ORGANIC CHEMISTRY (LL)-W/STUDY GUIDE
8th Edition
ISBN: 9780134653631
Author: Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3.15, Problem 53P
a. Draw Newman projections of the two conformers of trans-1,3-dimethylcyclohexane.
b. Which of the conformers predominates at equilibrium?
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Take a look at the butane conformers below.
Identify:
(a)Which is an anti conformation in Newman?
(b)Which is a Gauche conformation?
(c)Which is the more stable Sawhorse conformer?
(d)Which has the same potential energy/strain with ALS?
a. Draw Newman projections of the two conformers of cis-1,3-dimethylcyclohexane. b. Which of the conformers predominates at equilibrium? c. Draw Newman projections of the two conformers of the trans isomer. d. Which of the conformers predominates at equilibrium?
a. Draw Newman projections of the two conformers of trans-1,3-dimethylcyclohexane. b. Which of the conformers predominates at equilibrium?
Chapter 3 Solutions
ORGANIC CHEMISTRY (LL)-W/STUDY GUIDE
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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- Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth methyl groups in __________ positions and one with both methyl groups in ____________ positions.arrow_forwarda) Draw the chair conformations of 1, 4 – ditertbutyl cyclohexane and all of its ring flips.b) Determine the most stable and least stable conformations. Explain your answer.arrow_forwardDraw the Newman projections for the conformations of ethane (staggered and eclipsed) Which is higher in energy? Which is more stable? 3. Next to each conformer, draw the equivalent ‘sideways’ view, using wedged bondsarrow_forward
- draw most stable chair conformation of trans-1-tert-buty-3-methylcyclohexane and most stable chair conformation of cis-1-tert-buty-3-methylcyclohexane?In what way make them different?arrow_forwarda. Draw the chair 1 and 2 of Cis-1-Ethyl- 3-isopropylcyclohexane. b. Which one is more stable out of 1 or 2?arrow_forwardSee in attachment (a) Draw C in its more stable chair conformation. (b) Convert D to a hexagon with substituents on wedges and dashed wedges.arrow_forward
- Why is this chair conformation the most stable trans-1-chloro-3-flurocyclohexane? Wouldn't the conformation with Cl & F in equatorial positions be the most stable conformation?arrow_forwardWhich stereoisomer has the lower overall energy? Draw the chair for the lowest energy conformation.arrow_forwardDraw the two chair conformations of trans-1-chloro-2-methylcyclohexane. Which is more stable?arrow_forward
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