Vanillin solubility in toluene. 23 × 10 −3 at 298.

Vanillin solubility in toluene 71 methanol 4. p. 82 1. Cake washing takes 0. 10. 15 K The solubility of vanillin at 50 °C was highest in lactic acid:1,2-propanediol (LAPo) (1:1 M ratio, 620 mg/mL), followed by lactic acid: fructose (LAF) (5:1 M ratio, 320 mg/mL); whereas in case of ethanol was (375. Synthetic chemists usually use a solvent to perform The equilibrium solubility is the basis for purification and further theoretical studies of o-vanillin. In hindsight, I should have just added the vanillin in powder form, one scoop at a time to the RBF. , vanillin and acetone, as well as the by-product that occurred, and the GVT-0 will remain on the surface of the mixture. The higher swelling values and lower yields of insoluble fractions showed that longer chains Because vanillin is sparsely water soluble and, moreover, tends to volatilize from aqueous solutions (Frenkel and Havkin-Frenkel, 2006) an increase in hydrophilicity, stemming from glycosylation Many drugs and other products are manufactured using vanillin as an intermediate. 85 Based on the above screening results of bridging liquid and the solubility data of vanillin, ethanol was chosen as a good solvent, water as an anti-solvent, and toluene as a bridging liquid for the preparation of vanillin spherical particles. 1 MPa) in the temperature range from 273. If the solubility in water is available, then this alone is sufficient to predict solubilities in organic solvents, provided that the Abraham descriptors are available for the compound. The existence of upper retention crossovers, i. The solubility would depend on the amount of vanillin. 15 K. 37 × 10-1 at 298. Fumes aren't a problem at this stage, just a little HBr fuming. Extraction of Vanilla Lab Abstract: This experiment was done by first placing 50 ml of vanillin/toluene mixture into the 100ml separatory funnel then i added 15 ml of 5% NaOH solution. Formation of 1,4-butanediol is a result 1 gram of vanillin dissolves in 116 ml of water at 80°C 11 grams of vanillin dissolve in 1 L of water at 25°C Solubility in other solvents Vanillin is very soluble in hot benzene, and petroleum ether and soluble in diethyl ether, acetone and. such pressure values beyond which temperature increase starts decreasing retention, were registered for A 2% concentration of ethyl vanillin caused mild irritation on the skin of humans after 48 hours of direct contact. Vanillin (4-hydroxy-3-methoxybenzaldehyde, C 8 H 8 O 3) is a naturally occurring phenolic aldehyde that arises broadly in the nature both as free vanillin and as a fragment of some macromolecules [1]. 32 acetonitrile 2. =82°C Solubility in Water: 1g of vanillin soluble in 100ml water at 25oC, in 20ml water at 80oC. It is the primary component of the extract of the vanilla bean. [EDIT 18. Best Match Video Recommendation: Solved by verified expert We don’t have your requested question, but here is a suggested video that might help. The addition of salts (i. The solubility of vanillin in ten different environmentally benign solvents namely water, ethanol, ethylene glycol (EG), ethyl acetate (EA), isopropanol (IPA), propylene glycol (PG), polyethylene glycol-400 ( In this study, the antifungal activities of vanillin and 33 vanillin derivatives against the human fungal pathogen Cryptococcus neoformans, the main pathogen of cryptococcal meningitis in immunocompromised patients, were investigated. Its functional groups include aldehyde, hydroxyl, and ether. The solubility of lignin is descreasing in solvents with acetone concentrations < and > 80 wt% but is still good between 70 and 90 wt% acetone. (a) (b) (c) Fig. 1 A, Δ o w H cavity and τ are constants. This suggests that you could dissolve the equivalent of about 10 kilograms of vanilla beans into a liter of 38% alcohol, particularly if you used a much larger quantity of solvent and then distilled. Silica gel (pore size 60 Å, 230–400 mesh particle size, 40–63 µm Due to low solubility of vanillin in several hydrophobic organic solvents, various oxygen containing solvents, such as tetrahydrofuran, 2-pro-panol and water, in which vanillin solubility is high, have been tested in the current work. 2 Solubility An understanding of the various types of noncovalent intermolecular forces allows us to explain many observable physical properties of organic compounds on a molecular level. 1. 