Halogenoalkanes Flashcards
(8 cards)
Polarity of halogenoalkane bonds
C-F extremely polar, not ionic 484
C-I almost non polar 238
Boiling points of halogenoalkanes
As Mr increases the boiling points increases
So for same carbon chain length
CCl < CBr < CI
Due to stronger van Der waals forces from more electrons
Solubility of halogenoalkanes in water
Insoluble/ slightly soluble in water
How are halogenoalkanes formed
Free radical substitution
Using uv light
What are the three stages in free radical substitution
Initiation (breakdown of diatomic halogen into free radicals)
Propagation (reaction of free radical with hydrocarbon chain x2 to regenerate free radical)
Termination (reaction of two free radicals)
Ozone depletion
Cl• + O3 -> ClO• +O2
ClO• + O3 -> 2O2 + Cl•
Overall: 2O3 -> 3O2
Nucleophic substitution reactions of halogenoalkanes
OH- aqueous NaOH, reflux, dissolved in small volume of ethanol, forms alcohol
CN- aqueous KCN,reflux, dissolved in small volume of ethanol, forms hydroxynitrile
NH3- concentrated NH3 solution, high pressure, dissolved in small volume of ethanol, forms amine
More likely for primary halogenoalkanes
Elimination reactions of halogenoalkanes
OH- ethanolic NaOH, dissolved in small volume of ethanol
Hydroxide ions act as a base causing halogenoalkane to lose a hydrogen and halogen
Forms alkene and water
More likely for tertiary halogenoalkanes