4-[2,2,2-trichloro-1-(4-hydroxyphenyl)ethyl]phenol

• ChemBase ID: 136695
• Molecular Formular: C14H11Cl3O2
• Molecular Mass: 317.59494
• Monoisotopic Mass: 315.98246263
• SMILES: c1cc(ccc1C(c1ccc(cc1)O)C(Cl)(Cl)Cl)O
• Canonical SMILES: ClC(C(c1ccc(cc1)O)c1ccc(cc1)O)(Cl)Cl
• InChI: InChI=1S/C14H11Cl3O2/c15-14(16,17)13(9-1-5-11(18)6-2-9)10-3-7-12(19)8-4-10/h1-8,13,18-19H
• InChIKey: IUGDILGOLSSKNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2,2,2-trichloro-1-(4-hydroxyphenyl)ethyl]phenol
• IUPAC Traditional name: hydroxychlor
• Synonyms: 1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane; 4,4'-(2,2,2-Trichloroethylidene)diphenol; 4,4'-Dihydroxydiphenyltrichloroethane; 2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane; Bisdemethylmethoxychlor; HPTE; 1,1,1-Trichloro-2,2-bis(4-hydroxyphenyl)ethane; Hydroxychlor; NSC 7045; p,p'-Hydroxy-DDT; 1,1-Bis(4-hydroxyphenyl)-2,2,2-trichloroethane; 1,1-Bis(p-hydroxyphenyl)-2,2,2-trichloroethane; 2,2,2-Trichloro-1,1-bis(4-hydroxyphenyl)ethane; α,α-Bis(4-hydroxyphenyl)-β,β,β-trichloroethane; 2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane; 1,1,1-三氯-2,2-二(4-羟基苯基)乙烷

Database IDs

• CAS Number: 2971-36-0
• MDL Number: MFCD00186695
• PubChem SID: 24879189; 162230965
• PubChem CID: 76302

CALCULATED PROPERTIES

• Acid pKa: 9.6261635
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.64225
• LogD (pH = 7.4): 4.6397214
• Log P: 4.6422825
• Molar Refractivity: 79.6679 cm^3
• Polarizability: 30.28707 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 204-208 °C(lit.)

Safety Information

• RTECS: SN2500000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: mouse ... Esr1(13982)rat ... Ar(24208)

Product Information

• Purity: 97%
• Linear Formula: Cl3CCH(C6H4OH)2

DETAILS

Toronto Research Chemicals - B447400

2,2-Bis(4-hydroxyphenyl)-1,1,1-trichloroethane is an active metabolite of Methoxychlor that acts via the estrogen receptor (ER) to stimulate estrogen response element (ERE)-mediated gene transcription in estrogen-sensitive tissues. 2,2-Bis(4-hydroxyphenyl

REFERENCES

• Willard, S. et al.: Res. J. Med. Med. Sci., 4, 171 (2009)
• Brzozowski, Z.K. et al.: Polimery, 17, 419 (2009)
• Kielkiewicz, J. et al.: Konf. Kunstst. Masch.-Fahrzeugbau. Vortr., 3, 325 (2009)