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Interpretation:
The structural features that would contribute positively to the solubility of acetanilide in water and one that would be expected to contribute negatively are to be stated.
Concept introduction:
The partial electrostatic forces of attraction that exists between hydrogen atom and any covalently bonded electronegative atom like oxygen atom is known as hydrogen bonding. The attractive dipolar forces between the molecules results in hydrogen bonds.
Hydrogen bonding can be of two types; one is intramolecular hydrogen bonding and second is intermolecular hydrogen bonding. The intramolecular hydrogen bonding takes place within the molecule. The intermolecular hydrogen bonding takes place between different two molecules.
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Chapter 8 Solutions
Organic Chemistry Study Guide and Solutions
- One liter of hot water will dissolve 83 g of compound Z. One liter of cold water will dissolve 12 g of compound Z. Suppose 60 g of compound Z is added to one liter of cold water. How many grams of compound Z will be undissolved (enter 0 g if ALL of compound Z will dissolve)? Include the unit in your answer.arrow_forwardYou are employed as a coop student at the Drug and Alcohol Testing Association of Canada (DATAC) developing analytical tests for sports doping agents. You are asked to prepare a procedure for the extraction of methylphenidate, the active compound in Ritalin, from urine samples (consider them as simple aqueous layers, you do not need to consider other components!). The goal of the procedure is to extract the methylphenidate into an organic layer which will then be evaporated, and the residue will be tested for the drug.You find that methylphenidate is highly soluble in 2-methyltetrahydrofuran, a bio-renewable solvent. Draw the structure of 2-methyltetrahydrofuran and give two reasons why it is a good solvent choice for liquid-liquid extraction.arrow_forwardWhat will happen to Dichloromethane when it is added to Silver nitrate? Does it gives a postive solution? Give an inference whyarrow_forward
- Explain why Hinsberg’s method would fail to distinguish among the three classes of amines if the compound to be analyzed is the compound below.arrow_forwardPlease write the answer clearly with the state of matter following the compound.arrow_forward2.1g of sample are dissolved in methylene chloride and the sample is extracted with an aqueous solution of acid and base. Three compounds are isolated - 0.7g of ethyl p-aminobenzoate, 0.6 g of acetanilide, and 0.5 g of benzoic acid. Calculate the % composition of ethyl p-aminobenzoate in the recovered mixture. (Round the answer to 1 significant figure. Give just the number, not a % sign.)arrow_forward
- In the Separating Acids and Neutral Compounds by Solvent Extraction experiment, why was sodium sulfate added to the tert-butyl methyl ether layer ? Group of answer choices to acidify the compounds to deprotonate the compounds to precipitate the compounds to remove traces of waterarrow_forwardWrite the balanced chemical equation for the reaction between benzoic acid and sodium hydroxide in aqueous solution. Include physical states.arrow_forwardYou need to recrystallize compound A. You are given several solvents to choose from. Briefly describe an experiment to determine what solvent is the best choice to recrystallize compound A.arrow_forward
- Underline the organic solvent(s) given that would work for the extraction:dichloromethane-water, acetone-water, benzene-water.Concisely explain why the solvent(s) not underlined do(es) not work.arrow_forwardDetermine what could be the best solvent to differentiate anthracene and benzylamine based on their predicted solubility.arrow_forwardEmily synthesized acetanilide by stirring aniline and acetic anhydride together in water at 100C. Acetanilide is a solid at room temperature, while everything else is a liquid. Emily noted that while the reaction was running, everything was dissolved and the liquid was a pale orange. Emily allowed the reaction to cool to room temperature and then cooled it in an ice bath. After the slow cooling, a solid appeared. 1. Based only on Emily's observations from this procedure, what solvent does she know will work to recrystallize the acetanilide if needed? aniline aqueous ethanol water acetic acid 2. According to PubChem, acetanilide melts at 114°C. Emily measured a melting point of 96 - 104°C for the solid they collected. What can be said about this solid? - Melting point does not indicate whether a sample is pure or not - The experimental range is narrow and close to the literature value, suggesting it is not completely pure - The experimental range is narrow…arrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
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