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133221 Aldrich

Bis(5-chloro-2-hydroxyphenyl)methane

95%

Synonym: Dichlorophen, Dichlorophene

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Properties

Related Categories Building Blocks, Chemical Synthesis, Organic Building Blocks, Oxygen Compounds, Polyols More...
assay   95%
mp   168-172 °C(lit.)
solubility   95% ethanol: soluble1g/g
  methanol: soluble
  petroleum ether: soluble
  toluene: very slightly soluble
  water: insoluble

Description

Packaging

50 g in poly bottle

General description

Bis(5-chloro-2-hydroxyphenyl)methane is a fungicide and is very effective against many celluloytic fungi, such as Penicillium, Aspergillus,Cladosporium and Trichoderma sp1. It is a phenolic pesticide and undergoes photodegradation in the presence of visible-light absorber photosensitizer riboflavin1.

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Bis(5-<WBR>chloro-<WBR>2-<WBR>hydroxyphenyl)<WBR>methane

technical grade, 90%

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
RTECS 
SM0175000

Protocols & Articles

Peer-Reviewed Papers

References

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1. Biotransformation of the major fungal metabolite 3,5-dichloro- p-anisyl alcohol under anaerobic conditions and its role in formation of Bis(3,5-dichloro-4-Hydroxyphenyl)methane. Verhagen FJ, Swarts HJ, Wijnberg JB, et al. Appl. Environ. Microbiol. 64(9), 3225-31, (1998)

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Rational design of indoleamine 2,3-dioxygenase inhibitors. Ute F Röhrig et al J. Med. Chem. 53, 1172-89, (2010)

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Discovering chemical modifiers of oncogene-regulated hematopoietic differentiation. Jing-Ruey J Yeh et al Nat. Chem. Biol. 5, 236-43, (2009)

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Photosensitized degradation in water of the phenolic pesticides bromoxynil and dichlorophen in the presence of riboflavin, as a model of their natural photodecomposition in the environment. Escalada JP, Pajares A, Gianotti J, et al. J. Hazard. Mater. 186(1), 466-72, (2011)

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Synthesis and antimicrobial activities of halogenated bis(hydroxyphenyl)methanes. Ki-Bong Oh et al Bioorg. Med. Chem. Lett. 19, 945-8, (2009)

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Oligochlorophens are potent inhibitors of Bacillus anthracis. Marie H Foss et al Antimicrob. Agents Chemother. 54, 3988-90, (2010)

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Identification of estrogenic compounds in fish bile using bioassay-directed fractionation. Houtman CJ, Van Oostveen AM, Brouwer A, et al. Environ. Sci. Technol. 38(23), 6415-23, (2004)

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Biomonitoring of estrogenic exposure and identification of responsible compounds in bream from Dutch surface waters. Houtman CJ, Booij P, van der Valk KM, et al. Environ. Toxicol. Chem. 26(5), 898-907, (2007)

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The association between urinary concentrations of dichlorophenol pesticides and obesity in children. Twum C and Wei Y Rev. Environ. Health 26(3), 215-9, (2011)

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Photolysis of model emerging contaminants in ultra-pure water: kinetics, by-products formation and degradation pathways. Benitez FJ, Acero JL, Real FJ, et al. Water Res. 47(2), 870-80, (2013)

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Determination of UV filters and antimicrobial agents in environmental water samples. Cuderman P and Heath E Anal. Bioanal. Chem 387(4), 1343-50, (2007)

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Halogenated pesticide transformation by a laccase-mediator system. Torres-Duarte C, Roman R, Tinoco R, et al. Chemosphere 77(5), 687-92, (2009)

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Targeted three-dimensional liquid chromatography: a versatile tool for quantitative trace analysis in complex matrices. Simpkins SW, Bedard JW, Groskreutz SR, et al. J. Chromatogr. A 1217(49), 7648-60, (2010)

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Bayesian methods for a three-state model for rodent carcinogenicity studies. French JL and Ibrahim JG Biometrics 58(4), 906-16, (2002)

