Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 10.10, Problem 31P
Why is a cumulated diene not formed in the reaction shown above?
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6) Fill in the missing Acid, pKa value, or conjugate base in the table below:
Acid
HCI
Approximate pK,
-7
Conjugate Base
H-C:
Hydronium (H₂O')
-1.75
H-O-H
Carboxylic Acids (RCOOH)
Ammonium (NH4)
9.24
Water (H₂O)
H-O-H
Alcohols (ROH)
RO-H
Alkynes
R--H
Amines
25
25
38
HO
5) Rank the following sets of compounds in order of decreasing acidity (most acidic to least
acidic), and choose the justification(s) for each ranking.
(a)
OH
V
SH
я вон
CH
most acidic
(lowst pKa)
least acidic
(highest pKa)
Effect(s)
Effect(s)
Effect(s)
inductive effect O inductive effect O inductive effect
electronegativity electronegativity O electronegativity
resonance
polarizability
resonance
polarizability
O resonance
O polarizability
hybridization
Ohybridization
O hybridization
о
How negatively charged organic bases are formed.
Chapter 10 Solutions
Organic Chemistry
Ch. 10.2 - Prob. 1PCh. 10.2 - Prob. 2PCh. 10.2 - Prob. 3PCh. 10.2 - Prob. 4PCh. 10.3 - Four alkenes are formed from the E1 reaction of...Ch. 10.3 - If 2-fluoropentane could undergo an E1 reaction,...Ch. 10.3 - Prob. 7PCh. 10.3 - Propose a mechanism for the following reaction:Ch. 10.4 - Prob. 9PCh. 10.4 - What products will be obtained from the El...
Ch. 10.4 - Prob. 11PCh. 10.5 - Prob. 12PCh. 10.6 - Prob. 14PCh. 10.7 - Why do cis-1-bromo-2-ethylcyclohexane and...Ch. 10.7 - Which isomer reacts more rapidly in an E2...Ch. 10.7 - Prob. 18PCh. 10.8 - Prob. 19PCh. 10.8 - Prob. 20PCh. 10.9 - Prob. 21PCh. 10.9 - Explain why only a substitution product and no...Ch. 10.9 - Prob. 23PCh. 10.9 - Prob. 24PCh. 10.9 - Prob. 25PCh. 10.9 - a. Explain why 1-bromo-2,2-dimethylpropane has...Ch. 10.10 - A small amount of another organic product is...Ch. 10.10 - What is the best way to prepare the following...Ch. 10.10 - Prob. 29PCh. 10.10 - Prob. 30PCh. 10.10 - Why is a cumulated diene not formed in the...Ch. 10.10 - What product is obtained when the following...Ch. 10.11 - Prob. 33PCh. 10.11 - Prob. 34PCh. 10 - Draw the major product obtained when each of the...Ch. 10 - Prob. 36PCh. 10 - a. Indicate how each of the following factors...Ch. 10 - Prob. 38PCh. 10 - A chemist wanted to synthesize the...Ch. 10 - Prob. 40PCh. 10 - Prob. 41PCh. 10 - Prob. 42PCh. 10 - Starting with an alkyl halide, how could the...Ch. 10 - Indicate which species in each pair gives a higher...Ch. 10 - Prob. 45PCh. 10 - For each of the following alkyl halides, indicate...Ch. 10 - Prob. 47PCh. 10 - When 2-bromo-2,3-dimethylbutane reacts with a...Ch. 10 - Prob. 49PCh. 10 - When the following compound undergoes solvolysis...Ch. 10 - cis-1-Bromo-4-tert-butylcyclohexane and...Ch. 10 - Draw the substitution and elimination products.Ch. 10 - Prob. 53PCh. 10 - Prob. 54PCh. 10 - Which of the following hexachlorocyclohexanes is...Ch. 10 - Explain why the rate of the reaction of...Ch. 10 - Prob. 57PCh. 10 - Two elimination products are obtained from the...Ch. 10 - Draw the structures or the product of the obtained...Ch. 10 - How could you prepare the following compounds from...Ch. 10 - cis-4-Bromocyclohexanol and...Ch. 10 - Prob. 62PCh. 10 - Prob. 63P
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- Nonearrow_forward1) For the following molecules: (i) Label the indicated alkenes as either cis (Z), trans (E), or N/A (for non-stereogenic centers) by bubbling in the appropriate label on the molecule. (ii) Complete the IUPAC name located below the structure (HINT: Put the letter of the configuration in parentheses at the beginning of the name!) E z N/A ()-3,4,6-trimethylhept-2-ene E Oz O N/A ()-3-ethyl-1-fluoro-4-methylhex-3-ene E -+- N/A Me )-2,3-dimethylpent-2-ene (d) (b) E O N/A Br ()-5-bromo-1-chloro-3-ethyloct-4-ene ОЕ Z N/A Et (___)-3-ethyl-4-methylhex-3-ene E (f) Oz N/A z N/A HO (4.7)-4-(2-hydroxyethyl)-7-methylnona-4,7-dien-2-onearrow_forwardO 9:21AM Tue Mar 4 ## 64% Problem 51 of 15 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. H :0: CI. AI :CI: :CI: Cl AI Select to Add Arrows Select to Add Arrows O: Cl :CI: :0: H CI: CI CO Select to Add Arrows Select to Add Arrows :O: CI :0: Cl. 10: AIarrow_forward
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