1) Which of the following alcohols will react most rapidly with the Lucas reagen

Question

1) Which of the following alcohols will react most rapidly with the Lucas reagent (HCl, ZnCl2)?

A) (CH3)3COH
B) CH3CH2CH2CH2OH C) CH3CHOHCH2CH3 D) (CH3)2CHCH2OH

The answer is A but can someone explain how A is tertiary? Can me tell without drawing out the structure?

Alcohol order of reactivity: 3° > 2° > 1°

2) When 1-pentanol is heated with HCl/ZnCl2, 1-chloropentane is the major organic

product. This reaction proceeds through an ________ mechanism, and ________ is produced as a byproduct.
A) SN1, H2O

B) SN2, H2O C) SN1, H2 D) SN2, H2 E) E2, H2

1° alcohols follow SN2. 2°/3° follow SN1

the answer is B but can you explain why?

Explanation / Answer

1)The alcohol reaction with Lucas reagents (HCl/ZnCl2) proceed via formation of carbonation as intermediate . The carbonation formed is most stable in tertiary carbon due to more hyper conjugation .

2)in primary alcohol carbocation formed is not stable so direct substitution of nucleophile takes place , it proceed through SN2 and form H2O as byproduct .

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