3139-55-7

Basic information

• Product Name: (S)-(-)-1 1-DIPHENYL-2-AMINOPROPANE 97
• Synonyms: 1,1-diphenyl-2-aminopropane;alpha-methyl-beta-phenyl-benzeneethanamin;alpha-methyl-beta-phenylbenzeneethanamine;alpha-methyl-beta-phenyl-phenethylamin;alpha-methyl-beta-phenyl-phenethylamine;dpa1;(S)-(-)-1 1-DIPHENYL-2-AMINOPROPANE 97
• CAS NO: 3139-55-7
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.30218
• Mol File: 3139-55-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 78-82 °C(lit.)
• Boiling Point: 324.161 °C at 760 mmHg
• Flash Point: 150.039 °C
• Appearance: /
• Density: 1.022 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.575
• PKA: 9.21±0.10(Predicted)
• CAS DataBase Reference: (S)-(-)-1 1-DIPHENYL-2-AMINOPROPANE 97(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-1 1-DIPHENYL-2-AMINOPROPANE 97(3139-55-7)
• EPA Substance Registry System: (S)-(-)-1 1-DIPHENYL-2-AMINOPROPANE 97(3139-55-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 3139-55-7(Hazardous Substances Data)

Usage

General Description

(S)-(-)-1,1-Diphenyl-2-aminopropane 97 is a chemical compound with the molecular formula C15H19N. It is commonly known as (S)-(-)-amphetamine and is a chiral amphetamine derivative. (S)-(-)-1 1-DIPHENYL-2-AMINOPROPANE 97 is used as a central nervous system stimulant and is commonly prescribed for the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. It works by increasing the levels of certain neurotransmitters, such as dopamine and norepinephrine, in the brain, which helps to improve focus and attention. However, it is a controlled substance due to its potential for abuse and addiction. Its physical properties include a white crystalline powder form, and it must be handled and used with care due to its potential psychological and physical side effects.

InChI:InChI=1/C15H17N/c1-12(16)15(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-12,15H,16H2,1H3/t12-/m0/s1

Upstream product

• 71-43-2 benzene 
• 7764-13-8 diphenyl-2,2 methyl-3 aziridine 
• 64-17-5 ethanol 
• 778-66-5 1,1-diphenyl-1-propene 
• 39861-30-8 2-chloro-1-methyl-2-phenyl-ethylamine; hydrochloride 
• 781-35-1 1,1-diphenylacetone 
• 26251-08-1 2-nitro-1-phenylpropan-1-ol 

Downstream Products

• 118474-68-3 (5R,6S,10bR)-5-Methyl-6-phenyl-1,5,6,10b-tetrahydro-2H-pyrrolo[2,1-a]isoquinolin-3-one 
• 118573-88-9 (5R,6S,10bS)-5-Methyl-6-phenyl-1,5,6,10b-tetrahydro-2H-pyrrolo[2,1-a]isoquinolin-3-one 
• 118573-87-8 (5S,6S,10bS)-5-Methyl-6-phenyl-1,5,6,10b-tetrahydro-2H-pyrrolo[2,1-a]isoquinolin-3-one 
• 118474-67-2 5-Ethoxy-1-(1-methyl-2,2-diphenyl-ethyl)-pyrrolidin-2-one 
• 118474-69-4 1-(1-Methyl-2,2-diphenyl-ethyl)-pyrrolidine-2,5-dione 
• 67659-37-4 (S)-1,1-diphenyl-2-aminopropane 
• 67659-36-3 (R)-1,1-diphenyl-2-aminopropane 

Relevant articles and documents

Direct Access to Primary Amines from Alkenes by Selective Metal-Free Hydroamination

Direct and selective synthesis of primary amines from easily available precursors is attractive yet challenging. Herein, we report the rapid synthesis of primary amines from alkenes via metal-free regioselective hydroamination at room temperature. Ammonium carbonate was used as ammonia surrogate for the first time, allowing for efficient conversion of terminal and internal alkenes into linear, α-branched, and α-tertiary primary amines under mild conditions. This method provides a straightforward and powerful approach to a wide spectrum of advanced, highly functionalized primary amines which are of particular interest in pharmaceutical chemistry and other areas.

Total synthesis of (-)-platensimycin by advancing oxocarbenium- and iminium-mediated catalytic methods

(-)-Platensimycin is a potent inhibitor of fatty acid synthase that holds promise in the treatment of metabolic disorders (e.g., diabetes and "fatty liver") and pathogenic infections (e.g., those caused by drug-resistant bacteria). Herein, we describe its total synthesis through a four-step preparation of the aromatic amine fragment and an improved stereocontrolled assembly of the ketolide fragment, (-)-platensic acid. Key synthetic advances include 1) a modified Lieben haloform reaction to directly convert an aryl methyl ketone into its methyl ester within 30 seconds, 2) an experimentally improved dialkylation protocol to form platensic acid, 3) a sterically controlled chemo- and diastereoselective organocatalytic conjugate reduction of a spiro-cyclized cyclohexadienone by using the trifluoroacetic acid salt of α-amino di-tert-butyl malonate, 4) a tetrabutylammonium fluoride promoted spiro-alkylative para dearomatization of a free phenol to assemble the cagelike ketolide core with the moderate leaving-group ability of an early tosylate intermediate, and 5) a bismuth(III)-catalyzed Friedel-Crafts cyclization of a free lactol, with LiClO4 as an additive to liberate a more active oxocarbenium perchlorate species and suppress the Lewis basicity of the sulfonyloxy group. The longest linear sequence is 21 steps with an overall yield of 3.8% from commercially available eugenol. Relay tactics: The stereocontrolled assembly of the potent antibiotic (-)-platensimycin in 21 steps and 3.8% yield from eugenol is described (see scheme; TBAF: tetrabutylammonium fluoride; Ts: toluene-4-sulfonyl). Highlights are 1) a rapid oxidative esterification of an acyl aromatic, 2) a reliable dialkylation protocol to form platensic acid, 3) a π-facial conjugate reduction of a dienone, 4) a TBAF-promoted alkylative dearomatization of a free phenol, and 5) a Friedel-Crafts closure of a free lactol.

Photoinduced Nucleophilic Addition of Ammonia and Alkylamines to Aryl-Substituted Alkenes in the Presence of p-Dicyanobenzene

The photoamination of 1,1-diphenylpropene (1a) with ammonia and some primary alkylamines in the presence of p-dicyanobenzene gave the corresponding N-substituted 2-amino-1,1-diphenylpropane (2a-e) along with the formation of 3-methyl-4,4-diphenylbutanenitrile (3a), 1,1-diphenylpropane (4a), 3,3-diphenylpropene (5), and diphenylmethane (6).In the case of 1,1-diphenylethene (1b), N-substituted 1-amino-2,2-diphenylethane (2f-h), 4,4-diphenylbutanenitrile (3b), and 1,1-diphenylethane (4b) were produced.In photoamination with t-butylamine in acetonitrile, 3a and 3b were mainly formed as a consequence of the incorporation of acetonitrile to 1a and 1b.The photoamination of 1-phenyl-3,4-dihydronaphthalene (1c) with isopropylamine or t-butylamine gave cis- and trans-N-substituted 1-phenyl-2-amino-1,2,3,4-tetrahydronaphthalenes (15 and 16) in a ratio of ca. 8:2.The mechanism of photoamination is discussed in terms of a photochemical electron transfer of 1 to p-dicyanobenzene followed by a nucleophilic addition of the amine to the cation radical of 1.