Halogenoalkanes Flashcards
General formula of halogenoalkanes
CnH2n-1 X
Uses of halogenoalkanes
Regrigerators
Aerosal propellants
Degreasing agents
Dry cleaning solvents
Reactivity of haogenoalkanes
Polar carbon bonds
C-F is the most electronegative
Halogens are > electronegative than carbon
Bonded electron attracted more to halogen
Trend in electronegativity of halogens and effect
decreases down the group and reduces polarity
What are nucleophiles attractd to
Electron deficient carbon atoms
What is hydrrolysis
reaction with water of aqueous sodium hydroxide that breaks a chemical compound
process of hydrolysis
Halogen atom replaced by Hydroxide ion
OH- ion has a lone pair of electrons- attracted and donated to the electron deficient carbon atom- NUCLEOPHILLIC ATTACK
Donation of electronpair leads to formation of a new covalent bond
Carbon halogen bond breaks by HETEROLYTIC FISSION - both electrons move to halogen- halide ion
Reagents needed for measuring the rate of hydrolysis
Silver nitrate-
ethanol- common solvent mixes silver nitrate mixes
water- nucleophile
Procedure to measure rate of hydrolysis of halogenoalkane
measure each halogenoalkane into a separate tube
place in water bath at 50 degrees
Put a solution fo ethanol, water and AGNO3 into another testube
once all test tubes have reaches same temp, add equal volumes of each mixture to each halogenoakane
time how long it takes for a precipitate to form
Bond polarity vs enthalpy
Polarity suggest that C-F is the most electronegative and most likely to attract a nuclophile- so fastest rate
Enthalpy suggests that C-I bond is weakest, easiest to break and faster reaction
Enthalpy is mire significant
Nucleophillic substitution
Type of sub reaction
Nuclophile attracted to electron deficient centre
donates a pair of electrons
forms a new covalent bond
How does the C-F bond affect PTFE
Its very strong making the polymer INERT RESISTANT TO CHEMICAL ATTACK HEAT RESISTANT perfect for coating pans
What’s the problem with CFC’s
They are broken down in the stratosphere
UV breaks them down into radicals
These catalyse the break down of the ozone layer
depletion of ozone has allowed harmful UV to reach lower atmospher> skin cancer
alternatives to CFC’s
Hydroflurocarbons non flammable non toxic
What were CFC@s initially used for
aersols propellants regiragents solvents