15.1 - 15.2 Flashcards
What are halogenoalkanes
- alkanes with 1 or more halogen attached to it
What do all haloalkanes have and why
- a polar bond as they have halogen attached to them
What are haloalkanes attacked by
- nucleophiles
Why do haloalkanes have polar bonds
- as halogens are more electronegative than carbon so they pull electrons towards themselves in a covalent bond
What is a nucleophile
- a electron pair donor that forms a new covalent bond
What are 4 examples of nucleophiles
1) NH3 (ammonia)
2) CN- (cyanide ions)
3) OH- (hydroxide ions)
4) H2O (water)
What do curly arrows show
- the movement of electron pairs
Where does the arrow start from and go to with nucleophiles
- starts from the lone pair on the nucleophile
- goes to the carbon atom
What reaction do haloalkanes undergo
- nucleophilic substitution
How do haloalkanes form alcohols
- nucleophilic substitution
REAGENT: warm NaOH - carried out under REFLUX
In nucleophilic substitution the what type of bond fission happens when the bond between the carbon and the halogen break
- heterolytic bond fission as both electron move to form the bond to the halogen
Is water a weak or strong nucleophile, and what affect does this have not he reaction
- weak so it is slower
What is the reactivity of haloalkanes
- they become more reactive as we go down the group and hydrolysed (breaking the C-HALOGEN bond)the fastest
What determines reactivity of haloalkanes
- bond strength
- bond enthalpy
NOT THE BOND POLARITY
How do we test for which haloalkane is which and what results should we get
1) Place chloroalkane, bromolakane and iodoalkane into 3 test tubes
2) add silver nitrate solution and ethanol (solvent) to each tube
RESULTS:
- iodoalkanes will form a yellow precipitate first as it has the weakest bond enthalpy so is more reactive
- bromoalkane will form a cream precipitate second
- chloroalkane will form a white precipitate last as it has the highest bond enthalpy and so is less reactive