2,5-dioxopyrrolidin-1-yl 4-azido-2-hydroxybenzoate

• ChemBase ID: 177929
• Molecular Formular: C11H8N4O5
• Molecular Mass: 276.20502
• Monoisotopic Mass: 276.04946938
• SMILES: c1(cc(c(cc1)C(=O)ON1C(=O)CCC1=O)O)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=Nc1ccc(c(c1)O)C(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C11H8N4O5/c12-14-13-6-1-2-7(8(16)5-6)11(19)20-15-9(17)3-4-10(15)18/h1-2,5,16H,3-4H2
• InChIKey: RBAFCMJBDZWZIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-azido-2-hydroxybenzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-azido-2-hydroxybenzoate
• Synonyms: 4-Azido-2-hydroxy-benzoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 1-[(4-Azido-2-hydroxybenzoyl)oxy]-2,5-pyrrolidinedione; N-Hydroxysuccinimide 4-Azido-2-hydroxybenzoate; N-Hydroxysuccinimidyl p-Azidosalicylate; N-Succinimidyl 4-Azidosalicylate

Database IDs

• CAS Number: 96602-46-9
• PubChem SID: 164233839
• PubChem CID: 3035647

CALCULATED PROPERTIES

• Acid pKa: 9.027234
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 1.853045
• LogD (pH = 7.4): 1.843143
• Log P: 1.9672184
• Molar Refractivity: 66.1365 cm^3
• Polarizability: 23.93304 Å^3
• Polar Surface Area: 113.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Methanol
• Apperance: Light Brown Solid

Safety Information

• Storage Warning: Light and Moisture Sensitive. Store in freezer

DETAILS

Toronto Research Chemicals - S690130

A aryl azide which can be used for the photofunctionalization of polymer surfaces.