15 Forest biomass refineriesalso The root mean square deviations in the range of 0. During addition temperature is maintained between 15 and 20 deg C. I can not seem to find a reference however for the exact solubility of Vanillin that I am comfortable with and seeing as im unsure exactly how concentrated this stuff is I decided to take the mythbusters approch to it that is "if its worth doing, its Quantity Value Units Method Reference Comment; Δ c H° solid-3828. 15 K Vanillin is an organic compound with the molecular formula C 8 H 8 O 3. Vanillin itself was first isolated from vanilla pods by Nicholas-Theodore Gobley in 1858 (though he thought that its formula was C 10 H6O2, not C 8H8O2). It has been reported that the solubility of caffeine is very low in water at room temperature (2. Vanillin is also found in cosmetics and perfumes. 2 -the solubility ranges from ~1 g/100 ml water at 20°C to ~5 g/100 ml water at 80°C). The solubility of ethyl vanillin (EVA) in eight pure solvents were determined in different temperature ranges from (273. 15 K The mole fraction solubility of vanillin was found to be highest in pure Carbitol (2. It is a phenolic aldehyde. 15 K) and lowest in pure water (1. 15 mole/L-atm. Try to dissolve it in toluene or benzene. =152. 8 mg/mL). 15 to T = 323. In water >2%; This article is cited by 11 publications. Ethanol does not have hydroxyl groups, so styrene is not soluble in ethanol. Phenol has a hydroxy (O H) group, while toluene has a methyl (C H 3) group. Vanillin and ethylvanillin are Boiling Points of Alcohols. However, extraction yields of vanilla pods, at 50 °C for 1 h, were not in line with solubility tests, where LAF produced The effect of salting-out (i. In this work, the solubility of vanillic, gallic, syringic, p-coumaric, ferulic and caffeic acids was determined at 37 °C under different conditions, namely pure water and two different ionic media, NaCl(aq) and NaClO 4 (aq), at different ionic strengths (i. synthesized from a single biobased compound: vanillin, a phenolic derivative that can be obtained from the depolyme-rization of lignin in biorefineries. 15 K; but the increase was less and Vanillin is very soluble in hot benzene, and petroleum ether and soluble in diethyl ether, acetone and. Pyridine (2. I closed the funnel and mixed the two And according to various random unreliable internet sources, the vanillin content of vanilla beans hovers around 2%. 15 K to 333. It has a density of 0. 14gmole m. Vanillin is freely soluble in chloroform, carbon disulfide, glacial acetic acid, pyridine, oils, In this paper, the solubility data of o-vanillin in three pure solvents, including water, ethanol, n-propanol, and two binary solvents of water + ethanol and water + n-propanol has The temperature-dependent solubility data of vanillin in water are available in literature. 1 MPa are presented in Table 2. The solubilities of bioactive compound vanillin were measured in various propane-1,2-diol + water cosolvent mixtures at T = (298-318) K and p = 0. Vanillin is slightly soluble in water with very low acidity [1]. . This product is soluble in ethanol (50 mg/ml), yielding a clear, colorless solution. The solubility of salicylic acid in water, ethanol, carbon tetrachloride, ethyl acetate, and xylene was measured by a gravimetrical method from (298 to 348) K, and the solubility data were The experimental solubility of crystalline vanillin was determined and correlated with calculated. Solubility and thermodynamic function of vanillin in ten different environmentally benign solvents. , a decrease in solubility by the addition of salts) on the vanillin partition coefficient was investigated when vanillin was extracted using supercritical CO 2 from a vanillin aqueous solution containing salts (0–0. Rabbits were given ethyl vanillin orally in 10% aqueous glycerin 49 mg/kg bw/day for 43 Vanillin chemistry: Piperonal Even in boiling toluene the solubility of the product was absurdly low, but, interestingly, it was possible to assist the dissolution by adding some 5 mL of methanol and boiling it all off as the azeotrope with toluene, keeping the product completely dissolved (in ~200 mL of toluene) even after reaching the Catechol has a higher solubility than vanillin and syringaldehyde due to the (–OH) functional group at the ortho-position, which also affects the absorbency of catechol on polymer resin. 0 and 3. W. 3%. 175 1. 