OH Br | | CH3-O-CH-CH-CH3 + HBr gives CH3-O-CH-CH-CH3 | | CH3 CH3 explain the mechanism

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C H_{3} - O H | C H - C H_{2} - C H_{2} - O | | C - C H_{3} \to C H_{3} - O H | C H - (C H_{2})_{3} - C H_{3}

C H_{3} - C H = C H - C H_{2} - O | | C - C H_{3} \to C H_{3} - C H = C H - C H_{2} - O | | C - O H

I . ⊖ C H_{2} - \oplus C H - C H = C H - O - C H_{3}

I I . ⊖ C H_{2} - C H = C H - \oplus C H - O - C H_{3}

I I I . C H_{2} = C H - ⊖ C H - \oplus C H - O - C H_{3}

I V . C H_{2} = C H - ⊖ C H - C H = \oplus O - C H_{3}

C H_{2} = C H - C H = C H - O - C H_{3}

C H_{3} - C H | C H_{3} - C H_{2} - C H | C H_{3} - C H | C H_{3} - C H_{3}

C H_{3} - C H | C H_{3} - C H | C H_{3} - C H_{3}

I U P A C

C H_{3} - O | | C - C H | C H_{3} - C H | C H O - C H | C H_{3} - C H_{3}

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