60-15-1

Basic information

• Product Name: alpha-methylphenethylamine
• Synonyms: 3-Phenyl-2-propylamine;1-Phenyl-2-propanamine;2-Aminopropylbenzene;3-Phenyl-2-propanamine
• CAS NO: 60-15-1
• Molecular Formula: C₉H₁₃N
• Molecular Weight: 0
• EINECS: 200-458-3
• Mol File: 60-15-1.mol
• Article Data: 68

Chemical Properties

• Boiling Point: 234.7°C at 760 mmHg
• Flash Point: 98.7°C
• Appearance: /
• Density: 0.958g/cm³
• Vapor Pressure: 0.0521mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: alpha-methylphenethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: alpha-methylphenethylamine(60-15-1)
• EPA Substance Registry System: alpha-methylphenethylamine(60-15-1)

Safety Data

• Hazardous Substances Data: 60-15-1(Hazardous Substances Data)

Usage

Safety Profile

Poison by ingestion,subcutaneous, intravenous, and intraperitoneal routes.Human systemic effects by ingestion: excitement, changesin heart rate and sweating. When heated to decompositionit emits very toxic fumes of NOx. See other amphetamineentries.

InChI:InChI=1/C9H13N/c1-2-4-8-5-3-6-9(10)7-8/h3,5-7H,2,4,10H2,1H3

Upstream product

• 17019-26-0 (E)-2-(hydroxyimino)-1-phenylpropan-1-one 
• 14593-16-9 N-acetylamphetamine 
• 540-69-2 ammonium formate 
• 103-79-7 1-phenyl-acetone 
• 17322-34-8 (2-nitropropyl)benzene 
• 457-87-4 N-ethylamphetamine 
• 705-60-2 1-phenyl-2-nitroprop-1-ene 
• 60-29-7 diethyl ether 
• 698-87-3 3-phenyl-2-propanol 
• 1258934-38-1 N-(1-phenylpropan-2-yl)pyrimidine-2-sulfonamide 
• 68-11-1 mercaptoacetic acid 
• 100-59-4 phenylmagnesium chloride 
• 57378-21-9 N-n-Butylamphetamine 
• 1085-42-3 1-phenyl-2-benzylaminopropane 

Downstream Products

• 100710-59-6 (+/-)-N-(1-methyl-2-phenyl-ethyl)-thiophene-2-carboxamide 
• 3319-00-4 (+/-)-1-(1-methyl-2-phenylethyl)piperidine 
• 100369-88-8 optically inactive N-(1-methyl-2-phenyl-ethyl)-lactamide 
• 102757-99-3 (1-methyl-2-phenyl-ethyl)-(1-methyl-4-phenyl-[4]piperidylmethylen)-amine 
• 21502-12-5 (+/-)-dichloroacetic acid-(1-methyl-2-phenyl-ethylamide) 
• 15855-02-4 N-α-Methylphenethyl-n-pyridincarboxamid 
• 139-68-4 (+/-)-nicotinic acid-(1-methyl-2-phenyl-ethylamide) 
• 51-64-9 dexamfetamine 
• 156-34-3 l-amphetamine 
• 16119-46-3 1-(1-methyl-2-phenyl-ethyl)-5-phenyl-imidazolidine-2,4-dione 
• 54704-34-6 L-1-methyl-2-cyclohexylethylamine 
• 22148-75-0 (+/-)-N-(1-methyl-2-phenylethyl)formamide 
• 14593-16-9 N-acetylamphetamine 
• 122272-57-5 (S)-7-acetylamino-3-β-D-glucopyranosyloxy-1,2-dimethoxy-10-((Ξ)-1-methyl-2-phenyl-ethylamino)-6,7-dihydro-5H-benzo[a]heptalen-9-one 

Relevant articles and documents

Rapid Synthesis of Primary Amines from Ketones using Choline Chloride/Urea Deep Eutectic as a Reaction Medium

-

Markovnikov Wacker-Tsuji Oxidation of Allyl(hetero)arenes and Application in a One-Pot Photo-Metal-Biocatalytic Approach to Enantioenriched Amines and Alcohols

The Wacker-Tsuji aerobic oxidation of various allyl(hetero)arenes under photocatalytic conditions to form the corresponding methyl ketones is presented. By using a palladium complex [PdCl2(MeCN)2] and the photosensitizer [Acr-Mes]ClO4 in aqueous medium and at room temperature, and by simple irradiation with blue led light, the desired carbonyl compounds were synthesized with high conversions (>80%) and excellent selectivities (>90%). The key process was the transient formation of Pd nanoparticles that can activate oxygen, thus recycling the Pd(II) species necessary in the Wacker oxidative reaction. While light irradiation was strictly mandatory, the addition of the photocatalyst improved the reaction selectivity, due to the formation of the starting allyl(hetero)arene from some of the obtained by-products, thus entering back in the Wacker-Tsuji catalytic cycle. Once optimized, the oxidation reaction was combined in a one-pot two-step sequential protocol with an enzymatic transformation. Depending on the biocatalyst employed, i. e. an amine transaminase or an alcohol dehydrogenase, the corresponding (R)- and (S)-1-arylpropan-2-amines or 1-arylpropan-2-ols, respectively, could be synthesized in most cases with high yields (>70%) and in enantiopure form. Finally, an application of this photo-metal-biocatalytic strategy has been demonstrated in order to get access in a straightforward manner to selegiline, an anti-Parkinson drug. (Figure presented.).

Transaminase-mediated synthesis of enantiopure drug-like 1-(3′,4′-disubstituted phenyl)propan-2-amines

Transaminases (TAs) offer an environmentally and economically attractive method for the direct synthesis of pharmaceutically relevant disubstituted 1-phenylpropan-2-amine derivatives starting from prochiral ketones. In this work, we report the application of immobilised whole-cell biocatalysts with (R)-transaminase activity for the synthesis of novel disubstituted 1-phenylpropan-2-amines. After optimisation of the asymmetric synthesis, the (R)-enantiomers could be produced with 88-89% conversion and >99% ee, while the (S)-enantiomers could be selectively obtained as the unreacted fraction of the corresponding racemic amines in kinetic resolution with >48% conversion and >95% ee. This journal is