2,2,2-trichloro-1-(2-chlorophenyl)-1-(4-chlorophenyl)ethan-1-ol

• ChemBase ID: 167178
• Molecular Formular: C14H9Cl5O
• Molecular Mass: 370.48566
• Monoisotopic Mass: 367.90960331
• SMILES: c1(C(c2c(cccc2)Cl)(O)C(Cl)(Cl)Cl)ccc(cc1)Cl
• Canonical SMILES: Clc1ccc(cc1)C(C(Cl)(Cl)Cl)(c1ccccc1Cl)O
• InChI: InChI=1S/C14H9Cl5O/c15-10-7-5-9(6-8-10)13(20,14(17,18)19)11-3-1-2-4-12(11)16/h1-8,20H
• InChIKey: LUXSISXJGNCOKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trichloro-1-(2-chlorophenyl)-1-(4-chlorophenyl)ethan-1-ol
• IUPAC Traditional name: 2,2,2-trichloro-1-(2-chlorophenyl)-1-(4-chlorophenyl)ethanol
• Synonyms: 2-Chloro-α-(4-chlorophenyl)-α-(trichloromethyl)benzenemethanol; 2,4'-Dichloro-α-(trichloromethyl)benzhydrol; o,p'-Dicofol

Database IDs

• CAS Number: 10606-46-9
• PubChem SID: 162261311
• PubChem CID: 91566

CALCULATED PROPERTIES

• Acid pKa: 10.893327
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 5.558429
• LogD (pH = 7.4): 5.5582914
• Log P: 5.5584307
• Molar Refractivity: 86.8114 cm^3
• Polarizability: 33.586964 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - D436690

The o,p'-substituted isomer of Dicofol (D436700) is chiral and may have enantiomer-specific activity; however, the stereospecific activity of o,p'-dicofol has not been reported. An acaricide.

REFERENCES

• Arnold, S., et al.: Science, 272, 1489 (1996)
• Gaido, K., et al.: Toxicol. Appl. Pharmacol., 143, 205 (1996)
• Hoekstra, P., et al.: Toxicol. Lett., 125, 75 (1996)