PMID- 12835016 OWN - NLM STAT- MEDLINE DCOM- 20030923 LR - 20191107 IS - 0304-3894 (Print) IS - 0304-3894 (Linking) VI - 100 IP - 1-3 DP - 2003 Jun 27 TI - Solubilization of the neutral and charged forms of 2,4,6-trichlorophenol by beta-cyclodextrin, methyl-beta-cyclodextrin and hydroxypropyl-beta-cyclodextrin in water. PG - 109-16 AB - The solubilities of the neutral and charged forms of 2,4,6-trichlorophenol (TCP) in beta-cyclodextrin (beta-CD) and two of its most used derivatives: methyl-beta-cyclodextrin (MCD) and hydroxypropyl-beta-cyclodextrin (HPCD) solutions were investigated. The three cyclodextrins were found to form 1:1 inclusion complexes. Binding constants estimated from an enhancement solubility method revealed that the stability of the complexes was dependent on the polarity of the compound and on the cyclodextrin used.In general, weaker binding constants were observed for TCP with beta-CD than with HPCD or MCD. The solubilization efficiencies towards TCP can be ranked in the following order: MCD > HPCD > beta-CD. For all cyclodextrins, the stability constant of neutral TCP (logK(ow)=3.85) was larger than that of charged TCP (logK(ow)=1.4).A precipitation occurred in TCP/beta-CD solution (around 10 g/l beta-CD concentration) at pH 3. However, this phenomenon is not observed for TCP/beta-CD solution at pH 8.8. FAU - Hanna, K AU - Hanna K AD - Laboratoire d'analyse environmental des procedes et des systemes industriels-INSA de Lyon, 20, avenue Albert Einstein, 69621 Villeurbanne Cedex, France. hanna@genserver.insa-lyon.fr FAU - de Brauer, C AU - de Brauer C FAU - Germain, P AU - Germain P LA - eng PT - Journal Article PL - Netherlands TA - J Hazard Mater JT - Journal of hazardous materials JID - 9422688 RN - 0 (Carcinogens) RN - 0 (Chlorophenols) RN - 0 (Cyclodextrins) RN - 0 (Mutagens) RN - 0 (Soil Pollutants) RN - 0 (beta-Cyclodextrins) RN - 0 (methyl-beta-cyclodextrin) RN - 1I96OHX6EK (2-Hydroxypropyl-beta-cyclodextrin) RN - JV039JZZ3A (betadex) RN - MHS8C5BAUZ (2,4,6-trichlorophenol) SB - IM MH - 2-Hydroxypropyl-beta-cyclodextrin MH - Carcinogens/*chemistry MH - Chemical Precipitation MH - Chlorophenols/*chemistry/isolation & purification MH - Cyclodextrins/*chemistry MH - Mutagens/*chemistry MH - Soil Pollutants/isolation & purification MH - Solubility MH - *beta-Cyclodextrins EDAT- 2003/07/02 05:00 MHDA- 2003/09/25 05:00 CRDT- 2003/07/02 05:00 PHST- 2003/07/02 05:00 [pubmed] PHST- 2003/09/25 05:00 [medline] PHST- 2003/07/02 05:00 [entrez] AID - S0304389403000682 [pii] AID - 10.1016/s0304-3894(03)00068-2 [doi] PST - ppublish SO - J Hazard Mater. 2003 Jun 27;100(1-3):109-16. doi: 10.1016/s0304-3894(03)00068-2.