1-(3,4-dihydro-2H-pyrrol-5-yl)(1,2-13C2)ethan-1-one

• ChemBase ID: 159428
• Molecular Formular: C6H9NO
• Molecular Mass: 113.12706968
• Monoisotopic Mass: 113.07512359
• SMILES: C1CC(=NC1)[13C](=O)[13CH3]
• Canonical SMILES: [13CH3][13C](=O)C1=NCCC1
• InChI: InChI=1S/C6H9NO/c1-5(8)6-3-2-4-7-6/h2-4H2,1H3/i1+1,5+1
• InChIKey: DQBQWWSFRPLIAX-AEGZSVGQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3,4-dihydro-2H-pyrrol-5-yl)(1,2-^1^3C₂)ethan-1-one
• IUPAC Traditional name: 1-(4,5-dihydro-3H-pyrrol-2-yl)(1,2-^1^3C₂)ethanone
• Synonyms: 1-(3,4-Dihydro-2H-pyrrol-5-yl)ethanone-13C2; 2-Acetyl-4,5-dihydro-3H-pyrrole-13C2; 2-Acetyl-1-pyrroline-13C2 85% (10% w/w in DCM)

Database IDs

• CAS Number: 1246819-73-7
• PubChem SID: 162253563
• PubChem CID: 71312979

CALCULATED PROPERTIES

• Acid pKa: 18.440199
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.85079753
• LogD (pH = 7.4): 0.8587378
• Log P: 0.85884005
• Molar Refractivity: 31.3899 cm^3
• Polarizability: 11.856593 Å^3
• Polar Surface Area: 29.43 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Cloroform; Ethyl Acetate
• Apperance: Orange Liquid

Safety Information

• Storage Condition: -86?C Freezer

DETAILS

Toronto Research Chemicals - A187652

Labelled 2-acetyl-1-pyrroline. It is isolated from rice and identified as the compound responsible for the flavor and aroma of scented rice after cooking.

REFERENCES

• Buttery, R., et al.: J. Agric. Food Chem., 36, 1006 (1988)
• Costello, P., et al.: J. Agric. Food Chem., 50, 7079 (1988)
• Park, D., et al.: Food Chem., 99, 538 (1988)