By reaction of sodium electride or NaCH with the anhydrous sodium salt of propiolic acid, Na(OOC-C≡C-H), in liquid ammonia crystalline powders of NaCO were obtained. The structure analysis based on synchrotron powder diffraction data revealed that NaCO crystallizes in a monoclinic unit cell (I2/a, Z=4) exhibiting the elusive Y-shaped C≡C-COO anion, which is unprecedented in a crystalline compound up to now. IR/Raman and solid-state NMR spectroscopic investigations with assignments supported by DFT-based ab initio calculations confirm this finding. Reaction with sodium electride led to a higher crystallinity of the product, but additionally a by-product apparently due to decomposition and polymerization of NaCO was formed. No such by-product was observed in the reaction with NaCH, which turned out to be a milder metalation route. However, the product of the latter reaction is less crystalline.
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