2,6-dimethyl 4-(bromomethyl)pyridine-2,6-dicarboxylate

• ChemBase ID: 162987
• Molecular Formular: C10H10BrNO4
• Molecular Mass: 288.0947
• Monoisotopic Mass: 286.97931981
• SMILES: c1c(nc(cc1CBr)C(=O)OC)C(=O)OC
• Canonical SMILES: COC(=O)c1cc(CBr)cc(n1)C(=O)OC
• InChI: InChI=1S/C10H10BrNO4/c1-15-9(13)7-3-6(5-11)4-8(12-7)10(14)16-2/h3-4H,5H2,1-2H3
• InChIKey: GXXFUVXRBZYXMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,6-dimethyl 4-(bromomethyl)pyridine-2,6-dicarboxylate
• IUPAC Traditional name: 2,6-dimethyl 4-(bromomethyl)pyridine-2,6-dicarboxylate
• Synonyms: 4-(Bromomethyl)-2,6-pyridinedicarboxylic Acid 2,6-Dimethyl Ester

Database IDs

• CAS Number: 1040401-17-9
• PubChem SID: 162257122
• PubChem CID: 71314262

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.9069531
• LogD (pH = 7.4): 1.9069651
• Log P: 1.9069654
• Molar Refractivity: 60.0581 cm^3
• Polarizability: 23.090446 Å^3
• Polar Surface Area: 65.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Pale Yellow Solid

DETAILS

Toronto Research Chemicals - B685585

Used in the preparation of a lanthanide tag designed for site-specific labeling of proteins.

REFERENCES

• Su, X. et al.: J. Am. Chem. Soc., 130, 10486 (2008)