Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 15, Problem 15.34P
Interpretation Introduction
Interpretation:
Color dependence of the given structures of phenolphthalein under various pH conditions is to be explained.
Concept introduction:
If absorption takes place in the UV region, human eyes do not register any wavelength as human eyes are able to detect the absorption only in the visible region.
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Using pKa Values to Determine Relative Acidity and Basicity Rank the following compounds in order of increasing acidity, and then rank their conjugate bases in order of increasing basicity.
The correct order of increasing the acidity for the following molecules is:
1,3-Diketone > carboxylic acid > alcohol > ketone > amide (the weakest)
Carboxylic acid >1,3-diketone > ketone > alcohol > nitrile (the weakest)
1,3-Diketone > 1,3-diester > alcohol > ketone > amide (the weakest)
الأنتنامى
1,3-Diketone > ketone > alcohol > 1,3-diester > amide (the weakest)
Carboxylic acid >1,3-diketone > nitrile > alcohol > ketone (the weakest)
Benzoic acid(C6H5-COOH) is a weak acid(pKa=4.2) and naphthalene is neutral, neither acidic or basic. Prepare a flowchart for the separation and recovery of benzoic acid and naphthalene.
Chapter 15 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 15 - Prob. 15.1PCh. 15 - Prob. 15.2PCh. 15 - Prob. 15.3PCh. 15 - Prob. 15.4PCh. 15 - Prob. 15.5PCh. 15 - Prob. 15.6PCh. 15 - Prob. 15.7PCh. 15 - Prob. 15.8PCh. 15 - Prob. 15.9PCh. 15 - Prob. 15.10P
Ch. 15 - Prob. 15.11PCh. 15 - Prob. 15.12PCh. 15 - Prob. 15.13PCh. 15 - Prob. 15.14PCh. 15 - Prob. 15.15PCh. 15 - Prob. 15.16PCh. 15 - Prob. 15.17PCh. 15 - Prob. 15.18PCh. 15 - Prob. 15.19PCh. 15 - Prob. 15.20PCh. 15 - Prob. 15.21PCh. 15 - Prob. 15.22PCh. 15 - Prob. 15.23PCh. 15 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - Prob. 15.35PCh. 15 - Prob. 15.36PCh. 15 - Prob. 15.37PCh. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - Prob. 15.41PCh. 15 - Prob. 15.42PCh. 15 - Prob. 15.43PCh. 15 - Prob. 15.44PCh. 15 - Prob. 15.45PCh. 15 - Prob. 15.46PCh. 15 - Prob. 15.47PCh. 15 - Prob. 15.48PCh. 15 - Prob. 15.49PCh. 15 - Prob. 15.50PCh. 15 - Prob. 15.51PCh. 15 - Prob. 15.52PCh. 15 - Prob. 15.53PCh. 15 - Prob. 15.54PCh. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - Prob. 15.57PCh. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - Prob. 15.60PCh. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - Prob. 15.63PCh. 15 - Prob. 15.64PCh. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - Prob. 15.67PCh. 15 - Prob. 15.68PCh. 15 - Prob. 15.1YTCh. 15 - Prob. 15.2YTCh. 15 - Prob. 15.3YTCh. 15 - Prob. 15.4YTCh. 15 - Prob. 15.5YTCh. 15 - Prob. 15.6YTCh. 15 - Prob. 15.7YTCh. 15 - Prob. 15.8YTCh. 15 - Prob. 15.9YTCh. 15 - Prob. 15.10YTCh. 15 - Prob. 15.11YTCh. 15 - Prob. 15.12YTCh. 15 - Prob. 15.13YTCh. 15 - Prob. 15.14YTCh. 15 - Prob. 15.15YTCh. 15 - Prob. 15.16YTCh. 15 - Prob. 15.17YTCh. 15 - Prob. 15.18YTCh. 15 - Prob. 15.19YTCh. 15 - Prob. 15.20YTCh. 15 - Prob. 15.21YTCh. 15 - Prob. 15.22YTCh. 15 - Prob. 15.23YTCh. 15 - Prob. 15.24YTCh. 15 - Prob. 15.25YTCh. 15 - Prob. 15.26YTCh. 15 - Prob. 15.27YTCh. 15 - Prob. 15.28YTCh. 15 - Prob. 15.29YTCh. 15 - Prob. 15.30YT
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- Answer the following statement. Provide an explanation. What happens to compound X when ph=pkb ph>pkb pharrow_forwardPhthalimide is insoluble in water. Will phthalimide dissolve in aqueous NaOH?arrow_forwardRank the following compounds in order of increasing acidity (1 = least acidic, 3 = most acidic) and in the space provided use resonance (of the conjugate base) to explain why the compound you have labelled “3” is the most acidic.arrow_forward
