Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 3, Problem 42P
- a. How many primary carbons does each of the following compounds have?
- b. How many secondary carbons does each one have?
- c. How many tertiary carbons does each one have?
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Consider 1,2-dimethylcyclohexane.a. Draw structures for the cis and trans isomers using a hexagon for the six-membered ring.b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable?c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable?d. Which isomer, cis or trans, is more stable and why?
How are the molecules below related to each other? (Hint: convert each to a
partially condensed structual formula).
Н.
H
H
CH3
H₂C
CH3
CH3
and
H
H
H
H₂c-CH₂
CH3
H
CH3
Select one:
OA. They are constitutional isomers.
OB. They are identical compounds.
O C. They are geometrical isomers.
O D. They are stereoisomers.
O E. They are different compounds, not isomers..
1. Name each compound and determine the relationship between the pairs of compounds.
O
a. Name:
b. Name:
N
C. Relationship between structures above: Conformational isomer or Structural isomer
2. Name:
3. Is the following structure the cis stereoisomer or the trans stereoisomer?
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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- C. Exercises 1. Which molecule representation best shows the bond interactions? a. Wedge and dash b. Sawhorse c. Newman d. Fischer Which molecule representation best combines the 3D molecule and the bond interactions? a. Wedge and dash b. Sawhorse c. Newman d. Fischer 3. Which molecule representation best showws the 3D model? a. Wedge and dash b. Sawhorse c. Newman d. Fischer 4. Staggered and eclipsed conformations are best shown using which projection? a. Wedge and dash b. Sawhorse c. Newman d. Fischer 5. Which is a more stable conformation? a. Eclipsed ethane b. Staggered ethanearrow_forward9) There are 3 different cyclopropane molecules with the formula GHĄC12. a. Draw and build the 3 molecules. b. Below each drawing, name each molecule with correct nomenclature. Label a pair that are constitutional isomers. d. Label a pair that are stereoisomers (or configurational isomers). С.arrow_forwardThe given compound, 2-methylbutane is having A. One primary, one secondary and three tertiary carbons B. Three secondary, one primary and one tertiary carbons C. Three primary, one secondary and one tertiary carbons D. One primary, three secondary and one tertiary carbonsarrow_forward
- How many hydrogens do the following compound have? C9H?NO, has one ring and three double bond a. 13 b. 16 c. 12 d. 11arrow_forwardPart A What is the relationship between the following molecules? CH,CH3 CH3 CH2 CHCH3 CH;CH2-CH- CH-CH,-CH-CH-CH3 CH3 CH,CH3 CH3 CHCH3 CH,CH3 CH;CH, CH-CH-CH,-CH–ĊH-CH,CH,CH3 CH3 CH3 O They are different molecules which are not isomers. O They are identical. O They are isomers of each other. O none of the above Submit Request Answerarrow_forward13. How many tertiary carbons and secondary hydrogens does the compound shown below contain? A. 5 tertiary carbons and 10 secondary hydrogens. B. 5 tertiary carbons and 5 secondary hydrogens. C. 3 tertiary carbons and 10 secondary hydrogens. D. 3 tertiary carbons and 12 secondary hydrogens. oulaarrow_forward
- The 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_forwardtof How are the molecules below related to each other? (Hint: convert each to a partially condensed structual formula). CH3 Н. HY H₂C CH3 CH3 and Н. H Select one: O A. They are stereoisomers. H H HỌC CHI CHO CH3 OB. They are constitutional isomers. d They are identical compounds. They are different compounds, not isomers.. OD. O E. They are geometrical isomers. Why does acetone [(CH3)2C=0, dipole moment = 2.69 D] have a larger dipole moment than phosgene [Cl₂C=0, dipole moment 1.17 D]? Note: electronegativities C = 2.5, Cl = 3.2, 0 = 3.5, H = 2.2arrow_forwarda. Draw the lowest energy conformation for the compound shown in the image. b. Draw the complete structural formula of the following compound: cis-1-bromo-3-chlorocyclohexane.arrow_forward
- 6. Consider the structure of cis-1,2-dimethylcyclopropane and trans-1,2-dimethylcyclopropane A. Which compound is more stable? Explain. B. Which compound will release more heat upon combustion? Explain C. Based on the following interactions, predict the difference in energy between the cis and trans isomers. Each CH3 Each CH3 Each H Each H CH3 gauche interaction is worth 0.9 kcal/mol CH3 eclipsed interaction is worth 2.6 kcal/mol CH3 eclipsed interaction is worth 1.4 kcal/mol H eclipsed interaction is worth 1.0 kcal/molarrow_forwardConsider 1,2-dimethylcyclohexane. a.Draw structures for the cis and trans isomers using a hexagon for the sixmembered ring. b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable? c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable? d.Which isomer, cis or trans, is more stable and why?arrow_forwardHow many primary, secondary, tertiary, and quarternary carbons are there in the molecule below?arrow_forward
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