Please answer the following questions in detail and explain For each of the foll
ID: 781957 • Letter: P
Question
Please answer the following questions in detail and explain
For each of the following sets of experimental facts, briefly explain the observed trends based on the relationship between structure and physical properties. CH3CH2CH(OH)CH3 CH3CH2CH(Cl)CH3 CH3CH2CH(Br)CH3 solubility 12.5 g per 100 mL water very slightly soluble in water insoluble in water CH3(CH2)2CH2OH CH3(CH2)4CH2OH b.p. 118degreeC solubility 7.9 g per 100 ml water b.p. 157degreeC solubility 0.59 g per 100 mL water b.p. 207degreeC infinitely soluble in water CH3CH2OH CF3CH2OH pKa = 15.9 pKa +12.44.Explanation / Answer
2 ) 1st compound is soluble becuse of OH which will form Hydrogen bonding with water
2nd is is slightly polar and hence slightly soluble
3 rd is more non polar and hence least soluble in water
b) boiling point and solubility increases as Hydrogen bonding increases
3rd comp has two OH ,hence more BP and more solubility
among 1, 2 comp 2 has higher mol wt and hence higher BP than comp1 , however as non polar carbon chain is increased solubility of 2 is less than 1.
c) for Cf3COOH due to negtive Inductive effect of F , CF3COO- is stabilised than CH3COO - ion. hence acidic character of CF3COOH > CH3COOH.
hence pka of CF3 COOOH less than CH3COOH