6. The acid-catalyzed hydration of 3,3-dimethyl-1-butene gives 2,3-dimethyl-2-butanol as the major product. Propose a mechanism forthe formation of this alcohol.H-SO,+ H2O3,3-Dimethyl-1-butene2,3-Dimethyl-2-butanol L|5. Propose a mechanism for the acid-catalyzed hydration of 1-methylcyclohexene to give 1-methylcyclohexanol.

During a reaction rearrangement takes place if there is a possibility of formation of stable cation.…

6. The acid-catalyzed hydration of 3,3-dimethyl-1-butene gives 2,3- dimethyl-2-butanol as the major product. Propose a mechanism for the formation of this alcohol. H SO + HO 2,3-Dimethyl-2-butanol 3,3-Dimethyl-1-butene

6. The acid-catalyzed hydration of 3,3-dimethyl-1-butene gives 2,3- dimethyl-2-butanol as the major product. Propose a mechanism for the formation of this alcohol. H SO + HO 2,3-Dimethyl-2-butanol 3,3-Dimethyl-1-butene

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 31MP: Identify the type of substitution mechanism (SN1, SN2) involved in the conversion of the alcohol...

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Concept explainers

Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.

Question

6. The acid-catalyzed hydration of 3,3-dimethyl-1-butene gives 2,3-
dimethyl-2-butanol as the major product. Propose a mechanism for
the formation of this alcohol.
H-SO,
+ H2O
3,3-Dimethyl-1-butene
2,3-Dimethyl-2-butanol

L|5. Propose a mechanism for the acid-catalyzed hydration of 1-
methylcyclohexene to give 1-methylcyclohexanol.

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