Question

Arrange the following according to indicated properties:

• CH3Cl,CH3Br,CH3CH2Cl, , (CH3)2CHCl (S N2 REACTIVITY)
• 4 -nitrophenol ,phenol ,2,4,6 -trinitrophenol (ACIDIC STRENGTH)
• Phenol ,o -nitrophenol ,o -cresol (ACIDIC STRENGTH)
• Pentan - 1 -ol ,n-butane ,pentanal ,ethoxyethane (BOILING POINT)
• Pentan -1 -ol,butan -1 -ol, butan -2 -ol, ethanol,propane -1 -ol,methanol (BOILING POINT)
• CH3OH ,H2O,C6H5OH (pKavalue)

Answer 1

1. CH₃Cl > CH₃Br > CH₃CH₂Cl > CH₃ – CH(CH₃) – Cl (less hindered more reactive)
2. phenol < 4 – nitrophenol < 2,4,6-trinitrophenol (electron withdrawing group, less acidic)
3. o –cresol< phenol < o – nitrophenol (CH₃ is electron releasing, more acidic)
4. n – butane < etoxy –ethane < pentanal < pentanol (molecular weight increases, boiling point increases)
5. methanol < ethanol < propan-1-ol < butan-2-ol < butan-1-ol< Pentanol (molecular weight increases, boiling point increases ; branching decreases boiling point)
6. C₆H₅OH < CH₃OH < H₂O (phenoxide ion is stable due to resonance hence phenol is more acidic)