30275-30-0

Basic information

• Product Name: (S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE
• Synonyms: (S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE;1-PHENYL-2-(P-TOLYL)ETHYLAMINE;(1S)-2-(4-Methylphenyl)-1-phenylethanamine
• CAS NO: 30275-30-0
• Molecular Formula: C₁₅H₁₇N
• Molecular Weight: 211.3
• Mol File: 30275-30-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 317.8 °C at 760 mmHg
• Flash Point: 145.8 °C
• Appearance: /
• Density: 1.02
• Vapor Pressure: 0.000375mmHg at 25°C
• Refractive Index: 1.5710 to 1.5750
• PKA: 8.89±0.10(Predicted)
• CAS DataBase Reference: (S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE(30275-30-0)
• EPA Substance Registry System: (S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE(30275-30-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 30275-30-0(Hazardous Substances Data)

Usage

Description

(S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE is an organic compound that serves as a crucial intermediate in the synthesis of various chemical compounds. It is characterized by its unique structure, which includes a phenyl group and a p-tolylethylamine group, making it a valuable building block in the creation of complex molecules.

Uses

Used in Chemical Synthesis:
(S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE is used as an intermediate for the preparation of γ-nitroaldehydes with quaternary stereogenic centers. These γ-nitroaldehydes are essential in the synthesis of complex organic molecules and have potential applications in various industries.
Used in Pharmaceutical Industry:
(S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE is used as a reagent in the synthesis of optically active pyrethroids, which are compounds with insecticidal properties. These pyrethroids are effective against a range of insects, including mosquitoes, flies, and cockroaches, making them valuable in the development of insecticides for agricultural and public health applications.
Used in Research and Development:
(S)-1-PHENYL-2-(P-TOLYL)ETHYLAMINE is also utilized in the synthesis of 2,2''-Dihydroxybenzil, which acts as a stereodynamic probe for primary amines. This probe is controlled by steric strain and is essential in understanding the behavior and properties of primary amines, contributing to the advancement of chemical research and development.

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

Upstream product

• 4714-21-0 4-methylstilbene 
• 111630-13-8 phenyl p-tolylmethyl ketone O-methyloxime 
• 35675-44-6 4-methylphenylacetyl chloride 
• 71-43-2 benzene 
• 2430-99-1 1-phenyl-2-p-tolylethanone 
• 390-28-3 methoxamine 
• 492-41-1 (1R,2S)-norephedrine 
• 106-42-3 para-xylene 
• 100-52-7 benzaldehyde 

Downstream Products

• 73758-00-6 (1R,4aS,10aR)-7-Isopropyl-1,4a-dimethyl-1,2,3,4,4a,5,6,7,8,9,10,10a-dodecahydro-phenanthrene-1-carboxylic acid (1-phenyl-2-p-tolyl-ethyl)-amide 
• 149365-93-5 (2,2-Diethoxy-ethyl)-(1-phenyl-2-p-tolyl-ethyl)-amine 
• 30339-30-1 (S)-2-(4-methylphenyl)-1-phenylethylamine 
• 30339-32-3 (R)-1-phenyl-2-(p-tolyl)ethylamine 
• 78934-98-2 N-[(1'-phenyl-2'-p-tolyl)-ethyl]-propiolamide 
• 57151-31-2 1-(2-methoxy-phenyl)-4-(1-phenyl-2-p-tolyl-ethyl)-piperazine 

Relevant articles and documents

General and selective synthesis of primary amines using Ni-based homogeneous catalysts

The development of base metal catalysts for industrially relevant amination and hydrogenation reactions by applying abundant and atom economical reagents continues to be important for the cost-effective and sustainable synthesis of amines which represent highly essential chemicals. In particular, the synthesis of primary amines is of central importance because these compounds serve as key precursors and central intermediates to produce value-added fine and bulk chemicals as well as pharmaceuticals, agrochemicals and materials. Here we report a Ni-triphos complex as the first Ni-based homogeneous catalyst for both reductive amination of carbonyl compounds with ammonia and hydrogenation of nitroarenes to prepare all kinds of primary amines. Remarkably, this Ni-complex enabled the synthesis of functionalized and structurally diverse benzylic, heterocyclic and aliphatic linear and branched primary amines as well as aromatic primary amines starting from inexpensive and easily accessible carbonyl compounds (aldehydes and ketones) and nitroarenes using ammonia and molecular hydrogen. This Ni-catalyzed reductive amination methodology has been applied for the amination of more complex pharmaceuticals and steroid derivatives. Detailed DFT computations have been performed for the Ni-triphos based reductive amination reaction, and they revealed that the overall reaction has an inner-sphere mechanism with H2metathesis as the rate-determining step.

Method for producing optically active chrysanthemic acid

Disclosed is a method for producing an optically active chrysanthemic acid, which method is characterized by optical resolution of a chrysanthemic acid having a trans isomer ratio of not less than 70% and an optical purity of 2% e.e. to less than 10% e.e. with an optically active organic.

10,5-(Iminomethano)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene and derivatives. Potent PCP receptor ligands

IDDC (3, 10,5-(iminomethano)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene) and a series of substituted derivatives were synthesized and evaluated in vitro for their ability to displace tritiated MK-801 ([3H]-2) from its specific binding site in guinea pig brain homogenate. Substitution at the 3- position of 3 with bromine, chlorine, and fluorine led to increased binding affinity. In contrast, substitution of donor groups at the 3-position gave decreased binding affinities, as did all substitutions at the 7-position and on nitrogen. Where racemic mixtures were resolved, the (+)-optical antipodes were more active than their enantiomers or racemates. The most active ligand found in this study was (+)-13e (IC50 = 15.5 ± 4.5 nM). The affinity of (+)-13e for the PCP receptor makes it among the most potent ligands known. In vitro neuroprotection was demonstrated by 3, (+)-3, and (+)-6 (N-Me-IDDC) against glutamate-induced cell death in rat hippocampal cells.