Problem: The anion (v) is called "BARF" by chemists, as its common abbreviation sounds similar to this word.Tetrabutylammonium, (CH3CH2CH2CH2)4N+ is a bulky cation. Which anion, when paired with the tetrabutylammonium cation, would lead to a salt that will be most soluble in nonpolar solvents?

FREE Expert Solution
99% (23 ratings)
FREE Expert Solution

Recall that the main idea in dissolution is like dissolves like, which means compounds with the same polarity and intermolecular force can dissolve each other.


We will look for the most nonpolar anion among the given.


99% (23 ratings)
View Complete Written Solution
Problem Details

The anion (v) is called "BARF" by chemists, as its common abbreviation sounds similar to this word.

Tetrabutylammonium, (CH3CH2CH2CH2)4N+ is a bulky cation. Which anion, when paired with the tetrabutylammonium cation, would lead to a salt that will be most soluble in nonpolar solvents?

(i) A central Cl is double bonded on four sides to O. (ii) A central B is single bonded on four sides to F. (iii) A central P is single bonded on six sides to F.(iv) A central Al is bonded to O on four sides. Each O is single bonded to a C that is single bonded to three CF3s. (v) A central B is single bonded on four sides to benzene rings. Each benzene ring is attached to two CF3s.

Frequently Asked Questions

What scientific concept do you need to know in order to solve this problem?

Our tutors have indicated that to solve this problem you will need to apply the Solutions, Molarity and Intermolecular Forces concept. You can view video lessons to learn Solutions, Molarity and Intermolecular Forces. Or if you need more Solutions, Molarity and Intermolecular Forces practice, you can also practice Solutions, Molarity and Intermolecular Forces practice problems.

What is the difficulty of this problem?

Our tutors rated the difficulty ofThe anion (v) is called "BARF" by chemists, as its common ab...as medium difficulty.

How long does this problem take to solve?

Our expert Chemistry tutor, Dasha took 3 minutes and 37 seconds to solve this problem. You can follow their steps in the video explanation above.

What professor is this problem relevant for?

Based on our data, we think this problem is relevant for Professor Klinger's class at LUC.