Unveiling Five Naked Structures of Tartaric Acid

Abstract

The unbiased, naked structures of tartaric acid, one of the most important organic compounds existing in nature and a candidate to be present in the interstellar medium, has been revealed in this work for the first time. Solid samples of its naturally occurring (R,R) enantiomer have been vaporized by laser ablation, expanded in a supersonic jet, and characterized by Fourier transform microwave spectroscopy. In the isolation conditions of the jet, we have discovered up to five different structures stabilized by intramolecular hydrogen-bond networks dominated by O À H•••O = C and O À H•••O motifs extended along the entire molecule. These five forms, two with an extended (trans) disposition of the carbon chain and three with a bent (gauche) disposition, can serve as a basis to represent the shape of tartaric acid. This work also reports the first set of spectroscopy data that can be used to detect tartaric acid in the interstellar medium.

Kinetic Modeling of Glucose Oxidation to Tartaric Acid over Monometallic Pt/TiO2 and Bimetallic AuPt/TiO2 Catalysts: Role of Bimetals on C–H and C–C Cleavages

“…1−4 TA is also often applied as a sour agent in the food industry and a resolving agent in the synthesis of bioactive molecules. 5,6 In nature, TA exists in a variety of fruits (e.g., grapes). 7−9 It can be obtained through various biological and chemical processes (Figure 1).…”

“…Tartaric acid (TA), an important diprotic C 4 -based organic acid, is widely used in pharmaceutical and cosmetic industries. − TA is also often applied as a sour agent in the food industry and a resolving agent in the synthesis of bioactive molecules. , In nature, TA exists in a variety of fruits (e.g., grapes). − It can be obtained through various biological and chemical processes (Figure ). , Traditionally, it was obtained as a crude solid byproduct from wine fermentation. , The productivity and quality were strongly influenced by the growth of grapes and climatic conditions .…”

Enhanced Photocatalytic Hydrolysis Performance of Chiral Molecule Loaded Titanium Disulfide Nanosheets

“…[25] Here, we report that the combination of the chiral induced spin selectivity (CISS) effect and the photothermal effect enhances the anode current and inhibits the production of hydrogen peroxide. [26][27][28] Chiral molecules are adsorbed on the surface of two-dimensional layered titanium disulfide [23,29,30] and will induce an intermolecular chirality which causes the molecules to have the same spin direction as the electrons in the electrode. [31] It is difficult to synthesize hydrogen peroxide using hydroxyl radicals with the same spin direction.…”

The Nicotinic Agonist Cytisine: The Role of the NH···N Interaction

“…Cytisine is a solid with a high melting point (mp 156 °C) and low vapor pressure, preventing its transfer to the gas phase to perform a rotational study using conventional heating methods. To overcome this problem, our group has developed Fourier-transform microwave techniques coupled to laser ablation devices, used to reveal the unbiased gas-phase structure of relevant systems [see refs − and references therein]. We have vaporized solid cytisine, recorded its broadband spectrum in the 3.0 to 14.0 GHz region (see Figure a and Figure S3), and faced the spectrum analysis.…”