ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
12th Edition
ISBN: 9781119304241
Author: Solomons
Publisher: WILEY C
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Chapter 6, Problem 48P
Open the computer molecular model tided “1-Bromo[2.2.1]bicycloheptane LUMO” at WileyPLUS for the lowest unoccupied molecular orbital (LUMO) of this compound. Where is the lobe of the LUMO with which the HOMO of a nucleophile would interact in an
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This question has multiple parts. Work all the parts to get the most points.
meta-Chloroperoxybenzoic acid (m-CPBA) is not the only peroxy acid capable of reacting with alkenes to form epoxides.
For the reaction below:
H3C
H3C
CH₂ + CF3CO3H
a Draw the structure of the major organic product derived from the alkene.
• Use the wedge/hash bond tools to indicate stereochemistry where it exists.
• Use wedge and hash bonds ONLY when needed to show reaction stereochemistry.
.
If the reaction produces a racemic mixture, just draw one stereoisomer.
3*2 c
C -> O
000 - IF
1. What is the function of CH»Ch in the bromination reactions? Why can it fulfil this role?
2. In not more than three (3) sentences, explain why terminal alkynes are acidic.
3. What impurities are removed when acetylene gas is made to pass through an acidified
solution of CuSO:?
4. Explain the difference in the rate of free radical bromination reactions of toluene and
cyclohexane.
5. Give the reagent er chemical
cempounde, Previde only Ehe reasents nu
Would differentiate tefel
3) Any compound or ion with at least one lone pair can be considered a base and/or a
nucleophile. The relative basicity and nucleophilicity of the species is one of the most
important factors that determine the mechanism of a reaction on sp³-carbon atoms.
Please show an example of
a) a reagent that is a strong nucleophile and a strong base,
b) a reagent that is a weak nucleophile and a strong base,
c) a reagent that is a strong nucleophile and a weak base,
d) a reagent that is a weak nucleophile and a weak base.
Which nitrogen atom in the structure below is most nucleophilic? Please explain by
discussing the electron density around each nitrogen atom. Show at least three resonance
structures of the compound.
N.
Chapter 6 Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
Ch. 6 - Prob. 1PPCh. 6 - Prob. 2PPCh. 6 - Prob. 3PPCh. 6 - Prob. 4PPCh. 6 - Prob. 5PPCh. 6 - PRACTICE PROBLEM 6.6
reactions that involve...Ch. 6 - PRACTICE PROBLEM 6.7 Rank the following...Ch. 6 - Prob. 8PPCh. 6 - Prob. 9PPCh. 6 - Prob. 10PP
Ch. 6 - Prob. 11PPCh. 6 - Prob. 12PPCh. 6 - Prob. 13PPCh. 6 - Prob. 14PPCh. 6 - Prob. 15PPCh. 6 - Prob. 16PPCh. 6 - Prob. 17PPCh. 6 - Prob. 18PPCh. 6 - Prob. 19PPCh. 6 - Prob. 20PCh. 6 - Prob. 21PCh. 6 - Prob. 22PCh. 6 - Prob. 23PCh. 6 - Prob. 24PCh. 6 - Listed below are several hypothetical nucleophilic...Ch. 6 - Prob. 26PCh. 6 - 6.27 Write conformational structures for the...Ch. 6 - 6.28 Consider the reaction of with .
(a) Would...Ch. 6 - Prob. 29PCh. 6 - Prob. 30PCh. 6 - Prob. 31PCh. 6 - Prob. 32PCh. 6 - 1-Bromobicyclo[2, 2,1] heptane is extremely...Ch. 6 - When ethyl bromide reacts with potassium cyanide...Ch. 6 - Prob. 35PCh. 6 - Prob. 36PCh. 6 - When the alkyl bromides (listed here) were...Ch. 6 - Prob. 38PCh. 6 - Prob. 39PCh. 6 - Prob. 40PCh. 6 - Prob. 41PCh. 6 - 6.42 The reaction of chloroethane with water in...Ch. 6 - Prob. 43PCh. 6 - Prob. 44PCh. 6 - Prob. 45PCh. 6 - Prob. 46PCh. 6 - 1-Bromo[2.2.1] bicycloheptane is unreactive toward...Ch. 6 - Open the computer molecular model tided...Ch. 6 - Prob. 49PCh. 6 - Consider the solvolysis reaction of (1S,...Ch. 6 - 2. Consider the following sequence of reactions,...
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