GOC and Organic Chemistry BasicshardNUMERICAL

Consider the substituted acetic acids: (1) , (2) , (3) , (4) , (5) , (6) . If arranged in decreasingGOC and Organic Chemistry Basics Chemistry Question

Question

Consider the substituted acetic acids: (1) $F_3C-COOH$, (2) $Cl_3C-COOH$, (3) $Cl_2CH-COOH$, (4) $FCH_2-COOH$, (5) $ClCH_2-COOH$, (6) $CH_3-COOH$. If arranged in decreasing order of acidic strength, what is the position (1st, 2nd, etc.) of $Cl_3C-COOH$?

Answer: 2

💡 Solution & Explanation

According to the DNP (Distance, Number, Power) rule: Distance is tied for all. Next, evaluate Number: $F_3C > Cl_3C$ (both have 3 groups, $F > Cl$ by power). Then $Cl_2CH$ (2 groups). Then 1 group: $FCH_2 > ClCH_2$. The correct decreasing sequence is $1 > 2 > 3 > 4 > 5 > 6$. Therefore, $Cl_3C-COOH$ is exactly in the 2nd position.

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