Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 3, Problem 39P

Glycine is an amino acid that can be obtained from most proteins. In solution, glycine exists in equilibrium between two forms:

H 2 NCH 2 CO 2 H H 3 N + CH 2 CO 2

(a) Consult Table 3.1 and state which form is favored at equilibrium.

(b) A handbook gives the melting point of glycine as 262 ° C (with decomposition). Which of the structures given above best represents glycine?

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Phenylamine is an aromatic amine that is used in the manufacture of dyes. When absorbed through the skin itcauses the Fe+2 in hemoglobin to become oxidized into Fe+3, resulting in the formation of methemoglobin whichcannot bind to or transport oxygen. Phenylamine is soluble in water and acts as a weak base.C6H5NH2 (aq) + H2O (ℓ) ⇋ C6H5NH3+ (aq) + OH- (aq)a. When you measure the concentrations of the ionized substances you find them to be:[C6H5NH2] = 0.234 mol/L [C6H5NH3+] = 2.8 x 10-5 mol/L [OH-]= 2.8 x 10-5 mol/LIf the Kb is 4.27 x 10-10, is the reaction at equilibrium? If not, which direction does it need to move (rightor left) to reach equilibrium? Explain. b. At equilibrium the concentrations of the ionized substances are:[C6H5NH2] = 0.0537 mol/L [C6H5NH3+] = 4.79 x 10-6 mol/L [OH-]= 4.79 x 10-6 mol/LIf this reaction is taking place in a 2.0L container, and 1.5 moles of phenylamine were added to thereaction, what will the new concentrations of the three ionic species be when…

Chapter 3 Solutions

Organic Chemistry

Ch. 3 - Prob. 11PPCh. 3 - Prob. 12PPCh. 3 - Prob. 13PPCh. 3 - Prob. 14PPCh. 3 - PRACTICE PROBLEM 3.15 Nitro groups have a large...Ch. 3 - PRACTICE PROBLEM 3.16 Your laboratory instructor...Ch. 3 - Prob. 17PPCh. 3 - Prob. 18PPCh. 3 - Prob. 19PPCh. 3 - What is the conjugate base of each of the...Ch. 3 - List the bases you gave as answers to Problem 3.20...Ch. 3 - 3.22 What is the conjugate acid of each of the...Ch. 3 - List the acids you gave as answers to Problem 3.22...Ch. 3 - Rank the following in order of increasing acidity.Ch. 3 - Without consulting tables, select the stronger...Ch. 3 - Designate the Lewis acid and Lewis base in each of...Ch. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Write an equation, using the curved-arrow...Ch. 3 - 3.30 What reaction will take place if ethyl...Ch. 3 - 3.31 (a) The of formic acid. What is the? (b)...Ch. 3 - Acid HA has pKa=20; acid HB has pKa=10. (a) Which...Ch. 3 - Prob. 33PCh. 3 - 3.34 (a) Arrange the following compounds in order...Ch. 3 - 3.35 Arrange the following compounds in order of...Ch. 3 - 3.36 Arrange the following in order of increasing...Ch. 3 - Prob. 37PCh. 3 - 3.38 Supply the curved arrows necessary for the...Ch. 3 - Glycine is an amino acid that can be obtained from...Ch. 3 - 3.40 Malonic acid, , is a diprotic acid. The for...Ch. 3 - 3.41 The free-energy change, , for the ionization...Ch. 3 - 3.42 At the enthalpy change, , for the ionization...Ch. 3 - The compound at right has (for obvious reasons)...Ch. 3 - 3.44. (a) Given the above sequence of...Ch. 3 - Prob. 45PCh. 3 - Prob. 46PCh. 3 - 3.47 As noted in Table 3.1, the of acetone, , is...Ch. 3 - Formamide (HCONH2) has a pKa of approximately 25....Ch. 3 - List all the chemical species likely to be present...Ch. 3 - Prob. 2LGPCh. 3 - Prob. 3LGPCh. 3 - Prob. 4LGP
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