Efficient synthesis of diethyl oxalate from transesterification of dimethyl oxalate and ethanol using alkaline catalysts and kinetic studies of transesterification. (28th February 2023)

• Record Type: Journal Article
• Authors: Wang, Qing; Wan, Siyu; Xia, Rui; Wang, Yuxin; Wang, Dan; Wen, Jinbing; Xiong, Xinyang; Zhou, Jun; Shi, Lei
• Is Part Of: New journal of chemistry. Volume 47:Number 11(2023)
• Page Start: 5510
• Page End: 5518
• Publication Date: 2023-02-28
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/d2nj05753k
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : A highly efficient catalyst for transesterification of dimethyl oxalate with ethanol was found, and it exhibited a TOF value of 274 032 h −1 at near room temperature. Abstract : A series of catalysts such as soluble alkalis ( e.g. C4 H9 ONa, C2 H5 ONa, CH3 ONa, NaOH, Na2 CO3, NaHCO3, and Na2 C2 O4 ) and amines ( e.g. DBU, DABCO, C6 H15 N, (NH4 )2 C2 O4, NH4 C2 H3 O2, and C16 H36 BrN) with different base strengths were studied for the transesterification of dimethyl oxalate (DMO) and ethanol (EtOH). It is of great interest that sodium tert -butoxide exhibited a TOF value of 274 032 h −1 at room temperature during the transesterification process. The p K b value was introduced and the relationship between the base strength and catalytic efficiency was established. A lower p K b value resulted in a stronger nucleophilicity and a higher catalytic efficiency. In addition, the reaction kinetics and mechanism were well studied, and the transesterification results of multiple raw materials with different molecular structures were in accordance with the deduced mechanism.