Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3, Problem 57P
Draw the two chair conformers for each of the following, and indicate which conformer is more stable:
- a. cis-1-ethyl-3-methylcyclohexane
- b. trans-1-ethyl-2-isopropylcyclohexane
- c. trans-1-ethyl-2-methylcyclohexane
- d. cis-1,2-diethylcyclohexane
- e. cis-1-ethyl-3-isopropylcyclohexane
- f. cis-1-ethyl-4-isopropylcyclohexane
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Draw all the stereoisomers for each of the following:
a. 1-chloro-3-methylpentane
b. 2-methyl-1-propanol
c. 2-bromo-1-butanol
d. 3-bromo-2-butanol
e. 3,4-dichlorohexanef. 1,2-dichlorocyclobutane
g. 1,3-dichlorocyclohexane
h. 1,4-dichlorocyclohexane
i. 1-bromo-2-chlorocyclobutane
j. 1-bromo-3-chlorocyclobutane
11.
Which of the following is the IUPAC name of the compound below?
Select one:
O a. 2-cyclopropyl-1-methylcyclopentane
O b. 1-methyl-2-cyclopropylcyclopentane
c. 2-cyclopropyl-1-methylpentane
O d. 1-methyl-2-cyclopropylpentane
12.
Which of the following is the common name of the compound below?
Select one:
O a. 2,2-dimethylpentane
O b. 1-isobutylpropane
c. neopentane
O d. neoheptane
CH₂
CH₂CH3
The correct name for the compound given above is
Select one:
O a. 1-propyl-3-ethyl-4-methylbenzene
b.
4-cyclopropyl-2-ethyl-1-methylbenzene
O c. p,o-methylethylcyclopropylbenzene
O d. 1-propyl-3-ethyl-4-methylcyclohexane
Chapter 3 Solutions
Essential Organic Chemistry, Global Edition
Ch. 3.1 - Name each of the following:Ch. 3.1 - Draw the structures and name the four...Ch. 3.1 - Draw the structure for each of the following...Ch. 3.1 - Name the following compounds:Ch. 3.1 - Prob. 7PCh. 3.2 - What is each compounds systematic name?Ch. 3.2 - Prob. 11PCh. 3.3 - Prob. 12PCh. 3.3 - Convert the following condensed structures into...Ch. 3.3 - The molecular formula for ethyl alcohol (CH3CH2OH)...
Ch. 3.3 - Draw a condensed and a skeletal structure for the...Ch. 3.3 - What is each compounds systematic name?Ch. 3.4 - Prob. 17PCh. 3.4 - Give two names for each of the following alkyl...Ch. 3.5 - Are the following compounds primary, secondary, or...Ch. 3.5 - Name the following amines and tell whether they...Ch. 3.5 - Draw the structures and provide systematic names...Ch. 3.6 - Predict the approximate size of the following bond...Ch. 3.7 - What is the smallest straight-chain alkane that is...Ch. 3.7 - Prob. 24PCh. 3.7 - Prob. 25PCh. 3.7 - Prob. 26PCh. 3.7 - List the compounds in each set from highest...Ch. 3.8 - Rank the following compounds in each set from most...Ch. 3.8 - In which solvent would cyclohexane have the lowest...Ch. 3.8 - Prob. 30PCh. 3.9 - Prob. 31PCh. 3.9 - a. Draw the three staggered conformations and the...Ch. 3.9 - a. Draw the most stable conformation of pentane...Ch. 3.11 - Draw 1,2,3,4,5,6-hexachlorocyclohexane with a. all...Ch. 3.12 - At any one time, would you expect there to be more...Ch. 3.13 - Prob. 36PCh. 3 - a. How many hydrogens does an alkane with 17...Ch. 3 - Prob. 2PCh. 3 - Draw a condensed structure and a skeletal...Ch. 3 - Prob. 39PCh. 3 - Prob. 40PCh. 3 - Which of the following represents a cis isomer?Ch. 3 - a. How many primary carbons does each of the...Ch. 3 - Name the following amines and tell whether they...Ch. 3 - Which of the following conformers of isobutyl...Ch. 3 - What is each compounds name? a. CH3CH2CH2OCH2CH3Ch. 3 - Draw the structural formula for an alkane that has...Ch. 3 - Which has a. the higher boiling point:...Ch. 3 - Ansaid and Motrin belong to the group of drugs...Ch. 3 - A student was given the structural formulas of...Ch. 3 - Which of the following conformers has the highest...Ch. 3 - Prob. 51PCh. 3 - Draw skeletal structures for the following: a....Ch. 3 - Prob. 53PCh. 3 - For rotation about the C-3 8 C-4 bond of...Ch. 3 - Prob. 55PCh. 3 - What is each compounds systematic name?Ch. 3 - Draw the two chair conformers for each of the...Ch. 3 - Draw the nine constitutional isomers with...Ch. 3 - Prob. 59PCh. 3 - Prob. 60PCh. 3 - Prob. 61PCh. 3 - Using Newman projections, draw the most stable...Ch. 3 - For each of the following disubstituted...Ch. 3 - Prob. 64PCh. 3 - Prob. 65PCh. 3 - What is each compounds systematic name?Ch. 3 - Prob. 67PCh. 3 - Bromine is a larger atom than chlorine, but the...Ch. 3 - Prob. 69PCh. 3 - Prob. 70PCh. 3 - a. Draw a potential energy diagram for rotation...
