Question

Provide the missing compounds and reagents in the reaction scheme below. With, what? An aldol condensation...

Provide the missing compounds and reagents in the reaction scheme below. With, what? An aldol condensation at the end? Need help on this last part...

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Concepts and reason

The concept used to solve this problem is using the given reagents, possible products will be formed in each step and then label it exactly in the given boxes in order to form the exact product.

Here, the starting reactant is cyclohexanone and the final product need to be drawn.

Fundamentals

Hydroboration in the presence of tetrahydrofuran followed by the oxidation gives a primary alcohol.

Ozonolysis of the double bond forms the carbonyl compounds.

Concentrated sulfuric acid is used as dehydrating agent.

Reaction of aldehydes or ketones with a Grignard reagent followed by the hydrolysis forms a new alcohol.

The reaction is as follows:

CH3MgBr
H307
cyclohexanone
1-methylcyclohexanol

The reaction is as follows:

H2SO4
(conc)
1-methylcyclohexanol
1-methylcyclohex-1-ene

The reaction is as follows:

BH3
H202
1-methylcyclohex-l-ene
2-methylcyclohexanol

The reaction is as follows:

OH
CrO2, H
2-methylcyclohexanol
2-methylcyclohexanone

The reaction is as follows:

OH
CH3MgBr
H30+
2-methylcyclohexanone
1,2-dimethylcyclohexanol

The reaction is as follows:

OH
H2SO4
(conc)
1,2-dimethylcyclohexanol
1,2-dimethylcyclohex-l-ene

The reaction is as follows:

Some
03
Zn, Hz0+
1,2-dimethylcyclohex-l-ene
octane-2,7-dione

The reaction is as follows:

meal
NaOH, H2O
octane-2,7-dione
1-(2-methylcyclopent-1-
en-1-yl)ethanone

Ans:

The missing compounds and reagents are labelled as follows:

H2SO4
CH3MgBr
H30+
BH3
H2O2
(conc)
CrO3, H
NaOH, H2O
Zn, H30
CH3MgBr
H2SO4
(conc)
H2O+

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