3,5-dinitro-N-[(1S)-1-phenylethyl]benzamide

• ChemBase ID: 137459
• Molecular Formular: C15H13N3O5
• Molecular Mass: 315.28082
• Monoisotopic Mass: 315.08552053
• SMILES: C[C@@H](c1ccccc1)NC(=O)c1cc(cc(c1)[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: O=C(c1cc(cc(c1)[N+](=O)[O-])[N+](=O)[O-])N[C@H](c1ccccc1)C
• InChI: InChI=1S/C15H13N3O5/c1-10(11-5-3-2-4-6-11)16-15(19)12-7-13(17(20)21)9-14(8-12)18(22)23/h2-10H,1H3,(H,16,19)/t10-/m0/s1
• InChIKey: ABEVDCGKLRIYRW-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5-dinitro-N-[(1S)-1-phenylethyl]benzamide
• IUPAC Traditional name: 3,5-dinitro-N-[(1S)-1-phenylethyl]benzamide
• Synonyms: (S)-(+)-N-(3,5-Dinitrobenzoyl)-α-methylbenzylamine; (S)-(+)-N-(3,5-Dinitrobenzoyl)-1-phenylethylamine; (S)-(+)-3,5-Dinitro-N-(1-phenylethyl)benzamide; (S)-(+)-N-(3,5-Dinitrobenzoyl)-1-phenylethylamine; (S)-(+)-N-(3,5-二硝基苯甲酰基)-α-甲基苄胺; (S)-(+)-N-(3,5-二硝基苯甲酰基)-1-苯乙胺; (S)-(+)-3,5-二硝基-N-(1-苯基乙基)苄胺; (S)-(+)-N-(3,5-二硝基苯甲酰基)-1-苯乙胺

Database IDs

• CAS Number: 69632-31-1
• MDL Number: MFCD00064498
• Beilstein Number: 3627249
• PubChem SID: 24857887; 162231721; 24866406; 24866403
• PubChem CID: 5712038

CALCULATED PROPERTIES

• Acid pKa: 12.444575
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 3.0685787
• LogD (pH = 7.4): 3.0685751
• Log P: 3.0685787
• Molar Refractivity: 81.7055 cm^3
• Polarizability: 30.247082 Å^3
• Polar Surface Area: 115.38 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 158-161 °C; 158-161 °C(lit.); 158-161°C
• Optical Rotation: [α]20/D +46.2°, c = 0.9 in acetone; [α]20/D +47±2°, c = 0.9% in acetone; [α]20/D +47°, c = 0.9 in acetone

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Grade: Flukabrand™ ChiraSelect reagent; for chiral derivatization
• Optical Purity: ee: ≥99% (HPLC); ee: 98% (HPLC); enantiomeric ratio: ≥99.5:0.5 (HPLC)
• Linear Formula: C6H5CH(CH3)NHCOC6H3(NO2)2

DETAILS

Sigma Aldrich - 421847

Legal Information
Flukabrand is a trademark of Sigma-Aldrich GmbH

Sigma Aldrich - 296910

Packaging
1 g in glass bottle