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Predict which member of each pair will be more acidic.

Chapter 2, Problem 7P

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QUESTION:

Predict which member of each pair will be more acidic. Explain your answers.

(a) methanol or tert-butyl alcohol

(b) 2-chloropropan-1-ol or 3-chloropropan-1-ol

(c) 2-chloroethanol or 2,2-dichloroethanol

(d) 2,2-dichloropropan-1-ol or 2,2-difluoropropan-1-ol

Questions & Answers

QUESTION:

Predict which member of each pair will be more acidic. Explain your answers.

(a) methanol or tert-butyl alcohol

(b) 2-chloropropan-1-ol or 3-chloropropan-1-ol

(c) 2-chloroethanol or 2,2-dichloroethanol

(d) 2,2-dichloropropan-1-ol or 2,2-difluoropropan-1-ol

ANSWER:

Step 1 of 2

a.) Methanol is more acidic, because it is less substituted than that.

b.) Both electron withdrawing group present at the end of the chain in  3-chloropropan-1-ol, so the acidic strength will decrease .+

3-chloropropan-1-ol is less acidic than 2-chloropropan-1-ol or

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