Which of the following is most reactive with HBr?: Explain why. A: CH_3OH B: CH_

Question

Which of the following is most reactive with HBr?: Explain why. A: CH_3OH B: CH_3CH_zOH C: (CH_3)_2 CHOH D: (CH_3)_3 COH Which constitutional isomer of C_6H_14 gives only two monochlorination products? Show your proposed reactions. A: 2-methylpentane B: 3-methylpentane C: 2, 2-dimethylbutane D: 2, 3-dimethylbutane Determine hybridization and charge of the central carbon of the tert-butyl carbocation, (CH_3)_3C^+, is. The hybridization of the central carbon: The charge of the central carbon: Mechanistically depict the protonation of tert-butyl alcohol by hydrogen bromide? (four possibilities are listed at the end of this exam for your perusal). Your proposed mechanism: The reaction shown below is what type? Cl middot + CH_4 rightarrow HCl + H_3C middot.

Explanation / Answer

Alcohols react with halogen acids ( here, HBr) to form haloalkanes and water.Alcohol relative reactivity order is-

Tertiary> Secondary>Primary>methyl

Therefore reactivity order is –

(CH3)3COH > (CH3)2CHOH >CH3CH2OH > CH3OH

Or, (CH3)3COH is most reactive with HBr.

The reason is that the above order follows the order of stability of the corresponding carbocation(intermediate formed during reaction).

Primary alcohols react by SN2 mechanism while secondary and tertiary alcohols tend to react by SN1 mechanism.

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