(3aS,8aR)-2H,3H,3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-2-one

• ChemBase ID: 145417
• Molecular Formular: C10H9NO2
• Molecular Mass: 175.18396
• Monoisotopic Mass: 175.06332853
• SMILES: c1ccc2c(c1)C[C@@H]1[C@H]2NC(=O)O1
• Canonical SMILES: O=C1O[C@H]2[C@@H](N1)c1c(C2)cccc1
• InChI: InChI=1S/C10H9NO2/c12-10-11-9-7-4-2-1-3-6(7)5-8(9)13-10/h1-4,8-9H,5H2,(H,11,12)/t8-,9+/m1/s1
• InChIKey: XWZLNPUWNUTPAU-BDAKNGLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,8aR)-2H,3H,3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-2-one
• IUPAC Traditional name: (3aS,8aR)-3H,3aH,8H,8aH-indeno[1,2-d][1,3]oxazol-2-one
• Synonyms: (3aS-cis)-(-)-3,3a,8,8a-Tetrahydro-2H-indeno[1,2-d]oxazol-2-one; (3aS-顺)-(-)-3,3a,8,8a-四氢-2H-茚并[1,2-d]噁唑-2-酮

Database IDs

• CAS Number: 135969-64-1
• MDL Number: MFCD00674089
• PubChem SID: 162239623; 24870125
• PubChem CID: 10954036

CALCULATED PROPERTIES

• Acid pKa: 12.327341
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.5250497
• LogD (pH = 7.4): 1.5250452
• Log P: 1.5250497
• Molar Refractivity: 46.2798 cm^3
• Polarizability: 18.138428 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 203-209 °C(lit.)
• Optical Rotation: [α]22/D -76°, c = 0.65 in ethyl acetate

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Optical Purity: ee: 99% (HPLC)
• Empirical Formula (Hill Notation): C10H9NO2

DETAILS

Sigma Aldrich - 463973

Packaging
1 g in glass bottle