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Effect directed analysis and mixture effects of estrogenic compounds in a sediment of the river Elbe. Schmitt S, Reifferscheid G, Claus E, et al. Environ. Sci. Pollut. Res. Int. 19(8), 3350-61, (2012)

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Reductive destruction and decontamination of aqueous solutions of chlorinated antimicrobial agent using bimetallic systems. Ghauch A and Tuqan A J. Hazard. Mater. 164(2-3), 665-74, (2009)

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Prediction model based on decision tree analysis for laccase mediators. Medina F, Aguila S, Baratto MC, et al. Enzyme Microb. Technol. 52(1), 68-76, (2013)

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Impact of interactions between metal oxides to oxidative reactivity of manganese dioxide. Taujale S and Zhang H Environ. Sci. Technol. 46(5), 2764-71, (2012)

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A life-threatening dichlorophen poisoning case: clinical features and kinetics study. Langrand J, Moesch C, Le Grand R, et al. Clin. Toxicol. (Phila.) 51(3), 178-81, (2013)

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In vitro cytotoxicity assessment of the biocidal agents sodium o-phenylphenol, sodium o-benzyl-p-chlorophenol, and sodium p-tertiary amylphenol using established fish cell lines. Davoren M and Fogarty AM Toxicol. In Vitro 20(7), 1190-201, (2006)

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Acute fatal poisoning with dichlorophen. Kintz P, Jamey C, Doray S, et al. Int. J. Legal Med. 110(2), 95-6, (1997)

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Toxicological profile for o-benzyl-p-chlorophenol. Stouten H and Bessems JG J. Appl. Toxicol. 18(4), 271-9, (1998)

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Ecotoxicological evaluation of the biocidal agents sodium o-phenylphenol, sodium o-benzyl-p-chlorophenol, and sodium p-tertiary amylphenol. Davoren M and Fogarty AM Ecotoxicol. Environ. Saf. 60(2), 203-12, (2005)

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Synthesis and pharmacological evaluation of bis-3-(3,4-dichlorophenyl)acrylamide derivatives as glycogen phosphorylase inhibitors. Onda K, Shiraki R, Yonetoku Y, et al. Bioorg. Med. Chem. 16(18), 8627-34, (2008)

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Solid state study of hydrogen bonding in dichlorophen crystals. Cox PJ, Foote NM, and MacManus SM Int. J. Pharm. 269(1), 15-8, (2004)

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Safety assessment of dichlorophene and chlorophene. Yamarik TA Int. J. Toxicol. 23 Suppl 1, 1-27, (2004)

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Single-laboratory validation of a method for the determination of phenols and phenates in disinfectant formulations by liquid chromatography with UV detection. Phillips T, Burns A, McManus K, et al. J. AOAC Int. 93(3), 1039-45, (2010)

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Chlorophene degradation by combined ultraviolet irradiation and ozonation. He Z, Zhang A, Li Y, et al. J. Environ. Sci. Health. A. Tox. Hazard. Subst. Environ. Eng. 46(1), 1-8, (2011)

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By-side chlorodibenzo-P-dioxins and chlorodibenzofurans in technical chlorobiphenyl formulations of aroclor 1268, chlorofen, and clophen T 64. Falandysz J, Nose K, Mostrag A, et al. J. Environ. Sci. Health. A. Tox. Hazard. Subst. Environ. Eng. 40(9), 1665-78, (2005)

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Late patch test reaction to dichlorophene. Barbuzza O, Guarneri F, Galtieri G, et al. J. Investig. Allergol. Clin. Immunol. 18(4), 317-8, (2008)

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Merck 14,3071

Beil. 6,III,5406

Aldrich MSDS 1, 1245:D / Corp MSDS 1 (2), 2343:A / FT-IR 1 (1), 1120:A / FT-IR 2 (2), 1911:D / FT-NMR 1 (2), 325:B / IR-Spectra (2), 600:E / IR-Spectra (3), 672:H / NMR-Reference 2 (1), 917:C / RegBook 1 (1), 1311:J / Sax 6, 1843 / Sigma FT-IR 1 (2), 728:C / Structure Index 1, 200:A:7

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