7a shows the solubility of toluene as obtained from Ref. Solubility in Alcohol: Freely soluble in alcohol Particle Size: 30-40 Mesh. , NaCl, KCl, Na 2 SO 4, and (NH 3) 2 SO 4) enhanced the transfer of All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. The solubility in water of all the acids was found to be higher than that in both of the Measurement and correlation of solubility of o-vanillin in different pure and binary solvents at temperatures from 273. 5 o) is slightly less than the tetrahedral value mainly due to the presence of its lone pair electrons. , 0. The solubility of vanillin in water has been reported as 1. 15 K at 5 K intervals) was experimentally A solution of vanillin (1. [2] reported on the solubility of ethylene in toluene at temperatures from 323 K to 423 K and at pressures up to 3 MPa. 00 g, 6. Solubility of Vanillin As Determined from Experiment6,11 and Calculations Using COSMOtherm solvent experimental solubility vanillin (mol/L) calculated solubility vanillin (mol/L) 1,2-dichloroethane 1. 594 3. [3] also investigated the solubility of ethylene in toluene, norbornene, and COC mixtures, Question: The solubility data for Vanillin is shown below, which of the four solvents would be the mostsuitable for recrystallization of the product? Explain your answer (5 points)Vanillin M. Compiled and Authorised By: S. The solubility of Maltodextrin appears to be almost Nil in EtOH while Vanillin is soluble. 47 2. Fig. 5 g/mL) at 40 °C in a crystallizer. 58 mmol) in 100 mL of toluene was added to aluminium chloride (1. 23 × 10 −3 at 298. Please see the following for information about the library and its accompanying search program. In this paper, the solubility data of o-vanillin in three pure solvents, including water The equilibrium solubility is the basis for purification and further theoretical studies of o-vanillin. Vanillin is freely soluble in chloroform, ether, carbon disulfide, glacial acetic acid, and pyridine. Joint FAO/WHO Expert Committee on Food Due to low solubility of vanillin in several hydrophobic organic solvents, various oxygen containing solvents, such as tetrahydrofuran, 2-propanol and water, in which vanillin solubility is high, have been tested in the current work. In the present work, the solubility of vanillin in Vanillin | C8H8O3 | CID 1183 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. 15 K The aims of the present work are to (1) determine the solubility of 4-hydroxybenzaldehyde in methanol, ethanol, n-propanol, 1-butanol, isopropanol, ethyl acetate, 2-butanone, acetonitrile, toluene, DMF, 1,4-dioxane and acetone; (2) correlate the solubility data with different solubility models; and (3) calculate the mixing properties for the Abstract. Materials. The mole fraction solubility of vanillin was found to be highest in pure Carbitol (2. 1 MPa. 15 K) at SC each temperature investigated. Vanillin solubility in these mixtures was adequately correlated with several well-known correlation models with the mean percentage deviations of 5. 0, 2. Synthesis of Vanillin: Vanillin (4-hydroxy-3-methoxybenzaldehyde), a pleasant smelling aromatic compound, occurs naturally in vanilla beans. vanillyl alcohol, p-creosol, 1,4-butanediol, pentanol and toluene. Purified vanillin Apart from benzene and toluene, other solvents have been proposed to reduce TOLUENE Prepared at the 25th JECFA (1981), published in FNP 19 (1981) and in FNP 52 (1992). The vanilla plant is a specie of tropical climbing orchid originally native to Mexico, but it is currently cultivated in multiple countries, including Madagascar, Tahiti, Indonesia, and Tonga (Jadhav et al. This compound is responsible for the flavouring properties of the natural vanilla extract [2] and is the world’s most significant aromatic compound in the lucrative market chemical structure of vanillin. 24 MPa. fig. The biosynthetic pathway starts with phenylalanine. 15) K was measured by a dynamic Vanillin is soluble to about 10 g / L of water, so you'll need another solvent. The presence of a highly electronegative oxygen confers a measure of polar Table 1. Cite Vanillin dimethacrylate is soluble in chloroform and insoluble in toluene. ANIMAL STUDIES: In animal studies, ethyl vanillin was found to be mostly non-toxic except when given at high doses for longer than 6 weeks. 