Dibenzalacetone condensation mechanism. Question: 1.

Dibenzalacetone condensation mechanism. Mechanism of aldol condensation in the synthesis of dibenzalacetone. Short description of the mechanism of formation for dibenzalacetone Reaction Mechanism for dibenzalacetone [1,4-pentadien-3-one, 1,5-diphenyl-] #chemicalreaction Chemical Reaction 273 subscribers Subscribed Jan 20, 2024 · Dibenzalacetone also went through the aldol condensation mechanism which is an enolate ion reacts with a carbonyl compound in the presence of acid/base catalyst to form a β-hydroxy aldehyde or β-hydroxy ketone, followed by dehydration to give a conjugated enone. In this reaction, sodium hydroxide was the base catalyst, and acetone, a ketone, formed the enolate ion that reacted with the benzaldehyde to form the dibenzalacetone product Lab report on optimizing dibenzalacetone yield via aldol condensation. Sodium hydroxide is used to generate the acetone enolate ion, which attacks the carbonyl of benzaldehyde to form an intermediate. Cancel anytime. Complete the mechanism by adding electron pushing curved arrows: Aldol Product Aldol condensation product Learn to synthesize dibenzylideneacetone (dibenzalacetone) in this organic chemistry lab experiment. The reaction produced a yellow precipitate, which was collected and determined to be the trans, trans isomer of dibenzalacetone based on its melting point and IR spectrum. Provide a detailed, stepwise mechanism for the acid-catalyzed condensation reaction between cyclohexanone and H2NOH. The reaction we will be doing this week involves the reaction between benzaldehyde and acetone to do a double Aldol Condensation. Learn to synthesize dibenzalacetone in this organic chemistry lab experiment. In this experiment, you will run an aldol condensation between benzaldehyde and acetone. It will then react with benzaldehyde to form an aldol condensation product. 37: Synthesis of Dibenzalacetone by Mixed Aldol Condensation I. Aldol condensation Lab Report experiment 37. Dibenzalacetone was synthesized in the lab from benzaldehyde and acetone under basic conditions. Study with Quizlet and memorize flashcards containing terms like aldol condensation mechanism, Specific side products and why they form, What is needed for an aldol addition product to form a condensation product? When does this process occur spontaneously and more. Post Lab Questions : a) Give the mechanism of the base-catalyzed condensation of cyclohexanone with two molecules of benzaldehyde to yield dibenzalcyclohexanone: b) Give the structure of Dibenzalacetone? Why it is a used in sunscreen? c) How would you prepare dibenzalacetone? The student conducted an experiment to synthesize dibenzalacetone through an aldol condensation reaction between acetone and benzaldehyde. Introduction: Aldol condensation is a synthetic reaction used in organic chemistry, and a type of The main mechanistic steps of the aldol condensation are shown in figures 2-4. Reaction of diacetone alcohol with benzaldehyde in the presence of Suzanne Thomas March 2, 2020 Abstract: A double cross aldol (Claisen-Schmidt) condensation between excess benzaldehydehydroxide/ethanol solution was utilized to produce dibenzalacetone. This experiment aims to synthesize dibenzalacetone through an aldol condensation reaction between benzaldehyde and acetone. Jun 9, 2016 · Although aldol condensation is one of the most important organic reactions, capable of forming new C–C bonds, its mechanism has never been fully established. Complete the mechanism by adding electron pushing curved arrows: :O: H C. As well as, to recrystallize and characterize the product by TLC analysis and measure its melting point. The main mechanistic steps of the aldol condensation are shown in figures 2-4. CONCLUSION The experiment was performed to synthesize dibenzalacetone using the aldol condensation. Initially, benzaldehyde reacts with acetone in the presence of a base to form a β-hydroxy ketone. This reaction is particularly useful in the organic synthesis of larger molecules. See full list on chem. This intermediate then reacted with another molecule of benzaldehyde through additional aldol condensation reactions Lab manual for synthesizing dibenzalacetone via Aldol Condensation. The Claisen-Schmidt reaction mechanism involves acetone forming an enolate ion that reacts with benzaldehyde, followed by base-promoted dehydration to form DBA. 3. One of the most important ways Exp 23: Aldol Condensation of Dibenzalacetone Synthesis - 2017 Course: Analytical geometry (SMA 103) 20 