Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Textbook Question
Chapter 2, Problem 27PP
Practice Problem 2.27
Arrange the following compounds in order of increasing boiling point. Explain your answer in terms of the intermolecular forces in each compound.
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PRACTICE PROBLEM 2.12 Write bond-line structural formulas for (a) two primary alcohols, (b) a secondary alcohol,
and (e) a tertiary alcohol-all having the molecular formula C,H190.
• PRACTICE PROBLEM 2.13 One way of naming alcohols is to name the alkyl group that is attached to the -OH and
add the word alcohol. Write bond-line formulas for (a) propyl alcohol and (b) isopropyl
alcohol.
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
Which of the following is true about the carbon-carbon single bond in 1,3-butadiene when
compared to the carbon-carbon single bond in ethane?
(A) It is shorter than the carbon-carbon single bond of ethane.
(B) The single bond in 1,3-butadiene has a higher %s character than in ethane
The hydrogen atoms push the carbons closer using electrocyclic forces.
Both A and B.
(E) None of the above.
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - PRACTICE PROBLEM
2.1 Cyclobutadiene (below) is...Ch. 2 - Prob. 2PPCh. 2 - Prob. 3PPCh. 2 - Prob. 4PPCh. 2 - Prob. 5PPCh. 2 - Practice Problem 2.6
Using a three-dimensional...Ch. 2 - Practice Problem 2.7
Trichloromethane (, also...Ch. 2 - Prob. 8PPCh. 2 - Prob. 9PPCh. 2 - Practice Problem 2.10
Write bond-line structural...
Ch. 2 - Practice Problem 2.11 Although we shall discuss...Ch. 2 - Practice Problem 2.12 Write bond-line structural...Ch. 2 - Prob. 13PPCh. 2 - Practice Problem 2.14
One way of naming ethers is...Ch. 2 - Practice Problem 2.15 Eugenol is the main...Ch. 2 - Practice Problem 2.16
One way of naming amines is...Ch. 2 - Practice Problem 2.17 Which amines in Practice...Ch. 2 - Prob. 18PPCh. 2 - Prob. 19PPCh. 2 - Practice Problem 2.20
Write bond-line formulas for...Ch. 2 - Practice Problem 2.21
Write bond-line formulas for...Ch. 2 - Practice Problem 2.22
Write bond-line formulas for...Ch. 2 - Prob. 23PPCh. 2 - Practice Problem 2.24 Write another resonance...Ch. 2 - Prob. 25PPCh. 2 - Practice Problem 2.26
Which compound would you...Ch. 2 - Practice Problem 2.27 Arrange the following...Ch. 2 - Prob. 28PPCh. 2 - Prob. 29PCh. 2 - Identify all of the functional groups in each of...Ch. 2 - 2.31 There are four alkyl bromides with the...Ch. 2 - Prob. 32PCh. 2 - Classify the following alcohols as primary,...Ch. 2 - 2.34 Classify the following amines as primary,...Ch. 2 - Prob. 35PCh. 2 - Identify all of the functional groups in Crixivan,...Ch. 2 - 2.37 Identify all of the functional groups in...Ch. 2 - 2.38 (a) Indicate the hydrophobic and hydrophilic...Ch. 2 - Hydrogen fluoride has a dipole moment of 1.83 D;...Ch. 2 - 2.40 Why does one expect the cis isomer of an...Ch. 2 - Prob. 41PCh. 2 - Prob. 42PCh. 2 - Prob. 43PCh. 2 - 2.44 Consider each of the following molecules in...Ch. 2 - Analyze the statement: For a molecule to be polar,...Ch. 2 - 2.46 Which compound in each of the following...Ch. 2 - Prob. 47PCh. 2 - The IR spectrum of propanoic acid (Fig. 2.16)...Ch. 2 - Prob. 49PCh. 2 - Write structural formulas for four compounds with...Ch. 2 - There are four amides with the formula C3H7NO. (a)...Ch. 2 - Prob. 52PCh. 2 - Prob. 53PCh. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - 2.56 Compound C is asymmetric, has molecular...Ch. 2 - 2.57 Examine the diagram showing an -helical...Ch. 2 - Prob. 1LGPCh. 2 - Prob. 2LGPCh. 2 - Prob. 3LGPCh. 2 - Consider the molecular formula C4H8O2. Predict...Ch. 2 - Consider the molecular formula C4H8O2. If any of...Ch. 2 - Prob. 6LGPCh. 2 - Consider the molecular formula.
7. Pick five...Ch. 2 - Prob. 8LGP
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