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亚磺酸磺酸相比,简单的次磺酸(如:甲次磺酸,CH3SOH)具有高度活性,极容易发生化学反应,因此难以从溶液中进行分离气态的甲次磺酸半衰期约为1分钟。借由观测甲次磺酸的微波光谱(转动光谱)发现他的结构为 CH3–S–O–H[1]。次磺酸通过空间位阻的影响,可以稳定存在,防止次磺酸凝结形成硫代亚磺酸酯(RS(O)SR),如大蒜中的大蒜素。通过使用X-射线结晶学的分析,这种稳定的次磺酸酸的结构被证实是R-S-O-H键[2][3]。因空间位阻而稳定的次磺酸,如1-三蝶烯次磺酸(1-triptycenesulfenic acid)已测得其pKa为12.5,且O-H键的解离能(BDE)为 71.9 ± 0.3 kcal/mol,可与有机过氧化物的pKa ≥14和O–H BDE ∼88 kcal/mol做比较[4]



  1. ^ Penn RE, Block E, Revelle LK. Methanesulfenic Acid. Journal of the American Chemical Society. 1978, 100 (11): 3622–3624. doi:10.1021/ja00479a068. 
  2. ^ Goto K, Holler M, Okazaki R. Synthesis, Structure, and Reactions of a Sulfenic Acid Bearing a Novel Bowl-Type Substituent: The First Synthesis of a Stable Sulfenic Acid by Direct Oxidation of a Thiol. Journal of the American Chemical Society. 1997, 119 (6): 1460–1461. doi:10.1021/ja962994s. 
  3. ^ Ishii A, Komiya K, Nakayama J. Synthesis of a Stable Sulfenic Acid by Oxidation of a Sterically Hindered Thiol (Thiophenetriptycene-8-thiol)1 and Its Characterization. Journal of the American Chemical Society. 1996, 118 (50): 12836–12837. doi:10.1021/ja962995k. 
  4. ^ McGrath AJ, Garrett GE, Valgimigli L, Pratt DA. The redox chemistry of sulfenic acids. Journal of the American Chemical Society. 2010, 132 (47): 16759–16761. doi:10.1021/ja1083046. 
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