1. Arrange the following sets of compounds in order of increasing solubility in

Question

1. Arrange the following sets of compounds in order of increasing solubility in water. Briefly explain your answer.

2.

Arrange the following sets of compounds in order of increasing acid strength. Briefly explain your answer.

a) Acetic acid, monochloracetic acid, dichloracetic acid, triachloracetic acid

b) Acetic acid, succinic acid, malonic acid (compare first dissociation only)

Arrange the following sets of compounds in order of increasing solubility in water. Briefly explain your answer. Acetic acid, monochloracetic acid, dichloracetic acid, triachloracetic acid Acetic acid, succinic acid, malonic acid (compare first dissociation only)

Explanation / Answer

1 a) iii >i>ii ions are more soluble and in i) there is more hydrogen bonding than ii with water molecules.

b)ii> i> iii more sites for hydrogen bonding with water

2. a)triachloracetic acid >dichloracetic acid> monochloracetic acid > acetic acid

based on the stability of conjugate base as cl has -I effect (electron withdrawing) conjugate base will be more stable.

b) malonic acid > succinic acid> acetic acid as the -I effect of COOH group is greater so it will be stabilize the conjugate base.

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