4-chloro-2-[(5-chloro-2-hydroxyphenyl)methyl]phenol

• ChemBase ID: 79705
• Molecular Formular: C13H10Cl2O2
• Molecular Mass: 269.1233
• Monoisotopic Mass: 268.00578492
• SMILES: Clc1cc(c(cc1)O)Cc1cc(ccc1O)Cl
• Canonical SMILES: Oc1ccc(cc1Cc1cc(Cl)ccc1O)Cl
• InChI: 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
• InChIKey: MDNWOSOZYLHTCG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-chloro-2-[(5-chloro-2-hydroxyphenyl)methyl]phenol
• IUPAC Traditional name: trivex
• Synonyms: Dichlorophene; Dichlorophene; Dichlorophen; Bis(5-chloro-2-hydroxyphenyl)methane; 4-Chloro-2-(5-chloro-2-hydroxybenzyl)phenol; Bis(5-chloro-2-hydroxyphenyl)methane; 5,5'-Dichloro-2,2'-dihydroxydiphenylmethane; Dichlorophene; Teniotol; Vermithana; Dichlorophen; 2,2'-Methylenebis[4-chlorophenol; 2,2'-Dihydroxy-5,5'-dichlorodiphenylmethane; 2,2'-Methylenebis[4-chlorophenol]; 4,4'-Dichloro-2,2'-methylenediphenol; 5,5'-Dichloro-2,2'-dihydroxydiphenylmethane; Anthiphen; Antifen; Bis(2-hydroxy-5-chlorophenyl)methane; Bis(chlorohydroxyphenyl)methane; Cordocel; DDDM; DDM; Dicestal; Dichlorofen; Dichlorophen B; Dichlorophene 10; Dichlorphen; Diclorofen; Didroxan; Didroxane; Difentan; Diphentane 70; Diphenthane 70; Embephen; Fungicide GM; 2,2'-Methylenebis(4-chlorophenol); Dichlorophen; 二氯芬; 双(5-氯-2-羟苯基)甲烷; 双氯酚; 双氯酚; 2,2'-亚甲基双(4-氯苯酚)

Database IDs

• CAS Number: 97-23-4
• EC Number: 202-567-1
• MDL Number: MFCD00002322
• Beilstein Number: 1884514
• Merck Index: 143071
• PubChem SID: 24899246; 24863270; 162044468; 24862123; 24848095
• PubChem CID: 3037
• ATC CODE: QP52AG01
• CHEMBL: 33845
• Chemspider ID: 2929
• KEGG ID: C14292
• Wikipedia Title: Dichlorophene

CALCULATED PROPERTIES

• Acid pKa: 7.210646
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.6576724
• LogD (pH = 7.4): 4.2583914
• Log P: 4.6659985
• Molar Refractivity: 69.3666 cm^3
• Polarizability: 26.635624 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.003 g/100 mL in water; 53 g/100 mL in ethanol, 80 g/100 mL in acetone; DMSO; Methanol
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 168-171°C; 168-172 °C(lit.); 172-176°C; 174-176°C; 177.5°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Harmful
• RTECS: SM0175000
• European Hazard Symbols: Nature polluting (N); X; Harmful (Xn)
• UN Number: 3077; UN3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3; III
• Risk Statements: 22-36-50/53
• Safety Statements: 26-60-61
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07; GHS09
• GHS Signal Word: Warning
• LD50: 1000 mg/kg (mouse, oral)
• GHS Hazard statements: H301-H319-H400-H410; H302-H319-H400
• GHS Precautionary statements: P273-P305 + P351 + P338; P280-P301+P310-P305+P351+P338-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: 90%; 95%
• Grade: analytical standard; PESTANAL®, analytical standard; technical grade
• Packaging: ampule of 1000 mg
• Linear Formula: CH2[C6H3(Cl)OH]2

DETAILS

Sigma Aldrich - 133221

Packaging
50 g in poly bottle

Sigma Aldrich - 35992

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - D435970

Dichlorophene is an anthelmintic (Cestodes). Dichlorophene is used as agricultural fungicide; antimicrobial; germicide in soaps, shampoos.

REFERENCES

• Gaines, T.B., et al.: Fundam. Appl. Toxicol., 7, 299 (1986)
• Sohoni, P., et al.: J. Endocrinol., 158, 327 (1986)
• Hotchkiss, A., et al.: Toxicol. Sci., 105, 235 (1986)
• Thomas, K., et al.: Environ. Sci. Technol., 43, 8066 (1986)