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Reactants as Electrophiles and Nucleophiles

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1) Label the reactants as electrophiles or nucleophiles. Use curved arrows to show the movement of electron pairs in the reactions:

(a) methoxide + methyl chloride = dimethyl ether + chloride

(b) (CH3)3O+ + HOH = CH3OCH3 + CH3OH2+

2) For the pair of compounds, dipropylamine and triethylamine, circle the compound you expect to have the higher bp. Explain your reasoning.

3) Draw the structures of (a) 4-(1-methylethyl)heptane.

(b) 5-(1,2,2-trimethylpropyl)nonane

4) Provide the mechanistic pathway for the reaction between propene and HBr.

5) When 1,3-butadiene reacts with 1 mol of HBr, both 3-bromo-1-butene and 1-bromo-2-butene are formed. Propose a mechanism to account for this mixture of products.

6) Convert 1-methycyclohexanol to 1-bromo-2-methylcyclohexane.

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Solution Summary

The expert labels the reactants as electrophiles and nucleophiles. Structures of multiple compounds are provided.

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