(2R)-2-{[(2,4,5,7-tetranitro-9H-fluoren-9-ylidene)amino]oxy}propanoic acid

• ChemBase ID: 137539
• Molecular Formular: C16H9N5O11
• Molecular Mass: 447.26956
• Monoisotopic Mass: 447.02985613
• SMILES: C[C@H](C(=O)O)O/N=C/1\c2cc(cc(c2c2c1cc(cc2[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: OC(=O)[C@H](O/N=C/1\c2cc(cc(c2c2c1cc(cc2[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])C
• InChI: InChI=1S/C16H9N5O11/c1-6(16(22)23)32-17-15-9-2-7(18(24)25)4-11(20(28)29)13(9)14-10(15)3-8(19(26)27)5-12(14)21(30)31/h2-6H,1H3,(H,22,23)/t6-/m1/s1
• InChIKey: MQTMHRXULFJFOC-ZCFIWIBFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-{[(2,4,5,7-tetranitro-9H-fluoren-9-ylidene)amino]oxy}propanoic acid
• IUPAC Traditional name: (2R)-2-{[(2,4,5,7-tetranitrofluoren-9-ylidene)amino]oxy}propanoic acid
• Synonyms: (-)-2-(2,4,5,7-Tetranitro-9-fluorenylideneaminooxy)propionic acid; (-)-TAPA; (-)-2-(2,4,5,7-四硝基-9-亚芴基氨氧基)丙酸

Database IDs

• CAS Number: 50874-31-2
• MDL Number: MFCD00085346
• PubChem SID: 162231801
• PubChem CID: 12218067

CALCULATED PROPERTIES

• Acid pKa: 2.004873
• H Acceptors: 12
• H Donor: 1
• LogD (pH = 5.5): 0.065216385
• LogD (pH = 7.4): -0.22350332
• Log P: 2.9634519
• Molar Refractivity: 103.893 cm^3
• Polarizability: 37.77841 Å^3
• Polar Surface Area: 242.17 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 196-199 °C(lit.)
• Optical Rotation: [α]20/D -91°, c = 1.6 in dioxane

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37/39
• 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

• Impurities: <2% acetic acid
• Empirical Formula (Hill Notation): C16H9N5O11