documents University: Machakos University 2. However, as acetone has two α-Hs which can react with two benzaldehyde molecules, to obtain the mono-condensation product, benzalacetone, is challenging. In this reaction you will use sodium hydroxide to generate an enolate from acetone. predict the major aldol condensation products of the following reactions. A condensation reaction is identified from the combination of two molecules to form a large complex molecule by releasing one or more small molecules. This experiment will further teach about the reaction of an aldehyde mixed with a ketone, which is called mixed aldol condensation. To synthesize dibenzalacetone from benzaldehyde and acetone using the important "Aldol condensation" reaction (carbon-carbon coupling) on the microscale: ii. In this reaction 2 moles of benzaldehyde react with one mole of acetone to give one mole of dibenzalacetone. The reaction begins with acetone in a basic medium. The product precipitates out of solution and can be collected by filtration. Source: Izmaelt In the upper image we have represented the mechanism of aldol condensation between benzaldehyde and acetone, to thus originate dibenzalacetone; specifically, its trans-trans isomer. Jun 6, 2020 · Name : Dona Stacy Petrus Student ID No : 2019884224 Group : AS245 3 S2 Lecturer’s name : Dr Noor Hidayah Experiment 4 Title : THE ALDOL CONDENSATION REACTION : PREPARATION OF DIBENZALACETONE Objectives 1) To perform a mixed aldol condensation 2) To study the mechanism of aldol condensation reaction Introductions Organic synthesis is based on carbon-carbon bond formation. draw the entire mechanism for the formation of dibenzalacetone from acetone and benzaldehyde in basic conditions. tifr. Hello friends. The aldol product is either a β-hydroxyaldehyde or a β-hydroxyketone. coli. Magritek | Benchtop NMR performance and quality The document describes an experiment to synthesize dibenzalacetone through an aldol condensation reaction between acetone and benzaldehyde. The original product, benzalacetone, contains a set of alpha-hydrogens which can be used to effect another nucleophilic substitution onto a second benzaldehyde molecule. After dehydration, a conjugated enone is formed. The aldol reaction is used extensively to synthesize new C-C bonds. You will do a double mixed-aldol condensation reaction between acetone and benzaldehyde. Draw a step-by-step mechanism for the formation of dibenzalacetone. This** mechanism** has two major steps. Question: Practical: Synthesis of Dibenzalacetone (Aldol Reaction) 1. Calculate the number of moles of each reagent and determine the limiting reagent. Introduction The most characteristic reaction of the carbonyl group is the addition of nucleophiles at Overview: The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction. Introduction The purpose of this experiment is to prepare dibenzalacetone by condensation of acetone with benzaldehyde. The result of the reaction was 0 of dibenzalacetone. Thin layer chromatography was used to The synthesis of dibenzylideneacetone involves the aldol condensation of acetone and benzaldehyde. Figure 2 shows the reaction of an aldehyde with a ketone employing sodium hydroxide as the base which is an example of an aldol condensation mixed reaction. It is a pale-yellow solid insoluble in water, but soluble in ethanol. An aldol condensation is a condensation reaction in organic chemistry in which an enol or an enolate ion reacts with a carbonyl compound to form a β-hydroxyaldehyde or β-hydroxyketone, … The document outlines the preparation of Dibenzal Acetone from Benzaldehyde and Acetone through a Claisen-Schmidt condensation reaction, detailing the aim, apparatus, chemicals required, and procedure. The GC-MS was used to relate the molar mass of the product. This is also called the Claisen-Schmidt reaction. res. May 14, 2015 · A simple and direct method for the Claisen-Schmidt reaction to prepare functionalized α,β-unsaturated ketones has been developed. The preparation of dibenzalacetone is an example of cross-aldol condesation reaction. hbcse. Question: 1. (9 pts) The mechanism of the aldol condensation that occurs between one mole of benzaldehyde and one mole of acetone to form benzalacetone is shown below. 