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(a)
Interpretation:
The most stable chair conformation of the given molecule is to be drawn.
Concept introduction:
The stability of chair conformation of the six member ring having heteroatom is the same as the cyclohexane ring. The presence of heteroatom in the ring is at any place which is similar to carbon.
The most stable chair confirmation of disubstituted cyclohexane is the one in which the substituents experience the least amount of strain. This is when the larger substituent occupies an equatorial position. In disubstituted cyclohexane, the substituents which are on the same side are cis to each other whereas substituents which are on the opposite side of the ring are trans to each other. If there is more than one substituent attached, the conformation in which maximum substituents are in equatorial position is favored and is more stable. Substituents that are trans to each other in one chair conformation remains trans after the chair flip.
(b)
Interpretation:
The most stable conformation of the given molecule is to be drawn.
Concept introduction:
The stability of chair conformation of the six member ring having heteroatom is the same as that of the cyclohexane ring. The presence of heteroatom in the ring, which is at any place, is similar to carbon.
The most stable chair conformation of disubstituted cyclohexane is the one in which the substituents experience the least amount of strain. This is when the larger substituent occupies an equatorial position. In disubstituted cyclohexane, the substituents which are on the same side are cis to each other whereas substituents which are on the opposite side of the ring are trans to each other. If there is more than one substituent attached, then the conformation in which maximum substituents are in equatorial position is favored and is more stable. Substituents that are trans to each other in one chair conformation remains trans after the chair flip.
(c)
Interpretation:
The most stable conformation of the given molecule is to be drawn.
Concept introduction:
The stability of chair conformation of the six member ring having heteroatom is the same as the cyclohexane ring. The presence of heteroatom in the ring is at any place which is similar to carbon.
The most stable chair conformation of disubstituted cyclohexane is the one in which the substituents experience the least amount of strain. This is when the larger substituent occupies an equatorial position. In disubstituted cyclohexane, the substituents which are on the same side are cis to each other whereas substituents which are on the opposite side of the ring are trans to each other. If there is more than one substituent attached, then the conformation in which maximum substituents are in equatorial position is favored and is more stable. Substituents that are trans to each other in one chair conformation remains trans after the chair flip.
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Chapter 4 Solutions
Organic Chemistry: Principles And Mechanisms
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- Provide the reasonable steps to achieve the following synthesis.arrow_forwardWhen anisole is treated with excess bromine, the reaction gives a product which shows two singlets in 1H NMR. Draw the product.arrow_forward(ii) Draw a reasonable mechanism for the following reaction: CI NaOH heat OH (hint: SNAr Reaction) :arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning