Aromatic Compounds

Question 1

Three similar characteristics of benzene like alkenes and alkynes?

Answer 1

Addition of H2 with raney Ni —> cyclohexane
Addition of Cl —hv—> BHC benzene hexachloride
Addition of O3 —CCl4—> C6H6(O3)3

Question 2

Limitations of Kekule structures?

Answer 2

1. should bit doesn’t give oxidized product with KMnO4
2. under x ray diffraction bonds are in between C=C and C-C
3. predicts only mono substituted products

Question 3

Types of benzene structures?

Answer 3

Kekule, Dewar, Claus, Baeyer

Question 4

3 conditions of aromaticity?

Answer 4

conjugated - delocalization
planarity
huckel’s rule

Question 5

Reagents for decarboxylation of an aromatic acid?

Answer 5

Soda lime and heat

Question 6

Reduction of phenol to get benzene - reagents?

Answer 6

zinc and heat to get ZnO

Question 7

Reduction of chlorobenzene to form benzene - reagents

Answer 7

2 [H]

ni-al alloy and naoh

Question 8

From benzene sulphuric acid how benzene?

Answer 8

h20

423-473K

Question 9

Wurtz vs Fitting reaction?

Answer 9

wurtz - alkyl-alkyl

fitting - arene-arene

Question 10

BHC and HCB.

when?

Answer 10

Benzene hexachloride - addition of cl

Hexachlorobenzene - ESR

Question 11

Sulphonation - attacking electrophile is? By product?

Answer 11

SO3 but product has so3h

h20

Question 12

Catalytic oxidation of benzene with v205 - temp products?

Answer 12

773K - maleic acid + co2 + h20

undergoes dehydration to give maleic anhydride

Question 13

Benzene with cold dil KMnO4?

Answer 13

nothing

Question 14

with hot KMnO4 and then dil h2so4 high temp 373K ?

Answer 14

all methyl; groups become cooh - excess comes out as co2 + h20

Question 15

Etard Reaction?

Answer 15

Methyl benzene 1. CrO2Cl 2. H20

aldehyde –> benzaldehyde

Question 16

Ozonolysis of Benzene

Answer 16

in ccl4 @ 196K - benezene ozonide —-> glyoxal 3O=CH-CH=O

Question 17

ERG —->

Answer 17

para and ortho directing

Question 18

EWG —–>

Answer 18

meta directing