[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]trimethylazanium bromide

• ChemBase ID: 152093
• Molecular Formular: C12H20BrNO
• Molecular Mass: 274.1973
• Monoisotopic Mass: 273.07282627
• SMILES: C[C@@H]([C@@H](c1ccccc1)O)[N+](C)(C)C.[Br-]
• Canonical SMILES: O[C@@H]([C@@H]([N+](C)(C)C)C)c1ccccc1.[Br-]
• InChI: InChI=1S/C12H20NO.BrH/c1-10(13(2,3)4)12(14)11-8-6-5-7-9-11;/h5-10,12,14H,1-4H3;1H/q+1;/p-1/t10-,12-;/m0./s1
• InChIKey: QNYXXJBMEPUNIY-JGAZGGJJSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]trimethylazanium bromide
• IUPAC Traditional name: [(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]trimethylazanium bromide
• Synonyms: (-)-N,N-Dimethylephedrinium bromide; (-)-N,N-二甲基溴化麻黄碱

Database IDs

• CAS Number: 55380-59-1
• EC Number: 259-619-1
• MDL Number: MFCD00043190
• Beilstein Number: 6099406
• PubChem SID: 162246238; 24865077
• PubChem CID: 16212587

CALCULATED PROPERTIES

• Acid pKa: 12.606585
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -2.4614532
• LogD (pH = 7.4): -2.4614027
• Log P: -2.461454
• Molar Refractivity: 70.8956 cm^3
• Polarizability: 23.472189 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 236-238 °C
• Optical Rotation: [α]20/D -39±1°, c = 5% in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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: ≥99.0% (AT)
• Empirical Formula (Hill Notation): C12H20BrNO

DETAILS

Sigma Aldrich - 40235

Other Notes
Chiral phase-transfer catalyst. Review1; Chiral supporting electrolyte2,3; For the diastereoselective hydration of prochiral C-C double bonds4
Packaging
5 g in glass bottle