notes to learn for exam Flashcards
Describe the bonding and structure of benzene
P-orbitals overlap sideways above and below the ring which forms pi bonds.
Electrons are delocalised
C-C bonds are equal in length.
Compare the reactivity of benzene to phenol
Benzene has delocalised electrons
Benzene has low electron density so does not attract electrophiles
A lone pair from the O in phenol is delocalised into the ring so electron density is increased, so electrophiles are attracted more.
The ring in phenol is activated because of this.
What is meant by delocalised electrons
Electrons spread over more than two atoms
What uses nucleophilic additions?
Conversion of aldehyde/ketone to alcohol using NaBH4. H is the nucleophile
Conversion of aldehyde/ketone to hydroxnitrile using HCN. CN is the nucleophile
What is a nucleophile
An electron pair donor
What is an electrophile
An electron pair acceptor
What is an electron withdrawing group?
NO2, substitutes in 3+5 position. Decreases reactivity
What is an electron donating group?
NH2, OH, substitutes in 2,4,6 position.
Reactivty increases
What are the features of phenol?
C6H5OH
Aromatic alcohol
It is a weak acid, reacts with strong bases but not weak bases like carbonates.
Why can phenol react with bromine in electrophilic subsitution without a catalyst?
Bc the lone pair of electrons is partially depolarised into the benzne ring, this increases electron density and therefore phenol is more susceptible to electrophilic attack.
Br is more easliy polarised
Can phenol react with NO2-
Yes it can, it doesnt need a catalyst either.
Produces 2-nitrophenol and 4-nitrophenol.
The NO2- group is electron withdrawing so reactivity decreases.
What does fredel-craft acylation produce?
A phenolketone via electrophilic substitution
Explain how a student could determine the activation energy, for s reaction graphically using k and T
Plot a graph using lnk and 1/T
Find the gradient using change in y/change in x
Work out the activation energy by (-)R x gradient
How do you calibrate a ph meter?
place bulb of ph meter into distilled water and allow reading to settle, adjust it so it reads Ph7. The do the same with a standard solution of ph4 and ph10
What indicators are used for acid base titrations?
phenolphalein and methyl orange
What is the colour change of phenolphalein in acid base titrations?
Colourless in low ph, pink in high ph
What is the colour change of methyl orange in acid base titrations?
low ph red, high ph yellow
What indicator to use with strong acid and strong base?
phenolphalein or methyl orange
What indicator to use for strong acid weak base?
methyl orange
what indicator to use for weak acid strong base?
phenolphalein
what indicator to use with weak acid weak base?
no indicator will work
what are optical isomers?
non superimposable mirror images
Describe the similarities and differences between the bonding in the kekule model and delocalised model of benzene
p-orbitals overlap sideways above and below the ring which forms pi bonds delocalised model has delocalised electrons
kekule model has localised electrons
kekule model has x3 alternating pi bonds
Describe two pieces of evidence to support the delocalised model of benzene
benzene is less reactive than alkenes, this is shown by bromine test not working on benzene so shows the bonds cannot be unsaturated.
The bond lengths in benzene are all the same length
Why is NO2 an electron withdrawing group?
It has no orbitals that can overlap with the delocalised ring, it is also electronegative so it withdraws electron density from the ring