Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3.11, Problem 42P
Using Newman projections, draw the most stable conformer for each of the following:
- a. 3-methylpentane, viewed along the C-2—C-3 bond
- b. 3-methylhexane, viewed along the C-3—C-4 bond
- c. 3,3-dimethylhexane, viewed along theC-3—C-4 bond
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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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- Draw a skeletal ("line") structure of this molecule: CH3 CH3 C-CH2–0-CH3arrow_forwardDraw the structural condensed formula of heptane from the condensed formula (shown below). CH3CH₂CH₂CH₂CH2CH₂CH3 Drawingarrow_forwardConvert each of the following linear condensed structural formulas into regular condensed structural formulas. a. CH3CH2CH(CH3)CH2CH3 b. (CH3)2CHCH2CH(CH3)2 c. CH3CH(CH3)CH3 d. CH3CH2CH(CH2CH3)CH2CH3arrow_forward
- Give the complete IUPAC name for each of the following compounds: (a) CH3CH2CBr2CH3 (b) (CH3)3CCl (c) (d) CH3CH2CCHCH3CH2CCH (e) (f) (g) (CH3)2CHCH2CH=CH2arrow_forwardFor each of the following pairs of structures, determine whether they are 1. Different conformations of the same molecule 2. Different compounds that are constitutional isomers 3. Different compounds that are not constitutional isomers a. b. c. d.arrow_forwardDetermine whether cistrans isomerism is possible for each of the following cycloalkanes. If it is, then draw structural formulas for the cis and irons isomers. a. Isopropylcyclobutane b. 1,2-Diethylcyclopropane c. 1-Ethyl-1-propylcyclopentane d. 1,3-Dimethylcyclohexanearrow_forward
- What is angle strain in cycloalkanes? Angle strain is the difference between an ideal bond angle for sp3 hybridized carbon atoms and the actual bond angle in the ring. Angle strain is the difference between and ideal bond angle for sp hybridized carbon atoms and the actual bond angle in the ring. Angle strain is the angle between C-C bonds in the cycloalkane ring. Angle strain is the angle between carbon bonds on the outer side of a cycloalkane ring. Angle strain is the difference between the C-C bond angles found in a flat ring structure and in an actual ring structurearrow_forwardDraw the complete structural formula and condensed molecular formula for each compound. Complete Structural Formula TUPAC Nome Condensed Formula bulane 2-methylhexane 3-ethyl-2-methylnonane propene 4-methyl-2-heptene ethyne 5,6-dimethyl-2-octync cyclopropane 1,3-diethylcyclohexane 5-cthyl-4-propyl-2- heptync 2,2-dimethly-3- phenylhexand 1-methyl-3-propylbenzenearrow_forwardDraw the following branched alkanes: 4 methyl, 3 propyl- octane 3-ethyl-2methyl-heptane 3,3-dimethyl-pentane 2,2,3-trimethyl-butane Draw as it shown in the image belowarrow_forward
- Give the IUPAC name of the cycloalkane shown below. H3C. H3C *CH2CH2CH, CH3 O 4-butyl-1,2-dimethylcyclohexane O 1-butyl-3,4-dimethylcyclohexane 4-butyl-1-methyl-2-methylcyclohexane O 1, 2-dimethyl-4-butylcyclohexanearrow_forwardWhich of the following alkanes would have the highest boiling point? Group of answer choices 2,3, -dimethylpentane heptane 2-methylhexane 2, 2, 3 - trimethylbutane All have the same molar mass and would have about the same boiling point.arrow_forwardGive the IUPAC name of the structure below.arrow_forward
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