- Phenylacetic acid (C₂H₂CH₂COOH) has a K₂ of 4.9 x a 10-5. Calculate for the pH, pOH, [H+] and [OH-] of a solution of phenylacetic acid that is 0.186 M.arrow_forwardThe pKa of NH4+ is 9.25. Predict whether the acid form (NH4+) or the base form (NH3) is predominant at pH = 7.4. Explain.arrow_forwardWhen comparing a solution of HNO3([HNO3=0.3M]) and a solution of H2SO4 ([H2SO4 = 0.3M]) - which solution would have most acidic pHarrow_forward
- Part A The chemical 5-amino-2,3-dihydro-1,4-phthalazinedione, better known as luminol, is used by forensic scientists in analyzing crime scenes for the presence of washed-away blood. Luminol is so sensitive that it can detect blood that has been diluted 10,000 times. A basic solution of luminol is often sprayed onto surfaces that are suspected of containing minute amounts of blood. The forensic technician at a crime scene has just prepared a luminol stock solution by adding 15.0 g of luminol into a total volume of 75.0 mL of H2O. What is the molarity of the stock solution of luminol? Express your answer with the appropriate units. Luminol has a molecular weight of 177 g/mol. • View Available Hint(s) HẢ molarity of luminol solution = Value Units Submit Part B Before investigating the scene, the technician must dilute the luminol solution to a concentration of 6.00x10-2 M. The diluted solution is then placed in a spray bottle for application on the desired surfaces. How many moles of…arrow_forwardPlace the missing compounds in the flow diagram for the separation of a strong acid ,a weak acid , a neutral compound and a base. соон он CH, NH2 CH3 CH, dissolvo all the compounds in diethyl ether mix with aqueous sodium bicarbonate solution ether layer fadd NaOH solution,mix,remove lower aqueous layer ether layer aqueous layer aqueous layer add HCLmix,remove aqueous aqueous laydr layer ether layer add HCI solution add HCI solution add NaOH solutionarrow_forwardThe structure of benzene-1,2,3-tricarboxylic acid (pKa1 =2.88, pKa2 4.76, pKa3 = 7.13) can be seen on the right. What is the predominate form of benzene-1,2,3-tricarboxylic acid in a solution that has a pH of 6.0?arrow_forward
- 1. Arrange the test samples in order of increasing reactivity with sodium bicarbonate? Explain briefly -Ethanoic acid, Butanoic acid, Benzoic acid 2. Arrange the test samples in order of increasing solubility in water? Explain briefly. -Ethylamine, Diethylamine, Aniline 3. Arrange the test samples in order of increasing basicity? Explain briefly. -NaOH, Ethylamine, Anilinearrow_forward(a) Given that Kb for ammonia is 1.8 x10-5 and that forhydroxylamine is 1.1 x 10-8, which is the stronger base?(b) Which is the stronger acid, the ammonium ion or thehydroxylammonium ion? (c) Calculate Ka values for NH4+and H3NOH+.arrow_forwardI need help with this problem. Compare the pH of propionic acid and nitric acid when they are dissolved in water at a concentration of 20 mM using the "Arrhenius Concept". Include:a balanced equation describing the acid-base reactions involvedThe calculation of the pKa for bothThe calculation of the two pH's (of propionic acid and nitric acid when they are dissolved in water at a concentration of 20 mM)and A calculation of the percent of dissociation of both propionic acid and nitric acid.The gibbs free energy ΔG are listed as the following:Nitric acid: -152 kJ/molPropionic Acid : -291 kJ/molPropionate: -361 kJ/molarrow_forward
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