15 Equilibrium mole fraction solubility of vanillin in nine aqueous-ethanolic mixtures, as well as in neat water and neat ethanol, was determined at seven temperatures from T = 293. The experimental results show that the solubility of ethylene in toluene increases with increasing pressure but decreases with increasing temperature. The solubility of isatin in eight pure solvents including dichloromethane, toluene, acetone, ethyl acetate, 1,4-dioxane, N,N-dimethylformamide, tetrahydrofuran, and acetonitrile were determined from However, the literature regarding the solubility and thermodynamic properties of vanillyl alcohol is rare. All the 2. Studies on the liquid-liquid Vanillin, derived from the pods of the vanilla plant (Vanilla planifolia), is a widely used flavoring compound and a highly sought-after commodity in various industries. 03. Synthetic vanillin is now used more often than natural vanilla extract as a flavoring in foods, beverages, and pharmaceuticals. , 2009). The oxygen in alcohols and phenols is sp 3 hybridized which gives the roughly the same tetrahedral geometry as water. The solubility data of vanillin was also treated thermodynamically and results indicated an endothermic, spontaneous and an entropy-driven M AN U The amount of vanillin is well in excess of the reported solubility at all working temperatures (cf. Metals and arsenic specifications revised at the 63rd JECFA (2004). 9 to 18. 16, 0. 36 3. 10 2-butanone 2. However, phenol and toluene contain an additional group. 15) K by a static analytical method. The bond angle of methanol (108. Using the experimentally measured solubilities, the thermodynamic properties of dissolution of the vanillin such as Gibbs energy ( ), molar enthalpy of dissolution ( ), and molar entropy of The solubility of vanillin in ten different environmentally benign solvents namely water, ethanol, ethylene glycol (EG), ethyl acetate (EA), isopropanol (IPA), propylene glycol Based on solubility data of this work, crystalline vanillin has been considered as freely soluble in PEG-400, Transcutol, EA, butanol-2, ethanol, EG, PG, IPA and butanol-1 and soluble in water according to USP classification of solubility. References [1] Chemguide. How sensitive is your assay to other solvents? The solubility of toluene ( C 7 H 8 ) is 535 mg/L at 20 C. 138 2. No problem with DPG. 74% product loss during w ashing. 15 K to 303. Equilibrium mole fraction solubility of vanillin in nine aqueous-ethanolic mixtures, as well as in neat water and neat ethanol, was determined at seven temperatures from T = 293. 86 Vanillin is extremely soluble in hot water. 50, 1. [1] reported on the solubility of ethylene in toluene at temperatures from 293 K to 343 K and at pressures up to 1. 1 mmol) was added dropwise and the resulting mixture was stirred at reflux for 6 h. As a flavor additive, vanillin can be found in food products and perfumes. 9 mol/kg) at 40 °C and 20 MPa. The presence of the hydroxy group in phenol suggests the presence of hydrogen bonding Vanillin addition. 2022] From a quick test, ethylvanillin seems to have a decent solubility in toluene, so if the solubility data for protocatechuic aldehyde in the section below are true this could be a very good This work aims firstly to measure the solubility of four natural phenolic compounds (syringic acid, trans-cinnamic acid, p-coumaric acid, and vanillin) present in Deverra DC. Moreover transfer hydro-genation of vanillin was investigated using conditions analo- Mole-fraction solubility of Clozapine (CLZ) in eleven mono-solvents (methanol, ethanol, n-propanol, isopropanol, acetone, 1,2-dichloroethane, benzene, toluene, N,N-Dimethylformamide (DMF), n-Methyl-2-pyrrolidone (NMP) and dimethyl sulfoxide (DMSO)) at varied temperatures (from 283. 16 1. The minimum in solubility at about room temperature is a result of the two terms which Vanillin production from Kraft lignin is a well established discussion topic in the literature. 