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(a)
Interpretation:
The major product has to be identified.
Concept introduction:
SN1 reaction:
The reaction of alcohols with acids like hydrochloric acid or hydrobromic which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.
Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.
Primary alcohol is less stable therefore it won’t undergoes SN1 substitution reaction.
(b)
Interpretation:
The major product has to be identified.
Concept introduction:
SN2 reaction:
The alcohols are reaction with acids like hydrochloric acid or hydrobromic which yield the corresponding substitution product. Primary alcohol undergoes SN2 substitution reaction than secondary alcohol than tertiary alcohol because SN2 reaction is simultaneous reaction.
(c)
Interpretation:
The major product has to be identified.
Concept introduction:
Dehydration reaction:
Removal of water molecule from the reaction, the alcohol is treated with strong acid like sulfuric acid.
The stability of carbocation is given below,
Tertiary carbocation is more stable than the secondary and primary.
(d)
Interpretation:
The major product should be identified.
Concept introduction:
SN1 reaction:
The alcohols is reaction with acids like hydrochloric acid or hydrobromic which yield the corresponding carbocation intermediate, this carbocation intermediate undergoes substitution reaction which yields the corresponding substitution product.
Tertiary alcohols undergo substitution very fast than the secondary alcohols because tertiary carbocation is more stable than the secondary carbocation than the primary carbocation.
Primary alcohol is less stable therefore it won’t undergoes SN1 substitution reaction.
(e)
Interpretation:
The major product should be identified.
Concept introduction:
In the presence of acid catalyst, this reaction takes place through partial SN1 and partial SN2 pathway.
Epoxides are reactive, methoxide ion attacks the Epoxides in a less sterically hindered position which forms the alkoxide ion, and then it gets proton from alcohol which form the product.
(f)
Interpretation:
The major product should be identified.
Concept introduction:
In the presence of acid catalyst, this reaction takes place through partial SN1 and partial SN2 pathway. It is not a pure SN1 reaction because a carbocation is not formed fully and not a pure SN2 reaction because the leaving group begins to depart before the compound is attacked by the nucleophile. Epoxides are reactive; Epoxides get protonated followed by alcohol attacks to the stable carbocation and form the product.
Epoxides are reactive, methoxide ion attacks the Epoxides in a less sterically hindered position which forms the alkoxide ion, and then it gets proton from alcohol which form the product. When a nucleophile attacks an unprotonated epoxide, the reaction is a pure SN2 reaction.
Note: Under acidic conditions, the nucleophile preferentially attacks the more substuituted ring carbon. Under Basic conditions, the nucleophile preferentially attacks the less substuituted ring carbon.
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Chapter 9 Solutions
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
- Draw the major organic product(s) of the following reaction. CH3OHarrow_forwardWhat is the major product to the following elimination reaction? Br DBN nts ations acultyarrow_forwardDraw a detailed mechanism for the following reaction and identify the major product. 5. ✓ C=C_H no peroxides 2HBrarrow_forward
- Draw the structures for the intermediates and product C, D, and E (only) in the following synthesis. но 1) LIAIH, РСС 1) MеMgBr РСС но A → B E 2) H,Oª 2) H,Oº BH® - H,0arrow_forward5) A chemist is tasked with converting tetrahydro-2H-pyran-4-ol into 4-bromotetrahydro-2H-pyran. The chemist proposed two synthetic pathways to the desired product. Choose the pathway that produces the desired product, circle one and briefly explain your choice. A complete answer will explain how the chosen pathway produces the 4-bromotetrahydro-2H-pyran AND why the other pathway was not chosen. this nathway Synthetic Pathway #1 HBr OH Synthetic Pathway #2 1) TsCl, pyridine 2) NaBrarrow_forwardWhich compound is the major product of the reaction below? HO OH 11419 HO, он TSOH (cat) (A) (В) (D) (C) O Compound B Compound D Compound C Compound Aarrow_forward
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