During the investigation period, three Cl 4 BPE isomers were present in an almost
constant pattern over the upper and central part of the river, which corresponded to
the pattern of the emitted derivatives (Fig. 8.9): 1,3,1
0 ,3
0 -Cl 4 BPE approx. 10–15%,
the 2,3,2
0 ,3-Cl 4 -isomer approx. 28–35% and 1,3,2
0 ,3
0 -Cl 4 BPE approx. 55–57%. A
shift in the isomeric pattern was, however, verified for the lower reaches of the river:
Table 8.5 Enantiomeric ratios of α-HCH, heptachlor exo-epoxide (HEPX), trans-chlordane
(TC) and cis-chlordane (CC) in surface water samples collected at the stations shown in Fig. 8.8;
two different chiral phases were applied: BGB-172 and Beta-DEX, respectively
Station no.
α-HCH/BGB-172
α-HCH/Beta-DEX
HEPX
TC
CC
Dissolved Particle Dissolved Particle Dissolved Dissolved Dissolved
Standard
1.00
0.99
1.01
0.99
0.99
1
1.11
1.27
1.08
1.26
1.52
1.00
1.00
2
1.09
1.05
1.09
1.03
1.47
1.00
1.04
11
1.06
na
1.05
0.98
1.64
1.00
1.06
13
0.95
0.98
0.89
0.93
1.58
1.06
1.02
16
na
1.10
0.83
1.07
na
0.98
na
20
na
0.21
0.82
0.18
na
0.99
na
24
0.92
0.88
0.87
0.95
1.76
0.97
0.99
25
0.96
0.93
0.89
0.95
1.59
0.98
1.01
28
0.92
0.91
0.87
0.89
1.59
1.01
0.94
29
0.90
1.16
0.88
1.23
1.65
0.97
na
31
0.96
0.42
0.90
0.42
1.67
1.01
na
35
0.91
0.84
0.88
0.86
1.63
0.99
1.01
37
0.85
na
0.78
na
1.56
0.97
0.98
39
0.71
0.80
0.68
0.79
1.67
1.03
1.01
na not analysed
Fig. 8.9 Structures of three
Cl 4 BPE: 1 bis(2,3-dichloro1-propy)ether
(2,3,2
0 ,3
0 -Cl 4 BPE),
2 1,3-dichloro-2-propyl-2,3dichloro1-propyl ether
(1,3,2
0 ,3
0 - Cl 4 BPE), 3 bis
(1,3-dichloro-2-propyl)ether
(1,3,1
0 ,3
0 - Cl 4 BPE)
8.1 Microbial Transformation of Chiral Environmental Pollutants
125
constant pattern over the upper and central part of the river, which corresponded to
the pattern of the emitted derivatives (Fig. 8.9): 1,3,1
0 ,3
0 -Cl 4 BPE approx. 10–15%,
the 2,3,2
0 ,3-Cl 4 -isomer approx. 28–35% and 1,3,2
0 ,3
0 -Cl 4 BPE approx. 55–57%. A
shift in the isomeric pattern was, however, verified for the lower reaches of the river:
Table 8.5 Enantiomeric ratios of α-HCH, heptachlor exo-epoxide (HEPX), trans-chlordane
(TC) and cis-chlordane (CC) in surface water samples collected at the stations shown in Fig. 8.8;
two different chiral phases were applied: BGB-172 and Beta-DEX, respectively
Station no.
α-HCH/BGB-172
α-HCH/Beta-DEX
HEPX
TC
CC
Dissolved Particle Dissolved Particle Dissolved Dissolved Dissolved
Standard
1.00
0.99
1.01
0.99
0.99
1
1.11
1.27
1.08
1.26
1.52
1.00
1.00
2
1.09
1.05
1.09
1.03
1.47
1.00
1.04
11
1.06
na
1.05
0.98
1.64
1.00
1.06
13
0.95
0.98
0.89
0.93
1.58
1.06
1.02
16
na
1.10
0.83
1.07
na
0.98
na
20
na
0.21
0.82
0.18
na
0.99
na
24
0.92
0.88
0.87
0.95
1.76
0.97
0.99
25
0.96
0.93
0.89
0.95
1.59
0.98
1.01
28
0.92
0.91
0.87
0.89
1.59
1.01
0.94
29
0.90
1.16
0.88
1.23
1.65
0.97
na
31
0.96
0.42
0.90
0.42
1.67
1.01
na
35
0.91
0.84
0.88
0.86
1.63
0.99
1.01
37
0.85
na
0.78
na
1.56
0.97
0.98
39
0.71
0.80
0.68
0.79
1.67
1.03
1.01
na not analysed
Fig. 8.9 Structures of three
Cl 4 BPE: 1 bis(2,3-dichloro1-propy)ether
(2,3,2
0 ,3
0 -Cl 4 BPE),
2 1,3-dichloro-2-propyl-2,3dichloro1-propyl ether
(1,3,2
0 ,3
0 - Cl 4 BPE), 3 bis
(1,3-dichloro-2-propyl)ether
(1,3,1
0 ,3
0 - Cl 4 BPE)
8.1 Microbial Transformation of Chiral Environmental Pollutants
125
