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

• ChemBase ID: 151502
• Molecular Formular: C23H42BrNO
• Molecular Mass: 428.48968
• Monoisotopic Mass: 427.24497697
• SMILES: CCCCCCCCCCCC[N+](C)(C)[C@@H](C)[C@@H](c1ccccc1)O.[Br-]
• Canonical SMILES: CCCCCCCCCCCC[N+]([C@H]([C@@H](c1ccccc1)O)C)(C)C.[Br-]
• InChI: InChI=1S/C23H42NO.BrH/c1-5-6-7-8-9-10-11-12-13-17-20-24(3,4)21(2)23(25)22-18-15-14-16-19-22;/h14-16,18-19,21,23,25H,5-13,17,20H2,1-4H3;1H/q+1;/p-1/t21-,23-;/m0./s1
• InChIKey: GOIUTZPQFMGLAH-IUQUCOCYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: dodecyl[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]dimethylazanium bromide
• IUPAC Traditional name: dodecyl[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]dimethylazanium bromide
• Synonyms: (-)-DMEB; (1R,2S)-Dodecyl(2-hydroxy-1-methyl-2-phenylethyl)dimethylammonium bromide; (-)-N-Dodecyl-N-methylephedrinium bromide; (1R,2S)-十二烷基(2-羟基-1-甲基-2-苯基乙基)二甲基溴化铵; (-)-N-十二基-N-甲基麻黄碱溴化物

Database IDs

• CAS Number: 57155-63-2
• EC Number: 260-596-5
• MDL Number: MFCD00011907
• Beilstein Number: 5421952
• PubChem SID: 162245655; 24854103; 24867735
• PubChem CID: 11069976

CALCULATED PROPERTIES

• Acid pKa: 12.606207
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 2.4189951
• LogD (pH = 7.4): 2.4190457
• Log P: 2.4189944
• Molar Refractivity: 121.5772 cm^3
• Polarizability: 43.78254 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 80-82 °C(lit.); 89-92 °C
• Optical Rotation: [α]20/D -12.5±2°, c = 1% in chloroform; [α]20/D -12.5°, c = 1 in chloroform

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

Product Information

• Purity: ≥98.0% (AT); 99%
• Grade: purum
• Linear Formula: C6H5CH(OH)CH(CH3)N(CH3)2[(CH2)11CH3]Br

DETAILS

Sigma Aldrich - 235407

Other Notes
Chiral phase transfer catalyst
Packaging
5 g in glass bottle

Sigma Aldrich - 44220

Other Notes
Chiral phase transfer catalyst