氰乙酰氨基甜菜碱- a两性离子腈衍生物。

IF 3.1 4区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

ChemistryOpen Pub Date : 2025-10-09 DOI:10.1002/open.202500485

Pan Duan, Julia-Maria Hübner, Florian Puls, Vitaliy Romaka, Hans-Joachim Knölker, Michael Ruck

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引用次数: 0

摘要

氰乙酰氨基甜菜碱，或n -氰-2-（三甲基胺）乙酰氨基，是由二氰酰胺钠和氯化甜菜碱在水溶液中30℃下反应4小时得到的。通过加入DCM，得到了适合于衍射实验的单晶。该化合物在单斜晶格群P21/c中结晶，晶格参数为a = 7.3365(2) Å， b = 8.8351(3) Å， c = 11.0977(4) Å， β = 91.948(2)°。意想不到的反应产物包括一个三甲基铵头基，通过亚甲基桥连接到一个负的氰乙酰胺部分，突出了热力学上分子内电荷补偿的偏好，而不是与双氰酰胺形成盐。这些发现得到了红外和核磁共振光谱以及密度泛函理论计算的支持。

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Cyanoacetamidobetaine-A Zwitterionic Nitrile Derivative.

Cyanoacetamidobetaine, or N-cyano-2-(trimethylammonio)acetaminide, is obtained from a reaction of sodium dicyanamide and betainium chloride in an aqueous solution after 4 h at 30 °C. By adding DCM, single-crystals suitable for diffraction experiments are obtained. The compound crystallizes in the monoclinic space group P2₁/c with lattice parameters a = 7.3365(2) Å, b = 8.8351(3) Å, c = 11.0977(4) Å, and β = 91.948(2)°. The unexpected reaction product comprises a trimethylammonium head group linked via a methylene bridge to a negative cyanoacetaminide moiety, highlighting the thermodynamic preference for intramolecular charge compensation over salt formation of betainium with dicyanamide. The findings are supported by infrared and nuclear magnetic resonance spectra and density functional theory calculations.

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来源期刊

ChemistryOpen CHEMISTRY, MULTIDISCIPLINARY-

CiteScore

4.80

自引率

4.30%

发文量

143

审稿时长

1 months

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