2,5-dioxopyrrolidin-1-yl 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoate

• ChemBase ID: 179094
• Molecular Formular: C13H8F3N3O4
• Molecular Mass: 327.2155296
• Monoisotopic Mass: 327.04669041
• SMILES: c1c(ccc(c1)C(=O)ON1C(=O)CCC1=O)C1(N=N1)C(F)(F)F
• Canonical SMILES: O=C(c1ccc(cc1)C1(N=N1)C(F)(F)F)ON1C(=O)CCC1=O
• InChI: InChI=1S/C13H8F3N3O4/c14-13(15,16)12(17-18-12)8-3-1-7(2-4-8)11(22)23-19-9(20)5-6-10(19)21/h1-4H,5-6H2
• InChIKey: INRPFQHJCXWTGK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-[3-(trifluoromethyl)diazirin-3-yl]benzoate
• Synonyms: 1-[[4-[3-(Trifluoromethyl)-3H-diazirin-3-yl]benzoyl]oxy-2,5-pyrrolidinedione; 4-[3-(Trifluoromethyl)diazirin-3-yl]benzoic Acid N-Hydroxysuccinimide Ester

Database IDs

• CAS Number: 87736-89-8
• PubChem SID: 164235004
• PubChem CID: 13063207

CALCULATED PROPERTIES

• Acid pKa: 17.697296
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.4908412
• LogD (pH = 7.4): 2.4908412
• Log P: 2.4908412
• Molar Refractivity: 67.5423 cm^3
• Polarizability: 25.216461 Å^3
• Polar Surface Area: 88.4 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 92-93°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T791250

A novel compound of aromatic diazirines for Photoaffinity Labeling.

REFERENCES

• Brunner, J., et al.: J. Biol. Chem., 255, 3313 (1980)
• McConahey, P.J., et al.: Methods Enzymol., 70, 210 (1980)