2,5-dioxopyrrolidin-1-yl 4-formylbenzoate

• ChemBase ID: 132051
• Molecular Formular: C12H9NO5
• Molecular Mass: 247.20356
• Monoisotopic Mass: 247.04807239
• SMILES: c1cc(ccc1C=O)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=Cc1ccc(cc1)C(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C12H9NO5/c14-7-8-1-3-9(4-2-8)12(17)18-13-10(15)5-6-11(13)16/h1-4,7H,5-6H2
• InChIKey: VHYRHFNOWKMCHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-formylbenzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-formylbenzoate
• Synonyms: N-Succinimidyl 4-formylbenzoate; p-Formylbenzoic acid N-hydroxysuccinimide ester; 4-Carboxybenzaldehyde N-Hydroxysuccinimide Ester; 4-[[(2,5-Dioxo-1-pyrrolidinyl)oxy]carbonyl]benzaldehyde; SFB; N-Succinimidyl p-Formylbenzoate; N-Succinimidyl 4-formylbenzoate; N-琥珀酰亚胺基-4-甲酰基苯甲酸酯; 对甲酰基苯甲酸-N-羟基琥珀酰亚胺酯

Database IDs

• CAS Number: 60444-78-2
• MDL Number: MFCD00133733
• PubChem SID: 162226328
• PubChem CID: 4126130

CALCULATED PROPERTIES

• Acid pKa: 17.697294
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 0.9129165
• LogD (pH = 7.4): 0.9129165
• Log P: 0.9129165
• Molar Refractivity: 60.452 cm^3
• Polarizability: 22.846834 Å^3
• Polar Surface Area: 80.75 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; methanol: soluble50 mg/mL, clear to very faintly turbid, colorless
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 166-169°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ~95% (TLC); ≥97.0% (HPLC); 97%
• Empirical Formula (Hill Notation): C12H9NO5

DETAILS

Toronto Research Chemicals - S690285

A amino reactive heterobifunctional crosslinking reagent.

REFERENCES

• Kraehenbuhl, J.P., et al.: J. Exptl. Med., 139, 208 (1974)
• Tijssen, P., Kurstak, E.: Viral Immunodiagnosis, P 125, Acad. Press (1974)
• Galardy, R.E., et al.: J. Med. Chem., 21, 1279 (1978)