(1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol

• ChemBase ID: 128513
• Molecular Formular: C11H17NO
• Molecular Mass: 179.25878
• Monoisotopic Mass: 179.13101417
• SMILES: O[C@H](c1ccccc1)[C@@H](N(C)C)C
• Canonical SMILES: O[C@@H]([C@@H](N(C)C)C)c1ccccc1
• InChI: InChI=1S/C11H17NO/c1-9(12(2)3)11(13)10-7-5-4-6-8-10/h4-9,11,13H,1-3H3/t9-,11-/m0/s1
• InChIKey: FMCGSUUBYTWNDP-ONGXEEELSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-2-(dimethylamino)-1-phenylpropan-1-ol
• IUPAC Traditional name: N-methylephedrine
• Synonyms: [R-(R*,S*)]-α-[1-(Dimethylamino)ethyl]benzenemethanol; (1R,2S)-(-)-N-Methylephedrine; (-)-(1R,2S)-2-Dimethylamino-1-phenylpropanol; (-)-N-Methylephedrine; (1R,2S)-(-)-2-Dimethylamino-1-phenylpropanol; (-)-N-Methylephedrine; N-Methyl-L-ephedrine; N-Methylephedrine; (-)-(1R,2S)-2-二甲基氨基-1-苯丙醇; (-)-N-甲基麻黄碱; [R-(R*,S*)]-α-[1-(二甲基氨基)乙基]苯甲醇; (1R,2S)-(-)-N-甲基麻黄碱; (1R,2S)-(-)-2-二甲基氨基-1-苯丙醇; (-)-N-甲基麻黄碱

Database IDs

• CAS Number: 552-79-4
• EC Number: 209-022-7
• MDL Number: MFCD00004504
• Beilstein Number: 3031197
• PubChem SID: 162222820; 24854088; 24885010
• PubChem CID: 64782
• Chemspider ID: 58315
• Unique Ingredient Identifier: 60VH42A1KJ
• Wikipedia Title: N-Methylephedrine

CALCULATED PROPERTIES

• Acid pKa: 13.882206
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.4248142
• LogD (pH = 7.4): 0.22741346
• Log P: 1.7008827
• Molar Refractivity: 54.982 cm^3
• Polarizability: 21.698908 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Readily soluble in water
• Melting Point: 85-88 °C; 86-88 °C(lit.); 87-87.5 °C; 192 °C (HCl)
• Optical Rotation: [α]20/D -30±2°, c = 4.5% in methanol; [α]21/D -29.2°, c = 5 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.5% (NT); 99%
• Grade: puriss.
• Linear Formula: C6H5CH(OH)CH(CH3)N(CH3)2
• Empirical Formula (Hill Notation): C11H17NO

DETAILS

Sigma Aldrich - 235210

Packaging
1, 5 g in glass bottle
Application
Resolving agent. Precursor to chiral supporting electrolytes, phase-transfer catalysts, and reducing agents.1,2

Sigma Aldrich - 66893

Other Notes
Sales restrictions may apply