6. Understand what an aldol condensation reaction is, and explore reactions that undergo aldol condensation. Cookie settings Privacy policy End User Agreement HelpBoston University Boston University Libraries BU Libraries Digital Ventures Learn the complete process of preparing Dibenzalacetone through the aldol condensation reaction. Introduction: Aldol responses are when two aldehydes or one aldehyde and one ketone respond together by an enolate particle to make a β Feb 24, 2025 · Now, I’ll generate an image representing the synthesis of dibenzalacetone via Aldol condensation. Draw the structure for each of these products. Key Topics Covered: Reactants and stoichiometry of the reaction Aldol condensation mechanism Crystallization and purification of dibenzalacetone 3D molecular structures for a better understanding Dibenzylideneacetone or dibenzalacetone, often abbreviated dba, is an organic compound with the formula C 17 H 14 O. Dibenzalacetone is a chemical compound and acetone in sodium commonly found in sunscreens and some medications. The base-catalyzed condensation of acetone with aldehydes or ketones is an example of a reaction that results in the formation of a carbon-carbon (C-C) bond. Here is the image illustrating the Aldol condensation of benzaldehyde and acetone to form dibenzalacetone, including the reaction mechanism, enolate ion formation, nucleophilic attack, and final product formation. 3 It has also been obtained by condensing benzalacetone with benzaldehyde in the presence of dilute sodium hydroxide. In the presence of sodium hydroxide, the more reactive aldehyde carbonyl undergoes a condensation reaction with the enolate anion of acetone. in This document describes the synthesis of dibenzalacetone through an aldol condensation reaction between benzaldehyde and acetone using sodium hydroxide as a base. Sodium hydroxide was used as a base to deprotonate acetone, forming an enolate ion that reacted with benzaldehyde to form an intermediate. Synthesis of Dibenzalacetone by Aldol Condensation The aldol condensation is a reaction between two aldehydes or ketones, catalyzed by a base or acid, generating a molecule having both alcohol and aldehyde functional groups. [2][3][4] Synthesis of Dibenzalacetone occurs via an aldol condensation reaction in Fig. DISCUSSION The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction. When an enolate forms from an aldehyde, the enolate will normally react with unreacted aldehyde to undergo the "aldol addition" or "aldol condensation" reaction. To carry out a mixed aldol condensation reaction 2. It includes calculations for theoretical, practical, and percentage yields, as well as the uses of Dibenzal Acetone in various industries. Mechanism of a Crossed Aldol Condensation to make Dibenzalacetone fieldguide2chemistry 861 subscribers Subscribe Learn about the aldol condensation mechanism and reaction. The first part of this reaction is an aldol reaction, the second part a dehydration—an elimination reaction. ALDOL CONDENSATION – Synthesis of Dibenzalacetone Purpose This experiment demonstrates the procedure for the synthesis of dibenzalacetone from acetone and benzaldehyde through a mixed aldol condensation. Then it undergoes a process known as aldol Claisen–Schmidt condensation In organic chemistry, the Claisen–Schmidt condensation is the reaction between an aldehyde or ketone having an α-hydrogen with an aromatic carbonyl compound lacking an α-hydrogen. 4 Straus and . This laboratory report details the synthesis of dibenzalacetone using benzaldehyde and acetone. Repeating this reaction allows a Sep 6, 2009 · Objectives Procedure Aldol Condensation: Preparation of Dibenzalacetone (1,5-Diphenyl-1,4-pentadien-3-one) Background: An aldol condensation is a reaction that is named based on the type of product formed when two aldehydes (or ketones), in the presence of dilute base, yields a molecule having both aldehyde (ald-) and alcohol (-ol) functional groups. Question: (9 pts) The mechanism of the aldol condensation between benzaldehyde and Benzalacetone to form Dibenzalacetone is shown below 2. Includes procedure, mechanism, safety, and report form. The report also suggests conducting physical and The main mechanistic steps of the aldol condensation are shown in figures 2-4. Lab manual for synthesizing dibenzalacetone via Aldol Condensation. The reaction requires two equivalents of benzaldehyde relative to acetone in order to form the final product. By using a 2:1 molar ratio Dec 25, 2024 · The aldol condensation mechanism involving dibenzalacetone formation showcases the reactivity of aldehydes compared to ketones. The aldehyde carbonyl is much more electrophilic than Aug 25, 2024 · Abstract The purpose of the Aldol Condensation experiment was to introduce the concept of the carbon-carbon bond formation reaction and