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Image for Use retrosynthetic analysis to suggest a way to synthesize 2,3-dimethyl-3-pentanol using the Grignard reaction

Use retrosynthetic analysis to suggest a way to synthesize 2,3-dimethyl-3-pentanol using the Grignard reaction. (Click and drag the appropriate images to the reactant positions in the following reaction.)

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Concepts and reason

Retrosynthetic analysis:

• It is a way of planning an organic synthesis in which it involves transformation of complex target molecule to simple precursor structures.

• The reagent in which it donates electrons and undergoes the formation of a new carbon–carbon bond is known as the Grignard reagent.

• The Grignard reagent is an organometallic reagent with a formula RMgX{\rm{RMgX}} . Here, R{\rm{R}} represents the alkyl group or aryl group, Mg{\rm{Mg}} represents magnesium, and X{\rm{X}} represents halogen.

• In this reagent, R{\rm{R}} (alkyl group or aryl group) acts as a nucleophile.

Fundamentals

In ketones, the Grignard’s reaction takes place in two steps:

1)Nucleophilic attack

2)Protonation

Example:

MgBr
ОН
Н*
R
R
R
R
CH3
CH3
protonation
Нас — Мовr
nucleophilic attack on
carbonyl carbon
OO

-сHMgBr
HС— снМдвr
НС-
+
CH3

ОН
OMgBr
Нао*
+
MgBr

Ans:

но
HаС— снMдBr
Н,О*
CH3

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