disubstituted taurines under mild aqueous conditions

  摘要：

  New topical anti-infectives comprised of N,N-dichloro-beta,beta-disubstituted taurines [Tetrahedron Lett. 2008, 49, 2193; Biorg. Med. Chem. Lett. 2009, 19, 196] have been examined for structure-stability relationships (SSR) based upon various alkyl, heteroalkyl and cycloalkyl beta-substitutions. These substitutions affect order-of-magnitude changes in the aqueous stability of these N,N-dichloroamines which can undergo Stieglitz rearrangement of alkyl groups under extremely mild conditions (H(2)O, pH 4-7, 0-20 mM acetate or phosphate buffer, 20-40 degrees C). This process produces b-ketosulfonic acids which function as substrates for chlorination by the N-chlorotaurines which leads to their further degradation. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.109