Mastering Chemistry with Pearson eText -- Standalone Access Card -- for Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134283111
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3, Problem 74P
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·methylcyclohexane
- c. trans-1-ethyl-2-isopropylcyclohexane
- d. cis-1,2·diethylcyclohexane
- e. cis-1-ethyl-3-isopropylcyclohexane
- f. cis-1-ethyl-4-isopropylcyclohexane
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Draw the two chair conformers for each of the following and indicate which conformer is more stable:a. cis-1-ethyl-3-methylcyclohexane d. cis-1,2-diethylcyclohexaneb. trans-1-ethyl-2-methylcyclohexane e. cis-1-ethyl-3-isopropylcyclohexanec. trans-1-ethyl-2-isopropylcyclohexane f. cis-1-ethyl-4-isopropylcyclohexane
Draw 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 conformer
Question 7
Chapter 3 Solutions
Mastering Chemistry with Pearson eText -- Standalone Access Card -- for 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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- 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-chlorocyclobutanearrow_forwardFind the energy difference between the 2 chair conformations.arrow_forwardWhich statement is true about these conformers? H. H. H H CH3 H3C H. H,C H,C H. H. A O A and B are equally stable O Difficult to predict O A more stable than B ) B more stable thanarrow_forward
- Which of the following represents the more stable chair conformer of the compound below? Question 1 Answer a. b. C. H₂C d. CH₂ Bo H₂C CH3 хоarrow_forwardConsider the most stable chair conformation of all cis-4-tert-butyl-1,2-dimethylcyclohexane (all substituents are cis on the molecule). What is the bond angle between the two methyl groups when looking down the C1-C2 bond? a)45 b)60 c)109.5 d)180arrow_forward9. Using Newman projections, draw the most stable conformer for the following: 3-methylpentane, considering rotation about the C-2-C-3 bond b. 3-methylhexane, considering rotation about the C-3-C-4 bond 3,3-dimethylhexane, considering rotation about the C-3-C-4 bond lavalahavane, a. C.arrow_forward
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