sodium (2S)-2-({[2-(diphenylphosphanyl)phenyl]methylidene}amino)-3,3-dimethylbutanoate

• ChemBase ID: 142921
• Molecular Formular: C25H25NNaO2P
• Molecular Mass: 425.435031
• Monoisotopic Mass: 425.15205996
• SMILES: CC(C)(C)[C@@H](C(=O)[O-])/N=C/c1ccccc1P(c1ccccc1)c1ccccc1.[Na+]
• Canonical SMILES: [O-]C(=O)[C@H](C(C)(C)C)/N=C/c1ccccc1P(c1ccccc1)c1ccccc1.[Na+]
• InChI: InChI=1S/C25H26NO2P.Na/c1-25(2,3)23(24(27)28)26-18-19-12-10-11-17-22(19)29(20-13-6-4-7-14-20)21-15-8-5-9-16-21;/h4-18,23H,1-3H3,(H,27,28);/q;+1/p-1/t23-;/m1./s1
• InChIKey: ZHRLPDTWOAIAKW-GNAFDRTKSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium (2S)-2-({[2-(diphenylphosphanyl)phenyl]methylidene}amino)-3,3-dimethylbutanoate
• IUPAC Traditional name: sodium (2S)-2-({[2-(diphenylphosphanyl)phenyl]methylidene}amino)-3,3-dimethylbutanoate
• Synonyms: Na-tBu-DippAM; N-[[2-(Diphenylphosphino)phenyl]methylene]-3-methyl-L-valine sodium salt; N-[[2-(二苯基膦)苯基]亚甲基]-3-甲基-L-缬氨酸 钠盐

Database IDs

• CAS Number: 1067225-04-0
• MDL Number: MFCD15144787
• PubChem SID: 162237147
• PubChem CID: 49793473

CALCULATED PROPERTIES

• Acid pKa: 2.2677135
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.70385
• LogD (pH = 7.4): 3.7017174
• Log P: 3.703918
• Molar Refractivity: 129.97 cm^3
• Polarizability: 46.261684 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 199 °C (dec.)

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 2
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 95%
• Empirical Formula (Hill Notation): C25H25NNaO2P

DETAILS

Sigma Aldrich - 708925

Application
Used in asymmetric copper catalyzed conjugate addition1
Packaging
100, 500 mg in glass bottle