a)
Interpretation:
A structure for methyl orange, an azo dye, produced when the two reactants shown react is to be drawn and the electron pushing mechanism for its formation is to be shown.
Concept introduction:
The diazonium cation can act as an electrophile and can attack
To draw:
The structure of methyl orange, an azo dye, produced when the two reactants shown react and to show the electron pushing mechanism for its formation.
b)
Interpretation:
A structure for allura red, an azo dye, produced when the two reactants shown react is to be drawn and the electron pushing mechanism for its formation is to be shown.
Concept introduction:
The diazonium cation can act as an electrophile and attack the aromatic rings. The dimethylamino group is an o- and p- directing group. Hence the diazonium cation can attack the ring at the p-position to yield a carbocation intermediate. The intermediate then can lose a proton to yield the desired product. This reaction is known as coupling reaction.
To draw:
The structure of allura red, an azo dye, produced when the two reactants shown react and to give the electron pushing mechanism for its formation.
c)
Interpretation:
A structure for lithol rubine BX, an azo dye, produced when the two reactants shown react is to be drawn and the electron pushing mechanism for its formation is to be shown.
Concept introduction:
The diazonium cation can act as an electrophile and attack the aromatic rings. The dimethylamino group is an o- and p- directing group. Hence the diazonium cation can attack the ring at the p-position to yield a carbocation intermediate. The intermediate then can lose a proton to yield the desired product. This reaction is known as coupling reaction.
To draw:
The structure of lithol rubine BX, an azo dye, produced when the two reactants shown react and to show the electron pushing mechanism for its formation.
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Chapter 16 Solutions
EBK ORGANIC CHEMISTRY
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