1-(6-hydroxyhexyl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 172492
• Molecular Formular: C10H15NO3
• Molecular Mass: 197.231
• Monoisotopic Mass: 197.10519335
• SMILES: C1=CC(=O)N(C1=O)CCCCCCO
• Canonical SMILES: OCCCCCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C10H15NO3/c12-8-4-2-1-3-7-11-9(13)5-6-10(11)14/h5-6,12H,1-4,7-8H2
• InChIKey: SVMIVBMALOISKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(6-hydroxyhexyl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-(6-hydroxyhexyl)pyrrole-2,5-dione
• Synonyms: 1-(6-Hydroxyhexyl)-1H-pyrrole-2,5-dione; 6-Maleimido-1-hexanol

Database IDs

• CAS Number: 157503-18-9
• PubChem SID: 164228402
• PubChem CID: 12193799

CALCULATED PROPERTIES

• Acid pKa: 16.843943
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.36413085
• LogD (pH = 7.4): 0.36413085
• Log P: 0.36413085
• Molar Refractivity: 53.2524 cm^3
• Polarizability: 20.11531 Å^3
• Polar Surface Area: 57.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M138560

Used in the preparation of water-soluble saccharide conjugates and saccharide mimetics by Diels-Alder reaction.

REFERENCES

• Lubineau, A., et al.: Carbohydr. Res., 27, 163 (1995)