Concept explainers
(a)
Interpretation:
The Haworth projection (including with dash-wedge notation) for the given line structure of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane.
(b)
Interpretation:
The Haworth projection (including with dash-wedge notation) for the given line structure of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane.
(c)
Interpretation:
The line structure (including with dash-wedge notation) for the given Haworth projection of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane. To draw the line structure from its Haworth projection, view the molecule either from the top of the plane or from the bottom of the plane.
(d)
Interpretation:
The line structure (including with dash-wedge notation) for the given Haworth projection of a disubstituted cyclohexane is to be drawn.
Concept introduction:
In the case of disubstituted cyclohexane, the relationship between these two substituents with the ring is explained with the help of a Haworth projection. Since cyclohexane ring undergoes chair flipping with no switching either substituent from their side, the relationship between these substituents on a cyclohexane ring does not change on flipping, that is, the cis substituents remain cis and trans remains trans on flipping. In a Haworth projection, the ring is depicted as being planar, and bonds to substituents are drawn perpendicular to that plane in such way that these substituents come in the plane of the ring, and one side of a ring will be either above this plane or below this plane, depending on the rotation around the plane. To draw the line structure from its Haworth projection, view the molecule either from the top of the plane or from the bottom of the plane.
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Chapter 4 Solutions
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
- The highest boiling compound from among the following isA. 2-methylheptane; B. 3-methylheptane; C. 2,2-dimethylhexane;D. octane; E. 2,2,3-trimethylpentanearrow_forwardWhich of the following features are found in the most stable structure ofCH5NO that does not have a CO bond?w. a π bond, x. two NH bonds, y. one OH bond, z. 3 lone pairsA. w, x; B. x, y; C. y, z; D. x, y, z; E. all of them.arrow_forwardWhich one of the following functional groups is not present in thecompound shownA. amine; B. aldehyde, C. ether; D. amide. E. ketonearrow_forward
- Which of the following formulas correspond to at least one compound inwhich resonance is important?w. C2H5N x. C3H5Br; y. C3H4; z. C4H6.A. w, x, y; B. x, y, z; C. w, x, z; D. w, y, z; E. all of themarrow_forwardPredict the product(s) that are formed after each step for reactions 1-4. In each case, consider formation of any chiral center(s) and draw all expected stereoisomers. 1) OH 1) HBr (SN2) 2) NaOH, heat 3) BH3, THF 4) H2O2, NaOH 2) OH 1) SOCI 2, py 2) NaOEt 3) Br2, H₂O 3) OH 1) H2SO4 conc. 2) HBr, ROOR 3) KOtBu 4) OH 1) TsCl, py 2) NaOEt 3) 03 4) DMSarrow_forwardWhich of the following rings has the least strain in its most stableconformation?A. Cyclobutane; B. Cyclopentane; C. Cyclohexane; D. Cycloheptane;E. Cyclooctanearrow_forward
- The number of different carbon skeletons that have a main chain of 9carbons and an ethyl branch isA 3; B. 4; C. 5; D. 6; E. 7arrow_forwardQ5: Classify the following pair of molecules as constitutional isomers, enantiomers, diastereomers, the same molecule, or completely different molecules. Br O CI Br OH OH 111 Br .!!!/Br F OH and ...m Br Br OH CI Br OH ་་་་་" ། ་arrow_forwardConsidering only rotation around the 1-2 bond, how many differentstaggered conformations are there of 1,2-dibromo-1,2-dichloropropane?A: 2; B. 3; C. 4; D. 6; E. more than 6.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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