Work

Protonated oxalyl chloride and the ClCO+ cation

Year: 2024

Type: article

Abstract: The reactions of oxalyl chloride were investigated in the binary superacidic systems HF/SbF5 and DF/SbF5. O-Monoprotonated oxalyl chloride was isolated and represents the first example of a protonated acyl chloride. Diprotonated oxalyl chloride is only stable in solution. Salts of the ClCO+ cation were synthesized from the reactions of oxalyl chloride or COClF with SbF5 in 1,1,1,2-tetrafluoroethane (R-134a, CF3CFH2). The colourless salts were characterized by low-temperature vibrational spectroscopy, NMR spectroscopy and single-crystal X-ray diffraction. (1,2-Dichloro-2-oxoethylidene)oxidanium hexafluoridoantimonate(V), [C2O(OH)Cl2][SbF6], crystallizes in the monoclinic space group P21 and carbonyl chloride hexadecafluoridotriarsenate(V) [ClCO][Sb3F16], in the trigonal space group P31, with two and three formula units per unit cell, respectively. Monoprotonated oxalyl chloride and the ClCO+ cation both display very short C—Cl bonds with a strong double-bond character.

Source: Acta Crystallographica Section C Structural Chemistry

DOI: 10.1107/s2053229624010714

Authors: Sebastian Steiner, Kristina Djordjevic, Valentin Bockmair, Dirk Hollenwäger, Andreas J. Kornath

Institution: Ludwig-Maximilians-Universität München

Language: English

Topic: Organic and Inorganic Chemical Reactions

Subfield: Spectroscopy

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $3,760

Funder: Deutsche Forschungsgemeinschaft