2,5-dioxopyrrolidin-1-yl 1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylate

• ChemBase ID: 176128
• Molecular Formular: C13H18N2O5
• Molecular Mass: 282.29242
• Monoisotopic Mass: 282.12157169
• SMILES: O(N1C(=O)CCC1=O)C(=O)C1=CC(N(C1(C)C)O)(C)C
• Canonical SMILES: ON1C(C)(C)C=C(C1(C)C)C(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C13H18N2O5/c1-12(2)7-8(13(3,4)15(12)19)11(18)20-14-9(16)5-6-10(14)17/h7,19H,5-6H2,1-4H3
• InChIKey: VDSVTMQVXNIMMJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 1-hydroxy-2,2,5,5-tetramethylpyrrole-3-carboxylate
• Synonyms: 3-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]-2,5-dihydro-2,2,5,5-tetramethyl-1H-Pyrrol-1-yloxy; OXYL-1-NHS; 2,2,5,5-Tetramethyl-3-pyrrolin-1-oxyl-3-carboxylic Acid N-Hydroxysuccinimide Ester; NSC 319633; Tempyo Ester; 1-Oxyl-2,2,5,5-tetramethylpyrroline-3-carboxylate N-Hydroxysuccinimide Ester

Database IDs

• CAS Number: 37558-29-5
• PubChem SID: 164232038
• PubChem CID: 330571

CALCULATED PROPERTIES

• Acid pKa: 14.75645
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.21323605
• LogD (pH = 7.4): 0.2132404
• Log P: 0.21324047
• Molar Refractivity: 69.4746 cm^3
• Polarizability: 27.284485 Å^3
• Polar Surface Area: 87.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Yellow Solid
• Melting Point: 174-177°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Moisture Sensitive: Desiccate

DETAILS

Toronto Research Chemicals - O874000

A highly amine reactive spin-label.

REFERENCES

• Spin-labeled transfer RNA, Hoffman, B. M.; Schofield, P.; Rich, A. Proc. Nat. Acad. Sci. U. S. 1969, 62, 1195-202.