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

• ChemBase ID: 149649
• Molecular Formular: C17H29NO
• Molecular Mass: 263.41826
• Monoisotopic Mass: 263.22491455
• SMILES: CCCCN(CCCC)[C@H](C)[C@H](c1ccccc1)O
• Canonical SMILES: CCCCN([C@@H]([C@H](c1ccccc1)O)C)CCCC
• InChI: InChI=1S/C17H29NO/c1-4-6-13-18(14-7-5-2)15(3)17(19)16-11-9-8-10-12-16/h8-12,15,17,19H,4-7,13-14H2,1-3H3/t15-,17-/m1/s1
• InChIKey: BRRGNOFUBFINSX-NVXWUHKLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R)-2-(dibutylamino)-1-phenylpropan-1-ol
• IUPAC Traditional name: (1S,2R)-2-(dibutylamino)-1-phenylpropan-1-ol
• Synonyms: (-)-DBNE; N,N-Dibutyl-D-(-)-norephedrine; (1S,2R)-(-)-2-(Dibutylamino)-1-phenyl-1-propanol; N,N-二丁基-D-(-)-去甲麻黄素; (1S,2R)-(-)-2-(二丁氨基)-1-苯基-1-丙醇

Database IDs

• CAS Number: 114389-70-7
• MDL Number: MFCD00142695
• PubChem SID: 162243812; 24864868
• PubChem CID: 11003877

CALCULATED PROPERTIES

• Acid pKa: 13.882132
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.886536
• LogD (pH = 7.4): 1.7764721
• Log P: 4.3486805
• Molar Refractivity: 82.7292 cm^3
• Polarizability: 32.77797 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 170 °C/2 mmHg(lit.)
• Flash Point: 110 °C; 230 °F
• Density: 0.948 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.502(lit.)
• Optical Rotation: [α]22/D -21°, c = 2 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: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: 95%
• Linear Formula: [CH3(CH2)3]2NCH(CH3)CH(C6H5)OH

DETAILS

Sigma Aldrich - 400092

Packaging
1, 5 g in glass bottle
Application
Ligand for enantioselective addition of dialkylzinc to carbonyls1 and imines.2