28163-64-6

Basic information

• Product Name: (R)-2-Phenyl-1-propylamine
• Synonyms: D-ALPHA-ETHYLBENZYLAMINE;R(+)-beta-methylphenylethylamine;(2R)-2-Phenylpropan-1-amine;R(+)-β-METHYLPHENETHYLAMINE;(R)-(+)-beta-Methylphenethylamine 99%;(R)-2-Phenylpropylamine(R)-(+)-b-Methylphenethylamine;R(+)-SS-METHYLPHENETHYLAMINE;R-(+)-β-METHYLPHENETHYLAMINE ((R)-2-PHENYL-1-PROPYLAMINE)
• CAS NO: 28163-64-6
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 135.21
• Product Categories: Amines;Chiral Compounds;chiral;Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry;Chiral Compound
• Mol File: 28163-64-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 116°C (estimate)
• Boiling Point: 197°C
• Flash Point: 178°F
• Appearance: colorless liquid
• Density: 0.945 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.197mmHg at 25°C
• Refractive Index: n20/D 1.525
• PKA: 9.92±0.10(Predicted)
• BRN: 3195646
• CAS DataBase Reference: (R)-2-Phenyl-1-propylamine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-2-Phenyl-1-propylamine(28163-64-6)
• EPA Substance Registry System: (R)-2-Phenyl-1-propylamine(28163-64-6)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-27
• RIDADR: UN 2735 8/PG 3
• WGK Germany: 3
• F: 10-34
• HazardClass: 8
• PackingGroup: Ⅲ
• Hazardous Substances Data: 28163-64-6(Hazardous Substances Data)

Usage

Uses

(R)-(+)-β-methylphenethylamine can be used to treat degenerative disorders.

InChI:InChI=1/C9H13N/c1-8(7-10)9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1

Upstream product

• 109757-73-5 1-nitro-2-phenylpropane 
• 89999-52-0 ((S)-2-Methoxymethyl-pyrrolidin-1-yl)-(2-phenyl-propyl)-amine 
• 74669-73-1 2-phenylpropyl 4-methylbenzenesulfonate 
• 28144-67-4 2-phenylallylamine 
• 98-83-9 isopropenylbenzene 
• 1391911-23-1 (R)-4-methyl-N-(2-phenylpropyl)benzenesulfonamide 
• 137595-22-3 N-(4-tolylsulfonyl)-2-methyl-2-phenylaziridine 
• 58567-50-3 N-[2-(phenyl)prop-2-en-1-yl]-N-(p-toluenesulfonyl)amide 
• 1123-85-9 (+)-(R)-2-phenylpropanol 
• 914080-21-0 N-(4-methoxyphenyl)-N-((2R)-2-phenylpropyl)amine 
• 100-42-5 styrene 
• 34713-70-7 2-Phenylpropanal 
• 582-22-9 2-phenylpropylamine 
• 112424-29-0 (R)-2-(2-phenylpropyl)isoindoline-1,3-dione 

Downstream Products

• 149486-09-9 1-((R)-2-Phenyl-propyl)-3-thiazol-2-yl-thiourea 
• 928628-44-8 methyl 3-[(2-oxo-2-{[(2R)-2-phenylpropyl]amino}ethyl)thio]propanoate 
• 1178972-90-1 C₁₉H₂₁N₅O₂ 
• 1222083-93-3 (R)-podophyllotoxinyl 4-(2-phenylpropylamino)-4-oxobutanoate 
• 1401299-04-4 C₉H₁₃N*C₁₇H₂₄O₃ 
• 1421367-45-4 C₂₆H₃₆N₆O₂ 
• 265655-76-3 (R)-2-methoxy-N-(2-phenylpropyl)benzamide 
• 375345-98-5 propane-2-sulfonic acid (2-(4-iodophenyl)propyl)amide 
• 375345-95-2 {(2R)-2-[4-(4-{2-[(methylsulfonyl)amino]ethyl}phenyl)phenyl]-propyl}[(methylethyl)sulfonyl]amine 

Relevant articles and documents

CO2-Assisted asymmetric hydrogenation of prochiral allylamines

A new methodology for the asymmetric hydrogenation of allylamines takes advantage of a reversible reaction between amines and carbon dioxide (CO2) to suppress unwanted side reactions. The effects of various parameters (pressure, time, solvent, and base additives) on the enantioselectivity and conversion of the reaction were studied. The homogeneously-catalyzed asymmetric hydrogenation of 2-arylprop- 2-en-1-amine resulted in complete conversion and up to 82% enantiomeric excess (ee). Added base, if chosen carefully, improves the enantioselectivity and chemoselectivity of the overall reaction.

Enantioselective Synthesis of β-Methyl Amines via Iridium-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Allyl Amines

The iridium-catalyzed asymmetric hydrogenation of several N-sulfonyl allyl amines is reported. All substrates can be easily obtained by the Ir-catalyzed isomerization of N-tosylaziridines reported previously. The commercially available threonine-derived phosphinite (UbaPHOX) iridium complex has been found to be the best catalyst for this catalytic application, affording β-methyl amines with good to excellent ee values (up to 94%). The synthetic potential of this novel methodology was demonstrated by the formal synthesis of Lorcaserin and LY-404187. (Figure presented.).

Enantioselective Hydroaminomethylation of Olefins Enabled by Rh/Br?nsted Acid Relay Catalysis

Herein, by employing a rhodium catalyst with a commercial ligand and a phosphoric acid catalyst, highly chemo-, regio-, and enantioselective hydroaminomethylation of olefins is realized through a relay catalytic hydroformylation/dynamic kinetic reductive amination process. The method features mild conditions (1 bar of syngas, room temperature in most cases), high yields (up to 99%), and high enantioselectivities (up to >99.5:0.5 er). Besides styrenes, acrylamides also provided the products with high yields and enantioselectivities. Aliphatic alkenes and vinyl esters are also applicable for the current method, albeit lower yields and enantioselectivities were obtained.