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 17PP
Interpretation Introduction
Interpretation:
The rule that states that any organic compound that contains the oxygen, nitrogen, or a multiple bond will dissolve in concentrated sulfuric acid on the basis of acid–base reactions and intermolecular forces is to be explained.
Concept introduction:
An organic compound that contains an atom with an unpaired electron pair acts as a potential base.
Bases are the species that accept proton.
Acids are the species that donates proton.
When the oxygen and nitrogen containing compounds dissolve in a strong acid, an acid–base reaction takes place.
“Like dissolves like” polar solute dissolve in polar solvent and nonpolar solute dissolve in nonpolar solvent.
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Students have asked these similar questions
Explain the following statements. You must use chemical equations to justify your
explanation.
(ii)
(I)
Phenol is more acidic than cyclohexanol.
4.3
Explain why each of the following groups is useful in organic synthesis. Use
suitable examples and chemical equations to illustrate your answers.
(i)
(ii)
(iii)
Benzyl ester group
Carboxybenzyl (Cbz) group
t-Butyloxycarbonyl (Boc) group
PRACTICE PROBLEM 2.2
The compounds in each part below have the same (or similar) molecular weights. Which
compound in cach part would you expect to have the higher boiling point? Explain your
answers.
(a)
OH or
(c)
OH or HO
(b) (CHN or
A factor (in addition to polarity and hydrogen bonding) that affects the melting point
of many organic compounds is the compactness and rigidity of their individual molecules.
• Molecules that are symmetrical generally have abnormally high melting points. sert-
Buryl alcohol, for example, has a much higher melting point than the other isomeric
alcohols shown here:
OH
OH
tert-Butyl alcohol
(mp 25 "C)
Butyl alcohol
(mp -00 "C)
Isobutyl alcohol sec-Butyl alcohol
(mp 108 C)
(mp-114 C)
о о
Chapter 3 Solutions
Organic Chemistry
Ch. 3 - Prob. 1PPCh. 3 - PRACTICE PROBLEM 3.2
Write equations showing the...Ch. 3 - PRACTICE PROBLEM 3.3 Which of the following are...Ch. 3 - Prob. 4PPCh. 3 - PRACTICE PROBLEM 3.5 Formic acid (HCO2H) has...Ch. 3 - Prob. 6PPCh. 3 - Prob. 7PPCh. 3 - Prob. 8PPCh. 3 - PRACTICE PROBLEM 3.9 Predict the outcome of the...Ch. 3 - Prob. 10PP
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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