Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Textbook Question
Chapter 6.5A, Problem 6.6P
For each pair of compounds, predict which compound has the higher boiling point. Check Table6-2 to see if your prediction was right; then explain why that compound has the higher boiling point.
- a. isopropyl bromide and n-butyl bromide
- b. isopropyl chloride and tert-butyl bromide
- c. 1-bromobutane and 1-chlorobutane
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Students have asked these similar questions
1. Draw structural formulas for 1-bromobutane, 2-bromobutane, 2-bromo-2-
methylpropane, 1-bromo-2-methylpropane, and 1-bromo-2,2-dimethylpropane.
Classify each compound as a primary halide, secondary halide, or tertiary halide.
2. Draw structural formulas for acetone and ethanol. Which solvent is more polar?
Explain.
3. A student wishes to determine the rate law for the reaction A +B → C. The student
doubles the concentration of A while holding the concentration of B constant and finds
that the rate of the reaction doubles. The student then doubles the concentration of B
while holding the concentration of A constant and finds that the rate is unchanged.
Write the rate law for this reaction. (Refer to a general chemistry text, if necessary.)
Experimental Procedure
S a
Label each functional group as an alcohol, ether, acetal, or hemiacetal.
LOCH3
a.
OCH3
(select)
OH
b. CH3-C-OCH2CH,CH3
CH3
(select)
с.
`OCH,CH,CH3
(select)
d.
OCH,CH,CH3
(select)
(select)
two ethers
hemiacetal
acetal
alcohol and ether
alcohol
ether
Match the letters with the correct reagents
می ملکی معیلی
مله
مه
**All numerical values in answers should be subscript**
a
b
C
d
e
f
g
HO
a
OH
Br,
b
✓ [Choose ]
DMP
[Choose]
1. PhMgBr 2. H2O
1. MeMgBr 2.H2O
1. TsCl, base 2. tBuOH
1. BH3:THF 2. NaOH, H2O2
PBr3
1. Mg, O=C, H2O
[ Choose ]
[Choose ]
OH
[Choose ]
OH
Chapter 6 Solutions
Organic Chemistry (9th Edition)
Ch. 6.1 - Classify each compound as an alkyl halide, a vinyl...Ch. 6.2 - Give the structures of the following compounds. a....Ch. 6.2 - For each of the following compounds, A. give the...Ch. 6.3E - Prob. 6.4PCh. 6.4 - Prob. 6.5PCh. 6.5A - For each pair of compounds, predict which compound...Ch. 6.5B - Prob. 6.7PCh. 6.6B - Prob. 6.8PCh. 6.6B - The light-initiated reaction of...Ch. 6.6B - Show how free-radical halogenation might be used...
Ch. 6.7 - Prob. 6.11PCh. 6.7 - Prob. 6.12PCh. 6.8 - Prob. 6.13PCh. 6.9 - Predict the major products of the following...Ch. 6.9 - Prob. 6.15PCh. 6.10A - Prob. 6.16PCh. 6.11A - When diethyl ether (CH3CH2OCH2CH3) is treated with...Ch. 6.11B - Prob. 6.18PCh. 6.11B - For each pair of compounds, state which compound...Ch. 6.12 - Prob. 6.20PCh. 6.12 - Under appropriate conditions...Ch. 6.13 - Propose an SN1 mechanism for the solvolysis of...Ch. 6.13B - Prob. 6.23PCh. 6.13B - 3-Bromocyclohexene is a secondary halide, and...Ch. 6.15 - Prob. 6.25PCh. 6.15 - Prob. 6.26PCh. 6.16 - For each reaction, give the expected substitution...Ch. 6.16 - Prob. 6.28PCh. 6.16 - Prob. 6.29PCh. 6 - Prob. 6.30SPCh. 6 - Draw the structures of the following compounds. a....Ch. 6 - Give systematic (IUPAC) names for the following...Ch. 6 - Prob. 6.33SPCh. 6 - Predict the compound in each pair that will...Ch. 6 - Prob. 6.35SPCh. 6 - Give two syntheses for (CH3)2CHOCH2CH3, and...Ch. 6 - Prob. 6.37SPCh. 6 - Prob. 6.38SPCh. 6 - Chlorocyclohexane reacts with sodium cyanide...Ch. 6 - Give the substitution products expected from...Ch. 6 - Prob. 6.41SPCh. 6 - Prob. 6.42SPCh. 6 - Two of the carbocations in Problem6-42 are prone...Ch. 6 - Prob. 6.44SPCh. 6 - Predict the products of the following SN2...Ch. 6 - Prob. 6.46SPCh. 6 - Strawberry growers have used large quantities of...Ch. 6 - A solution of pure (S)-2-iodobutane ([]=+15.90) in...Ch. 6 - Prob. 6.49SPCh. 6 - Give a mechanism to explain the two products...Ch. 6 - Prob. 6.51SPCh. 6 - Because the SN1 reaction goes through a flat...Ch. 6 - Prob. 6.53SPCh. 6 - Furfuryl chloride can undergo substitution by both...Ch. 6 - Prob. 6.55SPCh. 6 - The following reaction takes place under...Ch. 6 - Propose mechanisms to account for the observed...Ch. 6 - Prob. 6.58SPCh. 6 - Prob. 6.59SP
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