(1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.02,7.010,15]heptadecane sulfuric acid pentahydrate

• ChemBase ID: 138275
• Molecular Formular: C15H38N2O9S
• Molecular Mass: 422.53522
• Monoisotopic Mass: 422.22980181
• SMILES: C1CCN2C[C@@H]3C[C@H]([C@H]2C1)CN1[C@H]3CCCC1.O.O.O.O.O.OS(=O)(=O)O
• Canonical SMILES: C1CC[C@@H]2N(C1)C[C@@H]1C[C@H]2CN2[C@@H]1CCCC2.OS(=O)(=O)O.O.O.O.O.O
• InChI: InChI=1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;;;;;/m0....../s1
• InChIKey: WNSDDGBLIALDPB-LIELMIIZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,9S,10S)-7,15-diazatetracyclo[7.7.1.0^2,^7.0^1^0,^1^5]heptadecane sulfuric acid pentahydrate
• IUPAC Traditional name: sparteine sulfuric acid pentahydrate
• Synonyms: (-)-Sparteine sulfate salt; Lupinidine sulfate pentahydrate; (-)-Sparteine sulfate pentahydrate; Lupinidine sulfate salt; (-)-Sparteine sulfate salt; (-)-金雀花碱 硫酸盐; 硫酸司巴丁 五水合物; (-)-鹰爪豆碱 硫酸酯 五水合物; 司巴丁 硫酸盐; (-)-鹰爪豆碱 硫酸盐

Database IDs

• CAS Number: 6160-12-9
• MDL Number: MFCD00149333
• PubChem SID: 162232532; 24888386; 24854051
• PubChem CID: 20055553

CALCULATED PROPERTIES

• LogD (pH = 7.4): -0.38936847
• Log P: 2.0278275
• Molar Refractivity: 71.823 cm^3
• Polarizability: 28.518066 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -3.3671618

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 g/mL, clear, colorless
• Melting Point: 133-140 °C(lit.)
• Optical Rotation: [α]20/D -22±0.5°, c = 5% in H2O; [α]25/D -12.4°, c = 1 in ethanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332
• GHS Precautionary statements: P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (T); 99%
• Grade: purum
• Quality: crystallized
• Empirical Formula (Hill Notation): C15H26N2 · H2SO4; C15H26N2 · H2SO4 · 5H2O

DETAILS

Sigma Aldrich - 234664

Packaging
100 g in glass bottle

Sigma Aldrich - 85550

Other Notes
Auxiliary employed for asymmetric deprotonations to give dipole-stabilized carbanions1,2