For faster navigation, this Iframe is preloading the Wikiwand page for 次磺酸.

次磺酸

维基百科,自由的百科全书

虽然次磺酸可能具有互变异构物,但根据光谱测量,以及理论研究表明,在左边的结构几乎完全占主导地位。
虽然次磺酸可能具有互变异构物,但根据光谱测量,以及理论研究表明,在左边的结构几乎完全占主导地位。

化学中,次磺酸是一种含有机化合物官能基,其通式为RSOH,其中R≠H(若R=H则为硫氧化氢)。次磺酸是一种有机硫含氧酸的第一个成员,其他还包括了亚磺酸(RSO2H)、磺酸(RSO3H)等。

性质

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]

参见

参考文献

  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. 
{{bottomLinkPreText}} {{bottomLinkText}}
次磺酸
Listen to this article

This browser is not supported by Wikiwand :(
Wikiwand requires a browser with modern capabilities in order to provide you with the best reading experience.
Please download and use one of the following browsers:

This article was just edited, click to reload
This article has been deleted on Wikipedia (Why?)

Back to homepage

Please click Add in the dialog above
Please click Allow in the top-left corner,
then click Install Now in the dialog
Please click Open in the download dialog,
then click Install
Please click the "Downloads" icon in the Safari toolbar, open the first download in the list,
then click Install
{{::$root.activation.text}}

Install Wikiwand

Install on Chrome Install on Firefox
Don't forget to rate us

Tell your friends about Wikiwand!

Gmail Facebook Twitter Link

Enjoying Wikiwand?

Tell your friends and spread the love:
Share on Gmail Share on Facebook Share on Twitter Share on Buffer

Our magic isn't perfect

You can help our automatic cover photo selection by reporting an unsuitable photo.

This photo is visually disturbing This photo is not a good choice

Thank you for helping!


Your input will affect cover photo selection, along with input from other users.