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Chapter 2: Q157CP (page 40)

7 Esters, RCOOR鈥�, are formed by the reaction of carboxylic acids, RCOOH, and alcohols, R鈥橭H, where R and R鈥� are hydrocarbon groups. Many esters are responsible for the odors of fruit and, thus, have important uses in the food and cosmetics industries. The 铿乺st two steps in the mechanism of ester formation are

Identify the Lewis acids and Lewis bases in these two steps.

Short Answer

Expert verified

1) Lewisacid:H+; Lewisbase: RCOOH2) Lewisacid: RC+OHOH; Lewisbase:R\cent- OH

Step by step solution

01

Identify the Lewis acids and Lewis bases

(1)

It can be observed that the double bond Ofrom the RCOOH transfer its pi electrons to its own oxygen to make it more electron rich and donate them to theH+Therefore, the Lewis base is RCOOH, and the Lewis acid isH+.

(2)

It can be observed that the lone pair of electrons from the O in the RCOOH are transferred to the carbocation inRC+OHOH.

Therefore, the Lewis base is R-OH and the Lewis acid is RC+OHOH..

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