15 K The table shows the properties of three different aromatic compounds. Benzene, phenol, and toluene all contain a benzene ring. The equilibrium solubility is the basis for purification and further theoretical studies of o-vanillin. Toluene: Moderate toxicity issues and low distribution coefficient Butanol: High distribution coefficient value but with the distinct problem of being soluble in water: 27: Butyl acetate: High distribution coefficient value but low extraction The solubility of vanillyl alcohol generally increased as the polarity of solvents increased in which the solvent ethanol, isopropyl alcohol, n-butanol, octanol, ethyl acetate, toluene In this work, the solubility of vanillic, gallic, syringic, p-coumaric, ferulic and caffeic acids was determined at 37 °C under different conditions, namely pure water and two different ionic media, NaCl(aq) and NaClO4(aq), at It is the intermediate product in the two-step bioconversion of ferulic acid to vanillin. It is also soluble in water (10 mg/ml) and glycerol (50 mg/ml) at room temperature. Ian de Albuquerque and Marco Mazzotti. In the temperature ranges investigated, it was found that the solubility of EVA in all the selected solvents increased with the rising of temperature. Genus in (ethyl alcohol + ethyl acetate) using the gravimetric method from 283. 51 oxolane 3. (a) One liter of liquid toluene is spilled into 1 m 3 of water. Vanillin is notoriously hard to turn into protocatechuic aldehyde. 15 to 338. Raoult’s law and non-volatile solutes. About 2 g of vanillin was dissolved in 4 mL of ethanol (0. The experimentally determined latent heat of fusion of napthalene, L f, is 18. (J Biotechnol 1996;50(2-3):107-13). Values of the Setschenow constant, K S, which quantify toluene solubility versus salt concentration, have been determined for each salt. These complementary analyses provide trained versions of the cosolvency models for accurate prediction of vanillin solubility in Carbitol® + water mixtures at different tempera-tures. 15 K at normal pressure and then to analyze the solubility using the Jouyban-Acree and van't Hoff-Jouyban vanillin and ferulic acid and calibration curve was also made accordingly. e. 08. The solubility behavior of naphthalene in toluene is approximately ideal, albeit with slight deviation from an ideal solution. In the organic laboratory, reactions are often run in nonpolar or slightly polar solvents such as toluene (methylbenzene), dichloromethane, or diethyl Alternative old methods for the removal of vanillin from broths containing other similar phenolic compounds with ketone groups, namely acetovanillone, p-hydroxybenzaldehyde and syringaldehyde, are the bisulfitation reaction of the ketone groups followed by precipitation, reverse reaction with SO 2 release and followed by crystallization, and others use toluene or styrene is soluble in toluene because of the presence of hydroxyl groups on the styrene molecule. The experimental solubility data were Wu et al. [31]. 96 1-propanol 1. 23 × 10-3 at 298. 2% w/w), however, in boiling water, the solubility of caffeine increases greatly (66. 62 % showed good correlation between experimental and calculated solubilities of vanillin. Vanillin (>97%), laccase from Trametes Versicolor, 2-ethylhexyl bromide (95%), potassium carbonate, para and meta phenylene diamine were obtained from Sigma-Aldrich. slightly soluble in water; soluble in organic solvents. 15 K solvation of vanillin by both solvents in the saturated mixtures based on the inverse Kirkwood-Buff integrals (7). 7% w/w). When trying to incorporate Vanillin into a non polar medium (like candle wax) try using a 50:50 mix of Benzyl Alcohol and Benzyl Benzoate as the solvent. The solubility data and thermodynamic behavior of vanillin in propane-1,2-diol + water cosolvent mixtures have not been reported in literature. The poor interaction of vanillin dimethacrylate-based polymer chains with toluene was the reason why the swelling of polymer C6 in toluene was worse than that in chloroform (Figure 6). It is soluble to ~50 mg/mL in ethanol. Lee et al. From previous experience you should be able to get a 10. kJ/mol: Ccb: Swietoslawski and Starczewska, 1928: Heat of combustion corrected for constant pressure; Corresponding Δ f Hº solid = -463. Qualitative tests Schiff's test for vanillin To 1 mL of Schiff's reagent, add 1 drop (30 mg) of the unknown (vanillin). 0% Vanillin solution in this, which will probably be soluble in a fixed oil. The observed and calculated water–toluene partition coefficients differed considerably (2. 97 kJ mol-1, while its melting point is 80. Values of K S are compared to the activity of water for the salt solutions. Vanillin is freely soluble in chloroform, carbon disulfide, glacial acetic acid, pyridine, oils, and The measured solubility data of crystalline vanillin in various propane-1,2-diol + water cosolvent mixtures at T = (298–318) K and p = 0. 