Chemical Reaction of Ethers - Cleavege of C-O Bonds

Predict the product of the following reaction:

\[\ce{CH3 - CH2 - CH2 - O - CH3 + HBr ->}\]

Write the formula of reagents used in the following reactions :

Bromination of phenol to 2,4,6-tribromophenol

Predict the product of the following reaction:

\[\ce{(CH3)3C - OC2H5 ->[HI]}\]

Write the structures of the main products in the following reactions :

The major organic product in the reaction is \[\mathrm{CH}_{3}-\mathrm{O}-\mathrm{CH}(\mathrm{CH}_{3})_{2}+\mathrm{HI}\to\mathrm{products}\]:

Write the equation of the reaction of hydrogen iodide with 1-propoxypropane.

Explain the fact that in aryl alkyl ethers 

1. the alkoxy group activates the benzene ring towards electrophilic substitution and
2. it directs the incoming substituents to ortho and para positions in the benzene ring.

Write the mechanism of the reaction of HI with methoxymethane.