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- • Draw the chair conformations of the following compounds and determine which geometric isomer is more stable. Also show using Newman projection that one conformation is more stable than the other. a. cis-1-isopropyl-2-methylcyclohexane b. 1-methycyclohexanearrow_forward4. Perform a conformational analysis on cyclohexane derivative I. Draw out both possible conformers and circle Using A, U, and G values estimate the energy difference (DG) the preferred (lowest energy) conformer between the two conformers and predict the approximate ratio of the two conformers at room temperature Hj C Br cyclohexane Iarrow_forwardThere are the two possible chair conformations of trans-1-Methyl-4-chlorocyclohexane. What is the energy difference between the two chair conformations? Table 1. Steric Strain in Monosubstituted Cyclohexanes a 28 b. 56 c. 4.8 d 9.6arrow_forward
- a. Calculate the energy difference between the two chair conformers of trans-1,4-dimethylcyclohexane. b. What is the energy difference between the two chair conformers of cis-1,4-dimethylcyclohexane?arrow_forward1. What orbitals (around Carbon) are used to form each bond in the following molecules: A. CH3CH3 B. CH2CH2 2. Draw the structure corresponding to each IUPAC name: 3-ethyl-1,1-dimethylcyclohexane, 6-isopropyl-2,3-dimethylnonanearrow_forwardWhat is the IUPAC name of the following compound? a. trans-1-isopropyl-4-methylcyclopentane b. cis-1-tert-butyl-2-methylcyclopentane c. trans-1-tert-butyl-2-methylcyclopentane d. cis-1-isopropyl-2-methylcyclopentane a O barrow_forward
- The correct IUPAC name for this compound is: Oa. O a. cis-1,5-dicyclohexyl-1-pentene O b. trans-1,5-dicyclohexyl-1-pentene trans-1,5-diphenyl-1-pentene O d. cis-1,5-diphenyl-1-pentenearrow_forwardDraw the following conformers of hexane, considering rotation about the C3–C4 bond: a. The most stable of all the conformers b. The least stable of all the conformers c. The gauche conformerarrow_forwardDraw a chair conformation of cyclohexane with one CH3CH2 group and one CH3 group that fits each description. a.a 1,1-disubstituted cyclohexane with an axial CH3CH2 group b. a cis-1,2-disubstituted cyclohexane with an axial CH3 group c. a trans-1,3-disubstituted cyclohexane with an equatorial CH3 group d. a trans-1,4-disubstituted cyclohexane with an equatorial CH3CH2 group.arrow_forward
- Draw the chain conformer of a) the most stable conformer of isopropylcyclohexane b) the most stable conformer of cis-1-tert-butyl-4-methylcyclohexanearrow_forwardUsing the wedge-and-dash notation, draw the nine stereoisomers of 1,2,3,4,5,6-hexachlorocyclohexane. A. From the nine stereoisomers, identify one pair of enantiomers. B. Draw the most stable conformer of the most stable stereoisomer.arrow_forwardThe dimethylcyclohexane with the structure shown below is: ÇH3 CH3 Select one: O a. a trans isomer with the CH3 groups in axial positions. O b. a cis isomer with the CH3 groups in equatorial positions. O c. a cis isomer with the CH3 groups in equatorial and axial positions. O d. a trans isomer with the CH3 groups in equatorial positions.arrow_forward
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