1
020
T. Weidlich et al.
glycine buffer solution (pH 9.7): 1 M NaOH ? 1 M
glycine; EDTA buffer solution (pH 10.9): 1.7 M
NaOH ? 1 M ethylenediamine tetraacetic acid trisodium
Acknowledgments We are grateful to the Grant Agency of the
Czech Republic (203/07/P248) and Ministry of Education, Youth and
Sports of the Czech Republic MSM 0021627502 for financial support.
salt dihydrate (Na EDTA); solution of EDTA buffer (pH
3
9
.3): 1.5 M NaOH and 1 M Na EDTA; Na CO /NaHCO
3 2 3 3
References
buffer (pH 10.3): 1 M NaHCO3 and 1 M Na CO ;
2
3
Na HPO /Na PO buffer solution (pH 11.3): 0.2 M
4
1. Tixier C, Sancelme M, Ait-Aissa S, Widehem P, Bonnemoy F,
Cuer A, Veschambre H (2002) Chemosphere 46:519
2
4
3
Na HPO and 0.2 M Na PO ; NaHSO /Na SO buffer
2
4
3
4
4
2
4
2
. O’Neill FJ, Bromley-Challenor KCA, Greenwood RJ, Knapp JS
2000) Water Res 34:4397
. Marques CA, Selva M, Tundo P (1993) J Org Chem 58:5256
solution (pH 1.9): 0.5 M Na SO and 0.5 M NaHSO4.
4
2
(
Borate buffer solutions were prepared as follows:
3
3
NaH BO /NaHBO buffer solution (pH 12.5): 500 cm
2
4. Kang R, Ouyang X, Han J, Zhen X (2001) J Mol Catal A Chem
75:153
3
3
3
1
1
.25 M NaOH ? 30.92 g (0.5 mol) H BO ? 500 cm
3 3
3
water; NaH BO /H BO buffer (pH 9.2): 500 cm 0.5 M
5. Aramendia MA, Borau V, Garcia IM, Jimenez C, Marinas A,
Marinas JM, Urbano FJ (2003) Appl Catal B Environ 43:71
2
3
3
3
3
NaOH ? 30.92 g (0.5 mol) H BO ? 500 cm water.
3
3
6
. Hara T, Kaneta T, Mori K, Mitsudome T, Mizugaki T, Ebitani K,
Kaneda K (2007) Green Chem 9:1246
7
8
9
. David A, Vannice MA (2006) J Catal 237:349
. Liedholm B (1993) Acta Chem Scand 47:701
. Massicot F, Schneider R, Fort Y, Illy-Cherrey S, Tillement O
Dehalogenation of 1 using Al–Ni in alkaline aqueous
solution
(2000) Tetrahedron 56:4765
10. Xu J, Bhattacharyya D (2005) Environ Progress 24:358
3
The reaction was carried out in a 250-cm two-necked
1
1
1. Lunn G, Sansone EB (1991) AIHA J 52:252
2. Liu GB, Dai L, Gao X, Li MK, Thiemann T (2009) Tetrahedron
65:2497
3. Choi JH, Kim YH (2009) J Hazard Mater 166:984
round-bottomed flask equipped with magnetic stirrer,
thermometer and outlet of the flask, which was fitted to a
glass tube filled with granulated charcoal. The reaction
1
14. Veeken AHM, Rulkens WH (2003) Water Sci Technol 47:9
1
1
flask was immersed in a water bath. The aqueous solution
3
0.01 M, 100 cm , 1 mmol) of 1 was mixed with the base
3
powdered NaOH or aqueous solution of buffer (100 cm )],
5. Roetting TS, Cama J, Ayora C, Cortina JL, De Pablo J (2006)
Environ Sci Technol 40:6438
6. Rodriguez J, Schweda M, Stopic S, Friedrich B (2007) Metal
(
[
and the powder of Al–Ni alloy (0.135 g, 2.5 mmol of Al)
was added. The reaction mixture was stirred at 500 rpm at
6
1:208
17. Maniara G, Rajamoorthi K, Rajan S, Stockton GW (1998) Anal
Chem 70:4921
1
2
2
2
5 °C for 17 hours, filtered, and the filtrates were extracted
3
with three portions of CDCl3 (1 9 1 cm
and
3
9 0.5 cm ). H NMR and GC–MS spectra of this CDCl
1
2
3
0. Gannelin CR, Triggle DJ (1997) Dictionary of pharmacological
agents 1-2. Chapman and Hall, London, p 663
1. Lee JY, Rao SV, Kumar BN, Kang DJ, Reddy BR (2010) J
Hazard Mater 176:1122
extract indicated the conversion of 1 to aniline (identified
using 2 as internal standard) [26, 27].
According to AOX analysis, the starting 0.01 M aque-
3
ous solution of 4-CAN contained 350–360 mg Cl/dm of
AOX. Obtained filtrates from the dehalogenation procedure
3
using Al–Ni/NaOH contained less than 1 mg Cl/dm of
22. Batcho AD, Leimgruber W (1990) Org Synth Coll Vol 7:34
2
3. Aureggi V, Franckevicius V, Kitching MO, Ley SV, Longbottom
DA, Oelke AJ, Sedelmeier G (2008) Org Synth 85:72
4. de Koning AJ (1975) Org Prep Proc Int 7:31
5. Agueera A, Almansa E, Tejedor A, Fenrandez-Alba AR, Malato
S, Maldonado MI (2000) Environ Sci Technol 34:1563
6. Uray G, Wolfbeis OS (1981) Monatsh Chem 112:627
AOX.
2
2
These filtrates were adjusted to pH 7 using 20 wt%
aqueous solution of HCl, and the insoluble part was filtered
3
off. The filtrate contained less than 0.05 mg/dm of Al and
2
3
less than 0.01 mg/dm of Ni.
27. Jazwinski J (2005) J Mol Struct 750:7
1
23