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133221

Sigma-Aldrich

Bis(5-chloro-2-hydroxyphenyl)methane

95%

Synonyme(s) :

Dichlorophène

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About This Item

Formule linéaire :
CH2[C6H3(Cl)OH]2
Numéro CAS:
97-23-4
Poids moléculaire :
269.12
Numéro Beilstein :
1884514
Numéro CE :
202-567-1
Numéro MDL:
MFCD00002322
Code UNSPSC :
12352100
ID de substance PubChem :
24848095
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

95%

Forme

powder

Pf

168-172 °C (lit.)

Solubilité

95% ethanol: soluble 1g/g
methanol: soluble
petroleum ether: soluble
toluene: very slightly soluble
water: insoluble

Chaîne SMILES 

Oc1ccc(Cl)cc1Cc2cc(Cl)ccc2O

InChI

1S/C13H10Cl2O2/c14-10-1-3-12(16)8(6-10)5-9-7-11(15)2-4-13(9)17/h1-4,6-7,16-17H,5H2

Clé InChI

MDNWOSOZYLHTCG-UHFFFAOYSA-N

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Description générale

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

Application

Bis(5-chloro-2-hydroxyphenyl)methane can be used as a starting material to synthesize methyl aluminium-(2,2′-methylene-p-chloro-bisphenoxide), which is used as a catalyst for the ring opening polymerization (ROP) of cyclic esters. It can also be used as an organic building block to prepare phosphomides substituted with aminoacid esters for various biological studies.

Clause de non-responsabilité

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

Pictogrammes

Exclamation markEnvironment
GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H302,H319,H410

Classification des risques

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Reaction of methyl aluminium-(2, 2?-methylene-p-chloro-bisphenoxide) with 2, 2?-di (hydroxymethyl) biphenyl: A new aluminium complex bearing two kinds of diolate ligands
Ziemkowska W, et al.
Journal of Organometallic Chemistry, 693(3), 369-373 (2008)
Synthesis and antimicrobial activity of 2,10-dichloro-6-substituted amino acid ester12H-dibenzo[d,g][1,3,2]dioxaphosphocin-6-oxides
BS Kumar, et al.
Bulgarian Chemical Communications, 41(4), 422-426 (2009)
F J Verhagen et al.
Applied and environmental microbiology, 64(9), 3225-3231 (1998-09-03)
Higher fungi have a widespread capacity for biosynthesis of organohalogens. Commonly occurring chloroaromatic fungal metabolites can end up in anaerobic microniches at the boundary of fungal colonies and wetland soils. The aim of this study was to investigate the environmental
Antoine Ghauch et al.
Journal of hazardous materials, 164(2-3), 665-674 (2008-09-30)
Palladium, ruthenium and silver were investigated as catalysts for the dechlorination of dichlorophen (DCP, 2,2'-methylenebis(4-chlorophenol)), an antimicrobial and anthelmintic agent largely used as algicide, fungicide and bactericide. Experiments were undertaken under oxic and anoxic conditions for experimental durations up to
J Langrand et al.
Clinical toxicology (Philadelphia, Pa.), 51(3), 178-181 (2013-03-12)
Human dichlorophen poisoning is rare. We aim to report a case of dichlorophen poisoning resulting in complete recovery despite life-threatening multiorgan failure and huge serum dichlorophen concentrations. Description of features and management in one dichlorophen-poisoned patient. After liquid-liquid extraction, dichlorophen
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