CH1OR1/B Aromatics Lectures 7 and 8

Diazotisation reactions convert an ??? to a diazo group

(a)  

What reagents would you use to convert an amine to a diazo group?

• Sn/HCl

• NaNO₂

• NaNO₂, HCl

• N₂, HCl

The diazo group is an extremely ??? leaving group.

(a)  

Due to the diazo group being such a good leaving group, what type of reaction is now possible on an aromatic ring?

• S_N2

• S_N1

• E1_cb

What is the product of this reaction?

• 
• 
• 
• 

What class of compound is made when an aromatic diazonium ion is reacted with an electron rich arene (e.g. phenol or aminobenzene)?

(a)  

Benzyne contains which type of bond?

• C triple bond C

• C double bond H

• C triple bond O

The triple bond in benzyne is made from two overlapping ??? orbitals.

(a)  

What is the first step in the formation of benzyne?

• Deprotonation by NH₂^-

• Loss of a leaving group

• Addition of NH₂^-

• Protonation

What technique could be used to see where substitution occurs?

• Melting point analysis

• Labelling with ¹³C

• Elemental analysis

• HPLC