to understand the basic mechanism of the aldol condensation reaction. This experiment was base catalysed condensation reaction using benzaldehyde and acetone. The synthesis process includes a cross-aldol condensation reaction between acetone and benzaldehyde, catalyzed by NaOH, conducted in an ultrasonic bath at 35 °C for 1-5 minutes. Covers mechanism, procedure, safety, and report form. Oct 11, 2023 · The reaction mentioned involving benzaldehyde, acetone and dibenzalacetone occurs through a base-catalyzed aldol condensation mechanism. By using a 2:1 molar ratio Mar 28, 2025 · CHEM 2120 W25 CHEM 2120 Experiment 6 Crossed-Aldol Condensation Objectives i. 1. We now conclude that the rate-limiting step in the base-catalyzed aldol condensation of benzaldehydes with acetophenones, to produce chalcones, is the final loss of hydroxide and formation of the C═C bond. Covers reaction, experiment, results, and conclusion. ABSTRACT The aim of this experiment is to estimate the relative ratio of geometric isomers of Dibenzalacetone that was prepared via the crossed-aldol condensation by reacting benzaldehyde with acetone. It was first prepared in 1881 by the German chemist Rainer Ludwig Claisen (1851–1930) and the Swiss chemist Charles-Claude-Alexandre Claparède (14 April 1858 – 1 November 1913). The condensation of acetone with two molecules of ben-zaldehyde to give dibenzalacetone is shown in Equation 5. The aldehyde carbonyl is much more electrophilic than H-C-CH,--CH Figure 1: A Simple Aldol Condensation Reaction In this laboratory, you'll synthesize dibenzalacetone from benzaldehyde and acetone via an aldol condensation (the overall reaction is shown in Figure 2). ( 9pts) The mechanism of the aldol condensation between benzaldehyde and benzalacetone to form dibenzalacetone is shown below. May 24, 2023 · Objective: The purpose of this experiment is to synthesize dibenzalacetone by a base‐catalyzed condensation reaction of acetone and benzaldehyde. No cable box or long-term contract required. Expt. This experiment synthesizes dibenzalacetone (DBA) via a mixed aldol condensation reaction between acetone and benzaldehyde using a strong base (sodium hydroxide). Question: Preparation of Dibenzalacetone by an Aldol Condensation In this experiment, you will perform a type of base-catalyzed crossed aldol condensation called the Claisen-Schmidt reaction. Dibenzalacetone has been prepared by condensing benzaldehyde with acetone using as condensing agents dry hydrogen chloride, 1 10 per cent sodium hydroxide solution, 2 and glacial acetic acid with sulfuric acid. Acetone has a-hydrogens (on both sides) and thus can be deprotonated to give a nucleophilic enolate anion. May 12, 2023 · a) The rational arrow-pushing mechanism for the formation of dibenzalacetone from benzaldehyde and acetone is as follows: Protonation of benzaldehyde: A molecule of benzaldehyde acts as a Brønsted acid and donates a proton to acetone's oxygen atom, forming a resonance-stabilized enol intermediate. This conclusion is based on Apr 21, 2025 · Reaction Mechanism: The reaction involves the aldol condensation of acetone with two equivalents of benzaldehyde under basic conditions to form dibenzalacetone. Let me know if you need any modifications or additional details! Results The aldol condensation synthesis of dibenzalacetone had acetone, sodium hydroxide, and benzaldehyde reacting together to result in the yellow product precipitate formed. In this reaction, carbonyl compounds can function as either the enolate ion, the electrophile or both. It can be considered as a specific variation of the aldol condensation. This is the aldol addition step, producing the dibenzalacetone intermediate. 46% was calculated, indicating the reaction went largely to The preparation of dibenzalacetone (1,5-diphenyl-1,4-pentadien-3-one) is an example of an aldol condensation in which the ketone, acetone, possesses two sets, albeit equivalent, of alpha-hydrogens. In a crossed aldol synthesis, two different aldehydes or ketones (or one ketone and one aldehyde) react in the presence of dilute base to yield β-hydroxyaldehydes or β-hydroxyketones. Dibenzalacetone as a main side-product always generates during the reaction, which lowers the yield of benzalacetone and substantially increases the cost of product isolation. The overall equation is shown in Figure 3. Introduction: In this experiment, you will perform a type of base-catalyzed crossed aldol condensation called the Claisen-Schmidt reaction. Hence, the following examples are properly referred to