(Z)-N,N'-dicyclohexyl-1-pentachlorophenoxymethenimidamide; pentachlorophenol

• ChemBase ID: 167186
• Molecular Formular: C25H24Cl10N2O2
• Molecular Mass: 739.00026
• Monoisotopic Mass: 733.87230482
• SMILES: C1CCC(CC1)N/C(=N/C1CCCCC1)/Oc1c(c(c(c(c1Cl)Cl)Cl)Cl)Cl.c1(c(c(c(c(c1O)Cl)Cl)Cl)Cl)Cl
• Canonical SMILES: Clc1c(Cl)c(O/C(=N\C2CCCCC2)/NC2CCCCC2)c(c(c1Cl)Cl)Cl.Clc1c(O)c(Cl)c(c(c1Cl)Cl)Cl
• InChI: InChI=1S/C19H23Cl5N2O.C6HCl5O/c20-13-14(21)16(23)18(17(24)15(13)22)27-19(25-11-7-3-1-4-8-11)26-12-9-5-2-6-10-12;7-1-2(8)4(10)6(12)5(11)3(1)9/h11-12H,1-10H2,(H,25,26);12H
• InChIKey: MTYWCBZQIKQCIY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (Z)-N,N'-dicyclohexyl-1-pentachlorophenoxymethenimidamide; pentachlorophenol
• IUPAC Traditional name: (Z)-N,N'-dicyclohexyl-1-pentachlorophenoxymethenimidamide; permite
• Synonyms: Kovacs Complex; N,N'-Dicyclohexylcarbodiimide Pentachlorophenol Complex

Database IDs

• CAS Number: 15406-98-1
• PubChem SID: 162261319
• PubChem CID: 45038981

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 7.719684
• LogD (pH = 7.4): 8.414034
• Log P: 8.436839
• Molar Refractivity: 113.77 cm^3
• Polarizability: 45.00151 Å^3
• Polar Surface Area: 33.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Off-White Crystalline Powder
• Melting Point: Range 115-162°C

DETAILS

Toronto Research Chemicals - D439100

Useful reagent for preparing amino acid pentachlorophenol active esters.

REFERENCES

• Kovacs, J., et al.: J. Am. Chem. Soc., 89, 183 (1967)