Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 9.8, Problem 32P
After a proton is removed from the OH group, which compound in each pair forms a cyclic ether more rapidly?
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Explain why pentane-2,4-dione forms two alkylation products (A and B) when the number ofequivalents of base is increased from one to two.
Complete the reaction map by matching A-E with the given choices.
E
LU
2Br₂
CCl4
H₂
Na in liq NH3
A
C
OH
H₂
D
Pt
0₂
Zn/H₂O
HOW
B
Name the following compound.
CI
Br
O2-bromo-4-chloro-6-oxyoxane
○ 6-bromo-4-chloro-2-oxyoxane
O2-bromo-4-chlorocyclohexanoate
○ 5-bromo-3-chloropentanoic
acid lactone
○ 1-bromo-3-chloropentanoic acid lactone
Chapter 9 Solutions
Organic Chemistry
Ch. 9.1 - Prob. 3PCh. 9.1 - Does increasing the energy barrier for an SN2...Ch. 9.1 - Rank the following alkyl bromides from most...Ch. 9.2 - Prob. 8PCh. 9.2 - Prob. 9PCh. 9.2 - Prob. 10PCh. 9.2 - Prob. 11PCh. 9.2 - Which substitution reaction lakes place more...Ch. 9.2 - Prob. 14PCh. 9.2 - Prob. 16P
Ch. 9.3 - Prob. 17PCh. 9.4 - Prob. 18PCh. 9.5 - Prob. 19PCh. 9.5 - Prob. 20PCh. 9.5 - Prob. 21PCh. 9.5 - Prob. 22PCh. 9.6 - Prob. 23PCh. 9.6 - Prob. 24PCh. 9.6 - Which of the following reactions take place more...Ch. 9.7 - Prob. 26PCh. 9.7 - Prob. 27PCh. 9.7 - Prob. 28PCh. 9.7 - Prob. 30PCh. 9.7 - Under which of the following reaction conditions...Ch. 9.8 - After a proton is removed from the OH group, which...Ch. 9.8 - Prob. 33PCh. 9.9 - Prob. 34PCh. 9 - Prob. 1PCh. 9 - Methoxychlor is an insecticide that was intended...Ch. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Prob. 37PCh. 9 - Prob. 38PCh. 9 - Prob. 39PCh. 9 - Prob. 40PCh. 9 - Starting with cyclohexene, how can the following...Ch. 9 - Prob. 42PCh. 9 - The pKa of acetic acid in water is 4.76. What...Ch. 9 - Prob. 44PCh. 9 - Prob. 45PCh. 9 - Prob. 46PCh. 9 - Prob. 47PCh. 9 - Prob. 48PCh. 9 - Prob. 49PCh. 9 - Prob. 50PCh. 9 - Prob. 51PCh. 9 - tert-Butyl chloride undergoes solvolysis in both...Ch. 9 - Prob. 53PCh. 9 - Prob. 54PCh. 9 - In which solventethanol or diethyl etherwould the...Ch. 9 - Prob. 56PCh. 9 - Two bromoethers are obtained from the reaction of...Ch. 9 - Prob. 58PCh. 9 - Prob. 59PCh. 9 - Prob. 60PCh. 9 - Propose a mechanism for the following reaction:Ch. 9 - Prob. 62PCh. 9 - Prob. 63PCh. 9 - Prob. 64PCh. 9 - Prob. 65PCh. 9 - When equivalent amounts of methyl bromide nod...Ch. 9 - Prob. 67PCh. 9 - The reaction of chloromethane with hydroxide ion...
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- Answer the following questions about curcumin, a yellow pigment isolated from turmeric, a tropical perennial in the ginger family and a principal ingredient in curry powder.a.In Chapter 11, we learned that most enols, compounds that contain a hydroxy group bonded to a C=C, are unstable and tautomerize to carbonyl groups. Draw the keto form of the enol of curcumin, and explain why the enol is more stable than many other enols. b.Explain why the enol O—H proton is more acidic than an alcohol O—H proton. c. Why is curcumin colored? d.Explain why curcumin is an antioxidant.arrow_forwardAfter a proton is removed from the OH group, which compound in each pair forms a cyclic ether more rapidly?arrow_forward7. For compound A in acid, it is the hydroxyl that is protonated to a greater extent than the carbonyl oxygen. However, for compound B in acid, it is the carbonyl oxygen that is protonated to a greater extent than the hydroxyl oxygen. Explain this difference. H2SO4 ОН ОН2 ОН H2SO4 ОН ОНarrow_forward
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- Denote how many nucleophilic centers are present in the following molecular structure (in case of polar bonds show clearly on the structure the dipoles õ+ and d-). :o: сноarrow_forwardConsider the following reaction: Br ELOH i) How would the rate of reaction be affected if the concentration of the tert-butyl bromide is doubled? ii) How would the rate of reaction be affected if the concentration of the EtOH is doubled?arrow_forwardExplain why pentane-2,4-dione forms two different alkylation products (Aor B) when the number of equivalents of base is increased from one totwo.arrow_forward
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