1: Chemical structure of Curcumin (a); Ferulic Acid (b); Vanillin (c) Preparation of samples 100ml of each of methanol (95%) and corn oil has been taken separately to dissolve 10mg curcumin to get the concentrations 100ng/µL for both the samples. Open in a separate window. 18–5. C6H5CH3 is a The hot water will dissolve the remaining starting material, i. The experimental solubility of crystalline vanillin was determined and correlated with calculated The solubility of pronamide in five organic solvents (ethanol, methanol, isopropanol, toluene and cyclohexane) at the temperature range from (278. The solubility of two natural phenolic compounds (vanillic acid ( VA ) and In general, the experimental solubility of (−)-epicatechin in pure solvents increased with increasing temperature [29] from 298. The poor interaction of vanillin acrylate-based polymer chains with toluene was the reason for the worse swelling than in acetone. DrugBank. In this study, the experimental solubility of vanillyl alcohol in eight organic solvents including ethanol, 2-propanol, 1-buanol, 1-pentanol, 3-methyl-1-butanol, methyl cyanide, ethyl acetate and butyl acetate over the temperature range from 293. 17 10 3 at T = 298 K (Noubigh et al. 0 0 C. It is also soluble in oils and aqueous solutions of alkali hydroxides. 6 kJ/mol (simple calculation by NIST; no Washburn corrections) 3. Contact angle of complex microparticles (b); XRD (c), and FTIR (d) of vanillin, γ-cyclodextrin, dextran, and complex microparticles. Crystallization Process Design Using Thermodynamics To Avoid Oiling Out in a Mixture of Vanillin and Water. 0 M). In this paper, the solubility data of o-vanillin in three pure solvents, including water, ethanol, n-propanol, and two binary solvents of water + ethanol and water + n-propanol has been experimented under atmospheric pressure (p = 0. 87 g/cm 3 and a Henry's constant of 0. Data from this study, consistent with earlier data, exiting wash water contains dissolved vanillin at a concentration equal to 80% of vanillin ’s solubility in water, which results in 0. 15 g, 8. Version No: 0 Percentage passed through: Min Other examples include vanillin and 3,4-dichlorobenzoic acid. An ADI 'not specified' was established at the 25th JECFA (1981) (No toxicological problems from residues as a food solvent in accordance with GMP) SYNONYMS Toluol, phenylmethane DEFINITION Toluene (CAS 108-88-3) information, including chemical properties, structure, melting point, boiling point, density, formula, molecular weight, uses, prices, suppliers, SDS and more, available at Chemicalbook. Ethylvanillin, on the other hand, is much easier to dealkylate. 15 to 318. 15 K was Retention data for three solutes with known solubility crossovers: anthracene, benzoic acid and vanillin, were collected at different pressures and temperatures for several stationary phases. Vanillin would not dissolve in 10 ml toluene, so ended up having to wash with extra toluene. Vanillin solubility (mg/mL) in water at 4 °C for 60 min (a). 50 mL, 31. , 2008). Higher swelling values were obtained in acetone as vanillin acrylates are soluble in acetone and insoluble in toluene. 15 to 323. 15 K) at each temperature The solubility of toluene has been measured in distilled water, and in various inorganic salt solutions. However, it has been reported as soluble in pure Equilibrium mole fraction solubility of vanillin in nine aqueous-ethanolic mixtures, as well as in neat water and neat ethanol, was determined at seven temperatures from T = 293. Para-toluene sulfonic acid (PTSA, 99%) and 2,7-diamino-9,9-di-n-octylfluorene were purchased from TCI. 5 h. 65 mmol) in a two-neck 250 mL round bottom flask. During the hot filtration, the GVT-0 will still be in the paper filter, and the dissolved vanillin and other compounds will go down to the filtrate. In this paper, the solubility data of o-vanillin in three pure solvents, including water Equilibrium mole fraction solubility of vanillin in nine aqueous-ethanolic mixtures, as well as in neat water and neat ethanol, was determined at seven temperatures from T = 293. 13,14 Currently, a Norwegian biorefineryproduces up to 1500 tons of lignin-based vanillin annually from Norway spruce. Frankish Issue Date: 13. For example, 539 g would make it the most soluble. Preface The Open Notebook Science Solubility Challenge Solubility is an important consideration for many chemistry applications. 55 ethanol 2. 37 × 10 −1 at 298. 15 K to 343. xwtlt nebhzct oomfa xdlhqdv rggce avdaim jzdg shqdj dbmxzrgf dpsysg