Exam Technique Flashcards
Why does phenol react more readily with. Hlorined then benzene
3 main points
The lone pair from oh partially delocalised into the system of light bonds
This increases electron density
And so phenol can polarise chlorine more
In comparison to benzene
Why 2-4direcitn have mixture of products
SUBSTITUION AT DIFFRENT PLACES
How to do STRUCTURAL ISOMER QUESTIOSN
Say for c8H10
remember if you add something on the benzene you lose a hydrogen, use this to make sure hydrogen count is correct
Here you know benzne ring will take c6h6, but actually if you add a c then you lose a H, so you can put two Hs extra you thought not before , !!
Showing bro inaction with ohenol what to do?
SHOW THREE BEZNENES ON IT EVEN IF IT DINT MENTION
Remmeber when cyclohexene adds on bromine what it becomes
CYCLOHEXANE!
How to compare resistance of brominatioj what need to say
- cyclohexene electrons are loalcise dso greater electron density
-benzene electrons are delocalised ! (In a CONTINOUS system of pi bonds. Thus electron density is spread out )
- phenol lone pair on O oh OH partially delocalised into pi system to increase electron density co pared to benzene
As cyclohexene and phenol have greater electron density compared to beznene, they can successfully induce a dipole (in whatever ) more / attract electrophile more
Thus addition happens more readily reduces resistance
So localised electrons vs delocalised benzene and partially delocalised
How this changes density
Okay fir makes what to say comparing reavtivitied between ebnende and Alkenes
PI ELEFTROMDNare delocalised for Beinen
And PI a electroms are local sided between 2 carbons in aleken
Thus between 2 carbons Alkenes age more electron density and thus can polarise bromine more and atgrvst the electrophiles
!!pi ELECTROMD
How ti de Sri be structure if benxne with diagram
EXTRA STUFF MAKE SURE INCLUDE
Show diagram either before and after to show pi bonds have overlapped or just draw rings to show
Then say benzene is planar ring 6 carbon 3 electrons et
Last electron sits in p orbialts 90 to plane
These OVERLAP to form a CONTINOUS ring of electron density ABIVE AND BELOW THE RING, forming a system of PI BONDS. Here the ELECTRONS ARE DELOCLAISED
4 things
Overlap
- forming electron density above and below
- forming system of pi bonds
- where electrons are said to be delocalised
2) HERE - ring is planar (got that)
- sigma bonds between cc and ch (got that
- BONDS ARE ALL EQUAL IN LENTGH
- and angles are 120° (as planar)
Extra things to mention in strufture of benzene
Bind angles are 120
And lentgh is the same everyhwere
And planar
And a,so sigma between others
Oh damn if they say suggest anither product likely to be formed in nitration of ohenol what you say
Lie 3 nitro
Or double substituier just something extrem
BEUV MAKE SURE YOU STATE ALL CONDITIONS FOR NITRATION IF BEZNEN VS OHENOL
Benzne = conc nitric cinc sulfuric
AND 50° PLEASE
but phenol just dilute nitric
If an acyl chloride reacts with ohenol what happens?
It’s not ACYLATION, instead it is a NEUTRILISATION REACTION
Explain term delocalised pi bond electrons
INCORRECR
DELOCLAISED electrons are electrons that are spread over MORE THAN TWO ATOMS
And the pi bond bit is that they are FORMED BY AN OVERLAP OF P ORBITALS !
so electrons that are spread across more than 2 atoms where they are formed by an overlap of p orbitals
How to show bromine as an electrophile ?
Show the polar charge
- say it accepts an electron pair if electrophile
- show example from rando reaction
ALSO ANOTHER REASON FIR WHY BEZNENE LESS READILLY RECATS WITH BROMINE COMPARED TO CYCLOHENE (other than the electron density)
ALSO BENZNE MUCH MORE STABLE
- This More Energy needed to react with
If saying write equation and not space then
PLEASE USE LETTERS, especially if it says balance
Remember if yield by max is something and you’re working back need to DIVIDE BY 0.45!OR WHATEVER LERCENTAGE YIELD IS
Name two types of commercially importsnt material whose manufacture involves nitration of benzne
- pharmaceuticals like paracetamol?
- dyes / explosives?
So answer is
- fibres/ dyes/ explosives / Pharma
For nitration what are specific conditions
Coco acids so cinc nitric and conc sulfuric
50
What does curly arrows movement mean
1) movement of a PAIR OF ELECTROND
2) also breaking or forming a covalent bond