as aldol condensations. Apr 4, 2023 · Objective: The purpose of this experiment is to synthesize dibenzalacetone by aldol condensation from benzaldehyde and acetone. Includes procedure, mechanism, and safety tips. 2. Groups of students are assigned target molecules of the dibenzalketone type and are given a sample procedure for the parent dibenzalacetone reaction. НН н-о Enolate anion Aldol Product Aldol condensation product :O-H Show transcribed image text Here’s the best way to solve it. Figure 5 describes the formation of 4 different aldol condensation products. Live TV from 100+ channels. The main mechanistic steps of the aldol condensation are shown in figures 2-4. CHE 204, 04/14/ Dibenzalacetone by the aldol condensation. 4. Includes procedure, purification, and analysis. A base abstracts a proton from acetone forming an enolate ion, which then attacks the carbonyl carbon of benzaldehyde. This reaction is an important synthetic mechanism that produces large molecules Draw a detailed mechanism for the aldol condensation reaction of Benzaldehyde and 4' methoxyacetophenone in KOH and 95 percentage ethanol. Organic Chemistry experiment. The double mixed-aldol condensation reaction between acetone and benzaldehyde was carried out Mechanism of reaction of dibenzalacetone In the image above we have represented the mechanism of the aldol condensation between benzaldehyde and acetone, to thus originate dibenzalacetone; specifically, its trans-trans isomer. We will use around 2 equivalents of sodium hydroxide and benzaldehyde so that the acetone will react twice, once on each side, forming dibenzalacetone. Explore its chemicals, mechanism, uses, and step-by-step experimental procedure in detail. To purify the microscale product by recrystallization. 1 Oct 1, 2021 · The aldol condensation reaction is one of the many synthesis reactions carried out in second semester organic chemistry laboratories. Since ketones are less reactive toward nucleophilic addition, the enolate formed from a ketone can be used to react with an aldehyde, a modification called the Claisen-Schmidt reaction. To study the mechanism of aldol condensation reaction Introduction: The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction, the Claisen-Schmidt reaction. Experiment Synthesis of Dibenzalacetone by Aldol Condensation 19 py The aldol condensation is a reaction between two aldehydes or ketones, catalyzed by a base or acid, generating a molecule having both alcohol and aldehyde functional groups. This mixed aldol condensation is also called the Claisen-Schmidt reaction. General reaction mechanism for the condensation of one molecule of benzaldehyde with one molecule of acetone. For example, in an aldol condensation reaction, two aldehyde molecules combine to produce an unsaturated aldehyde by releasing water molecules. Lab 07 Aldol Condensation Reaction - OnLine Worksheet Name Date 1. The reaction was monitored using thin-layer chromatography (TLC) and confirmed through infrared (IR) spectroscopy, which indicated the presence of key functional groups associated with the desired product. The aldol products are β-hydroxyaldehydea A necessary condition for aldol condensation is the presence of at least one alpha hydrogen atom, if not the benzaldehyde and acetone will not undergo aldol condensation. It is a double mixed-aldol condensation reaction between acetone and benzaldehyde. Today we will synthesise Dibenzalacetone an organic compound formed through the famous aldol reaction called Claisen-Schmidt condensation reac The aldol condensation Preparation of dibenzalacetone lab recording Sarah Bartlett 723 subscribers 226 Figure 2. Nov 16, 2011 · Objective: 1. Question: Aldol Condensation: Synthesis of DibenzalacetoneWrite the overall equation of the reaction. In this experiment, acetone is deprotonated by sodium hydroxide, forming a nucleophilic enolate In this video the synthesis of dibenzalacetone is shown and the mechanism of the reaction is explained. This intermediate undergoes dehydration through an E1CB mechanism to form the unsaturated ketone product. Using this information, propose a complete electron pushing mechanism for the formation of dibenzalacetone from acetone and benzaldehyde. Complete the mechanism by adding electron pushing arrows. Second condensation: The process repeats, using another benzaldehyde molecule, forming dibenzalacetone. In Find how to prepare dibenzalacetone through Claisen-Schmidt condensation reaction and understand the mechanism in claisen schmidt reaction virtual lab. They are