2-[(1S,2R,3S)-3-methyl-2-(nitromethyl)-5-oxocyclopentyl]acetic acid

• ChemBase ID: 142092
• Molecular Formular: C9H13NO5
• Molecular Mass: 215.20322
• Monoisotopic Mass: 215.07937252
• SMILES: C[C@H]1CC(=O)[C@H]([C@@H]1C[N+](=O)[O-])CC(=O)O
• Canonical SMILES: [O-][N+](=O)C[C@@H]1[C@@H](C)CC(=O)[C@H]1CC(=O)O
• InChI: InChI=1S/C9H13NO5/c1-5-2-8(11)6(3-9(12)13)7(5)4-10(14)15/h5-7H,2-4H2,1H3,(H,12,13)/t5-,6-,7+/m0/s1
• InChIKey: YPCIKCQPODDZAT-LYFYHCNISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1S,2R,3S)-3-methyl-2-(nitromethyl)-5-oxocyclopentyl]acetic acid
• IUPAC Traditional name: [(1S,2R,3S)-3-methyl-2-(nitromethyl)-5-oxocyclopentyl]acetic acid
• Synonyms: [1S-(1β,2α,3β)]-(+)-3-Methyl-2-(nitromethyl)-5-oxocyclopentaneacetic acid; [1S-(1β,2α,3β)]-(+)-3-甲基-2-(硝基甲基)-5-氧代环戊烷乙酸

Database IDs

• CAS Number: 123000-45-3
• MDL Number: MFCD06798122
• PubChem SID: 24883539; 162236323
• PubChem CID: 719717

CALCULATED PROPERTIES

• Acid pKa: 3.8565655
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.1839018
• LogD (pH = 7.4): -2.8231921
• Log P: 0.46436378
• Molar Refractivity: 49.7625 cm^3
• Polarizability: 19.275082 Å^3
• Polar Surface Area: 100.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 58-62 °C(lit.)
• Optical Rotation: [α]20/D +110°, c = 1% in chloroform

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%
• Empirical Formula (Hill Notation): C9H13NO5

DETAILS

Sigma Aldrich - 647497

Packaging
100 g in glass bottle