5-amino-2,4,6-triiodobenzene-1,3-dicarbonyl dichloride

• ChemBase ID: 160523
• Molecular Formular: C8H2Cl2I3NO2
• Molecular Mass: 595.72639
• Monoisotopic Mass: 594.65967767
• SMILES: c1(c(c(c(c(c1I)C(=O)Cl)I)N)I)C(=O)Cl
• Canonical SMILES: ClC(=O)c1c(I)c(C(=O)Cl)c(c(c1I)N)I
• InChI: InChI=1S/C8H2Cl2I3NO2/c9-7(15)1-3(11)2(8(10)16)5(13)6(14)4(1)12/h14H2
• InChIKey: FBJVWRITWDYUAC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-amino-2,4,6-triiodobenzene-1,3-dicarbonyl dichloride
• IUPAC Traditional name: 5-amino-2,4,6-triiodobenzene-1,3-dicarbonyl dichloride
• Synonyms: 5-Amino-2,4,6-triiodo-1,3-benzenedicarboxylic Acid Dichloride; 5-Amino-2,4,6-triiodoisophthaloyl Chloride; 5-Amino-2,4,6-triiodoisophthaloyl Dichloride

Database IDs

• CAS Number: 37441-29-5
• PubChem SID: 162254658
• PubChem CID: 9894858

CALCULATED PROPERTIES

• Acid pKa: 16.721603
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.312978
• LogD (pH = 7.4): 4.3129783
• Log P: 4.3129783
• Molar Refractivity: 93.0753 cm^3
• Polarizability: 35.72251 Å^3
• Polar Surface Area: 60.16 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid

Safety Information

• Storage Condition: Refrigerator, under inert atmosphere

DETAILS

Toronto Research Chemicals - A630815

Used in the preparation of trimeric X-ray contrast agents.

REFERENCES

• Newington, I. et al.; Tetrahedron Lett. 52, 3065 (2011)
• Parkesh, R. et al.; Org. Biomolec. Chem. 4, 3611 (2006)