Effect of Parameters on Oxychlorination of Tert-Butyl Ethers

Figures & data

Table 1 Composition of the solutions studied

	ETBE/or MTBE/or TBA		NaCl/or HCl		H2O2		HNO3
No. of sample	mol	mL	mol		mol	mL	mol	mL
4^a	0.07	9.6	0.7	40.09 g	0.35	36.0	0.07	48.5
5^b	0.07	9.6	0.7	62 mL	0.35	36.0	—	—
6^a,^c	0.07	8.3	0.7	40.09 g	0.35	36.0	0.07	48.5
7^b,^c	0.07	8.3	0.7	62.0 mL	0.35	36.0	—	—
8^a,^d	0.07	5.2 g	0.7	62.0 mL	0.35	36.0	—	—

^aWith NaCl.

^bWith HCl.

^cWith MTBE.

^dWith TBA.

FIGURE 1 Change of ETBE concentration in time depending on pH, in reaction of ETBE with NaCl/H₂O₂/HNO₃.

FIGURE 2 Change of 1,2-dichloro-2-methylopropane concentration in time depending on pH, in reaction of ETBE with NaCl/H₂O₂/HNO₃.

FIGURE 3 Change of 3-chloro-2-chloromethylopropene concentration in time depending on pH, in reaction of ETBE with NaCl/H₂O₂/HNO₃.

SCHEME 1 Reaction of tert-butyl ether in the presence of H⁺ ions.

FIGURE 4 Change of 1,2-dichloro-2-methylpropane concentration in time, depending on temperature, in following reactions: ETBE/NaCl/H₂O₂/HNO₃: 1, (5°C); 2, (20°C); 3, (35°C), ETBE/HCl/H₂O₂: 4, (5°C); 5, (20°C); 6, (35°C), MTBE/NaCl/H₂O₂/HNO₃: 7, (20°C); 8, (35°C), MTBE/HCl/H₂O₂: 9, (20°C); 10, (35°C).

FIGURE 5 Change of 3-chloro-2-chloromethylpropene concentration in time, depending on temperature, in the following reactions: ETBE/NaCl/H₂O₂/HNO₃: 1, (5°C); 2, (20°C); 3, (35°C), ETBE/HCl/H₂O₂: 4, (5°C); 5, (20°C); 6, (35°C), MTBE/NaCl/H₂O₂/HNO₃: 7, (20°C); 8, (35°C), MTBE/HCl/H₂O₂: 9, (20°C); 10, (35°C).

FIGURE 6 Change of dichlorocompound concentrations in time, depending on temperature, in reaction of TBA with HCl/H₂O₂: 1,2-dichloro-2-methylpropane: 1, (20°C); 2, (35°C), 3-chloro-2-chloromethylpropene: 3, (20°C); 4, (35°C)