407135

(1R,2S)-(+)-2-(Dibutylamino)-1-phenyl-1-propanol

97%

• Synonym(s): (+)-DBNE, N,N-Dibutyl-L-(+)-norephedrine
• Linear Formula: [CH₃(CH₂)₃]₂NCH(CH₃)CH(C₆H₅)OH
• CAS Number: 115651-77-9
• Molecular Weight: 263.42
• MDL number: MFCD00142689
• UNSPSC Code: 12352116
• PubChem Substance ID: 24865427

Properties

• assay: 97%
• optical activity: [α]20/D +21°, c = 2 in chloroform
• refractive index: n20/D 1.501 (lit.)
• bp: 121 °C/0.1 mmHg (lit.)
• density: 0.94 g/mL at 25 °C (lit.)
• SMILES string: CCCCN(CCCC)[C@@H](C)[C@H](O)c1ccccc1
• 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-/m0/s1
• InChI key: BRRGNOFUBFINSX-RDJZCZTQSA-N

Description

General description

(1R,2S)-(+)-2-(Dibutylamino)-1-phenyl-1-propanol, a norephedrine derivative, is a chiral auxiliary for asymmetric synthesis.

Application

(+)-DBNE reacts with nickel bromide (NiBr₂) to form a chiral catalyst, which can catalyze the enantioselective conjugate addition of dialkylzincs to α,β-unsaturated ketones leading to the formation of optically active β-substituted ketones.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 3
• flash_point_f: 230.0 °F - closed cup
• flash_point_c: 110 °C - closed cup
• ppe: Eyeshields, Gloves, type ABEK (EN14387) respirator filter