3,4,5-Trihydroxybenzoic acid

Hirun, Namon; Saithong, Saowanit; Pakawatchai, Chaveng; Tantishaiyakul, Vimon

doi:10.1107/s1600536811007471

Cited by 15 publications

(17 citation statements)

References 9 publications

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“…analyzed by powder diffraction, displaying similar powder patterns when compared to those published in CCDC database (811292, 820132, 837396 and 927226) for gallic acid [62][63][64] and 764271 for α-resorcylic acid [60]. The complete description of the X-ray patterns for gallic and α-resorcylic acids as well as a comparison of the experimental X-ray powder diffraction pattern of protocatechuic acid from supplier with the powder pattern calculated from the single-crystal Xray diffraction data are presented in Supporting information (Figs.…”

Section: Solid Phase Studiessupporting

confidence: 55%

Solubility and solid phase studies of isomeric phenolic acids in pure solvents

Vilas-Boas

Brandão

Martins

et al. 2018

Journal of Molecular Liquids

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The solubilities of gallic, protocatechuic, gentisic or α-resorcylic acids were measured in nine pure solvents (water, methanol, ethanol, 1-propanol, 2-propanol, 2-butanone, ethyl acetate, acetonitrile and dimethylformamide) at 298.15 K and 313.15 K, using the analytical isothermal shake-flask method. Additionally, solid phase studies of the selected phenolic acids were carried out using differential scanning calorimetry (DSC) and X-ray diffraction (XRD), giving access to important data on melting properties as well as on the structure of the solid phase before and after the dissolution. The NRTL-SAC model coupled to the reference solvent approach (RSA) were applied to correlate the solubility data in a set of seven solvents and, after used to predict the solubility in 1-propanol and dimethylformamide. Average relative deviations (ARD) between 28 and 40% for the correlation and between 16 and 59% for the predictions were obtained. These values are within the order of magnitude usually found for such type of semipredictive models, using a limited set of data.

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Section: Solid Phase Studiessupporting

confidence: 55%

Solubility and solid phase studies of isomeric phenolic acids in pure solvents

Vilas-Boas

Brandão

Martins

et al. 2018

Journal of Molecular Liquids

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“…In the crystal of 3,4-dihydroxybenzoic acid (anhydrous) the COOH group is coplanar with the benzene ring [28], while in the crystal of 3,4dihydroxybenzoic acid monohydrate the COOH is rotated by $31°in relation to benzene ring around the CAC bond [29]. In anhydrous crystal of 3,4,5-trihydroxybenzoic acid the COOH group is coplanar with the ring [30,31] whereas in the crystal of 3,4,5-trihydroxybenzoic acid monohydrate the COOH group is slightly inclined to the ring ($3.2(2)°) [32].…”

Section: Resultsmentioning

confidence: 99%

Supramolecular hydrogen-bonding networks in the 1-(diaminomethylenene)thiouron-1-ium 4-hydroxybenzoate, 3,4-dihydroxybenzoate and 3,4,5-trihydroxybenzoate monohydrate crystals

Perpétuo

Janczak

2013

Journal of Molecular Structure

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Three crystals of 1-(diaminomethylene)thiouron-1-ium 4-hydroxybenzoate (1), 1-(diaminomethylene)thiouron-1-ium 3,4-dihydroxybenzoate (2) and 1-(diaminomethylene)thiouron-1-ium 3,4,5-trihydroxybenzoate monohydrate (3) were grown using a solution growth technique. The conformation of the 1-(diaminomethylene)thiouron-1-ium cation in these structures is very similar and exhibits twisting conformation. The planar COO À group of the oppositely charged components of the crystals, i.e. 4hydroxybenzoate, 3,4-dihydroxybenzoate and 3,4,5-trihydroxybenzoate, are slightly inclined to the benzene ring. Both oppositely charged units, i.e. the 1-(diaminomethylene)thiouron-1-ium cation and respective mono-di-or trihydroxybenzoate anions, interact via R 2 2 (8) hydrogen bonding motif forming 1:1 supramolecular complexes. These supramolecular complexes interact each other via NAO or OAHÁ Á ÁO hydrogen bonds forming the 3D-hydrogen bonding networks. These compounds were also characterised by the IR-spectroscopy. The characteristic bands of the NH 2 , OH, C@S, COO À as well as of the skeletal groups are discussed.

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“…The anhydrous preparation was prepared as previously described 4 . A stock solution of TSX was prepared by dispersing the required amount of TSX in water.…”

Section: Sample Preparationmentioning

confidence: 99%

“…Various polymorphic forms of GA have been reported in the literature, namely forms I, II, III, IV and an anhydrous form 3,4 as well as a dry and crystal form 5 . GA is rapidly absorbed from the stomach and the small intestine within 1-2 h after intake 6 .…”

Section: Introductionmentioning

confidence: 98%