asked to design a synthesis of their target based on the model reaction and to modify the model reaction so it will work for Oct 4, 2019 · Aldol condensation between diacetone alcohol and substituted benzaldehyde using calcium hydroxide as a base was investigated. Question: 2. The theoretical yield calculations are shown in the first equation resulting in 0 dibenzalacetone. The reaction involves an aldol condensation reaction between the two The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction. Whether an aldol reaction or an aldol condensation product is formed during a reaction largely depends on the reaction conditions Jul 10, 2025 · Reaction of DBA Mechanism of DBA formation The crossed aldol condensation reaction was experimentally conducted between an aldehyde lacking α-hydrogen and a ketone owning α-hydrogen under basic conditions using NaOH [35]. A percent yield of 87. Feb 1, 2001 · A modification of a classic experiment is described that incorporates a discovery approach to organic synthesis. This happens first by a deprotonation step (step 4) with sodium hydroxide to form a resonance-stabilized carbanion. (9 pts) The mechanism of the aldol condensation between benzaldehyde and benzalacetone to form dibenzalacetone is shown below a. This reaction was integrated into a novel experiment requiring students to synthesize dibenzalacetone derivatives using the crossed-aldol condensation by reacting different types of benzaldehyde derivatives with acetone, followed by analyzing those products The preparation of dibenzalacetone (1,5-diphenyl-1,4-pentadien-3-one) is an example of an aldol condensation in which the ketone, acetone, possesses two sets, albeit equivalent, of alpha-hydrogens. Chemistry 3719L – Week 10 Aldol condensation – Synthesis of Dibenzalacetone Pre-lab reading from Zubrick: Chapter 13: Whole Chapter – review recrystallization Chapter 12: Pages 87-92 – review melting points Jan 2, 2024 · The aim is to synthesize dibenzalacetone using the sonochemical method and evaluate its antibacterial efficacy against E. Background: The base-catalyzed reaction of a ketone with an aldehyde is a mixed aldol condensation reaction, which is known as the Overview: The reaction of an aldehyde with a ketone employing sodium hydroxide as the base is an example of a mixed aldol condensation reaction. H Apr 27, 2024 · 1. Pre-lab Questions Write the physical properties of the reagents and the product. With heating, this product eliminates water (dehydration) to form an α,β-unsaturated ketone. Dibenzalacetone can be prepared by condensation of 1 mole of acetone with two moles of benzaldehyde. The intermediate B-hydroxyketone, undergoes a base catalyzed dehydration step in the presence of base, NaOH. Microwave irradiation of aldehydes with acetone produces benzalacetones selectively without self-condensation product in very short reaction times and good yields. Abstract The objective of experiment 37 was to synthesize dibenzalacetone using a base- catalyzed condensation reaction from benzaldehyde and acetone. This reaction is an important synthetic mechanism that produces large molecules through the The synthesis of dibenzalacetone via aldol condensation was successfully demonstrated using benzaldehyde and acetone, yielding a product with a 70% percent yield. 1 micro: synthesis of dibenzalacetone mixed aldol condensation: claisen schmidt reaction abstract: the objective of experiment 37. The system-atic name for dibenzalacetone is 1,5-diphenyl-1,4-pentadien-3-one. In a crossed aldol synthesis, two different aldehydes or ketones (or one ketone and one aldehyde) react in the To synthesize a compound, dibenzalacetone, by reacting benzaldehyde with acetone, via a mixed aldol condensation. This mechanism contrasts with other condensation reactions, such as the preparation of diphenylacetylene or methods on how to prepare 80 acetone, highlighting the selectivity of Claisen-Schmidt condensation. Draw a mechanism (with arrow pushing) for the base-catalysed aldol condensation of ethanal with itself. The experiment highlighted Figure 2. Aldol Condensation Reactions in which a larger molecule is formed from smaller components, with the elimination of a very small by-product such as water, are termed Condensations. Purpose: Synthesize dibenzalacetone which is aldol compound by Claisen-Schmidt reaction to prove that reaction of an acetone with aldehyde, catalyzed by a strong base, yields an aldehyde + alcohol mixed compound known as (aldol). a. jtydn7 yqw8cf iwhxpnw wh pkkc8i iau cra utj by ntjrfg