Research Project in Chemistry

1. Postgraduate: Turnina Tanya
Scientific supervisor: Irina U. Chukicheva
Institute of Chemistry

2. The purpose: investigation of a new
catalyst system by phenol alkylation with
terpenes .
Objectives:
To study original sources on phenols
alkylation.
To investigate heterogeneous acid
catalysts in phenols alkylation.
To select catalytic systems for phenols
alkylation.

3. Application of phenolic antioxidants
Stabilizers
of polymers
Medical
equipment.
Surfactants
Food
antioxidants
Plasticizers
Inhibitors
thermopolymeriza
tion
OH
R

4. Alkylation of resorcinol by β-pinene
HO O HO O O O O O
3 4 5 6
OH
+ cat
OH
1 2
OR
OR
OH OR
R
OH
OH
7 8 9
Cat= (PhO)3 AI
H
R= a) b)

5. Conditions and Products of Resorcinol Alkylation by β-Pinene in the Presence
Rresorcinol-
β –Pinene
ratio
Conversion,
%
of Al(OPh)3
Reaction products composition, %
3 4 5 6 7a 8a 9a 9b
(PhO)3Al, 160 °С, 12 ч
1:1 100 22 21 15 13 5 11 4 0,5
1:2 100 23 6 - - 23 4 21 5
2:1 100 32 9 9 3 5 2 11 -
(PhO)3Al, 120 °С, 30 ч
1:1 100 16 13 11 - 22 12 8 -
1:2 100 15 3 3 - 37 - 13 10
2:1 100 26 3 21 2 16 8 7 -
O
OH
H
7a
HO O
3

6. Conclusions
Major alkylation products:
HO O
3
O
Does not depend on the ratio of the
initial reactants and the temperature
OH
H
7a
Chroman
ether
1) 2)

7. Thank you for your attention!