Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3.15, Problem 50P
a. Draw the more stable chair conformer of cis-1-ethyl-2-methylcyclohexane.
b. Draw the more stable chair conformer of trans-1-ethyl-2-methylcyclohexane.
c. Which compound is more stable: cis-1-ethyl-2-methylycyclohexane or trans-1-ethyl-2-methylcyclohexane?
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14:33 A
Candidate Identification
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11. Compound A can transform into
compound B through an organic reaction.
From the structures below, mark the
correct one:
HO
A
تھے۔
די
HO
B
○ A) Compounds A and B are isomers.
B) Both have the same number of chiral
carbons.
C) Compound A underwent an addition
reaction of Cl2 and H2O to form
compound B.
D) Compound A underwent a
substitution reaction forming the
intermediate chlorohydrin to obtain
compound B.
E) Compound A underwent an addition
reaction of Cl2 forming the chloronium
ion and then added methanol to obtain
compound B.
60
--
14:40 A
Candidate Identification
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13. The compound 1-bromo-hex-2-ene
reacts with methanol to form two
products. About this reaction, mark the
correct statement:
OCH3
CH3OH
Br
OCH3 +
+ HBr
A
B
A) The two products formed will have
the same percentage of formation.
B) Product B will be formed by SN1
substitution reaction with the formation
of an allylic carbocation.
C) Product A will be formed by SN1
substitution reaction with the formation
of a more stable carbocation than
product B.
D) Product A will be formed by an SN2
substitution reaction occurring in two
stages, the first with slow kinetics and
the second with fast kinetics.
E) The two compounds were obtained
by addition reaction, with compound B
having the highest percentage of
formation.
57
--
☑
14:30 A
Candidate Identification
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10. Amoxicillin (figure X) is one of the
most widely used antibiotics in the
penicillin family. The discovery and
synthesis of these antibiotics in the 20th
century made the treatment of infections
that were previously fatal routine.
About amoxicillin, mark the correct one:
HO
NH2 H
S
-N.
HO
Figura X. Amoxicilina
A) It has the organic functions amide,
ester, phenol and amine.
B) It has four chiral carbons and 8
stereoisomers.
C) The substitution of the aromatic ring
is of the ortho-meta type.
D) If amoxicillin reacts with an alcohol it
can form an ester.
E) The structure has two tertiary
amides.
62
Chapter 3 Solutions
Organic Chemistry (8th Edition)
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structure of a compound with molecular...Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Prob. 6PCh. 3.1 - Draw the structure for each of the following: a....Ch. 3.1 - Name the following compounds: a. CH3OCH2CH3 b....Ch. 3.2 - Prob. 9PCh. 3.2 - Draw the structure for each of the following: a....Ch. 3.2 - Give each substituent on the nine-carbon chain a...Ch. 3.2 - Prob. 14P
Ch. 3.3 - What is each compounds systematic name?Ch. 3.3 - Prob. 16PCh. 3.3 - Prob. 17PCh. 3.3 - Prob. 18PCh. 3.3 - Prob. 19PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.4 - Prob. 21PCh. 3.5 - a. What is each ethers systematic name? 1....Ch. 3.6 - Give each of the following a systematic name and...Ch. 3.6 - Draw the structures of a homologous series of...Ch. 3.6 - Prob. 25PCh. 3.6 - Prob. 26PCh. 3.7 - Prob. 27PCh. 3.7 - Are the following compounds primary, secondary, or...Ch. 3.7 - Draw condensed and skeletal structures for each of...Ch. 3.7 - For each of the following, give the systematic...Ch. 3.8 - Predict the approximate size of the following bond...Ch. 3.9 - Prob. 32PCh. 3.9 - Prob. 33PCh. 3.9 - Prob. 34PCh. 3.9 - Rank the following compounds from highest boiling...Ch. 3.9 - Rank the compounds in each set from highest...Ch. 3.10 - In which solvent would cyclohexane have the lowest...Ch. 3.10 - Prob. 38PCh. 3.10 - Prob. 39PCh. 3.11 - a. Draw all the staggered and eclipsed conformers...Ch. 3.11 - Prob. 41PCh. 3.11 - Using Newman projections, draw the most stable...Ch. 3.12 - The bond angles in a regular polygon with n sides...Ch. 3.12 - Prob. 44PCh. 3.13 - Draw 1,2,3,4,5,6-hexachlorocydohexane with a. all...Ch. 3.14 - Using the data in Table 3.9, calculate the...Ch. 3.14 - The chair conformer of fluorocyclohexane is 0.25...Ch. 3.15 - Prob. 48PCh. 3.15 - Which has a higher percentage of the...Ch. 3.15 - a. Draw the more stable chair conformer of...Ch. 3.15 - For each of the following disubstituted...Ch. 3.15 - a. Draw Newman projections of the two conformers...Ch. 3.15 - a. Calculate the energy difference between the two...Ch. 3 - a. How many hydrogen does an alkene with 17...Ch. 3 - Draw the structure of octane and isooctaneCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 56PCh. 3 - a. What is each compounds systematic name? b. Draw...Ch. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - Draw a skeletal structure for an alkane that has...Ch. 3 - What is each compounds systematic name? a....Ch. 3 - Which bus a. the higher boiling point:...Ch. 3 - a. Draw Newman projections of the two conformers...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - Prob. 66PCh. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 69PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - For rotation about the C-3C-4 bond of...Ch. 3 - Prob. 72PCh. 3 - What is each compounds systematic name? a. b. c....Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Why are lower molecular weight alcohols more...Ch. 3 - a. Draw a potential energy diagram for rotation...Ch. 3 - For each of the following compound, determine...Ch. 3 - How many ethers have molecular formula C5H12O?...Ch. 3 - Draw the most stable conformer of the following...Ch. 3 - What is each compounds systematic name?Ch. 3 - Calculate the energy difference between the two...Ch. 3 - The most stable from of glucose (blood sugar) is a...Ch. 3 - What is each compound s systematic name?Ch. 3 - Explain the following: a. 1-Hexanol has a higher...Ch. 3 - One of the chair conformers of cis-...Ch. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Name the following compounds:Ch. 3 - Prob. 88PCh. 3 - Using the data obtained in Problem 85, calculate...Ch. 3 - Draw the conformers for the following...
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