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

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 
• 30339-30-1 (S)-2-(4-methylphenyl)-1-phenylethylamine 
• 30339-32-3 (R)-1-phenyl-2-(p-tolyl)ethylamine 
• 57151-31-2 1-(2-methoxy-phenyl)-4-(1-phenyl-2-p-tolyl-ethyl)-piperazine 
• 78934-98-2 N-[(1'-phenyl-2'-p-tolyl)-ethyl]-propiolamide 
• 149365-93-5 (2,2-Diethoxy-ethyl)-(1-phenyl-2-p-tolyl-ethyl)-amine 

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.

Process for producing optically active amines

Disclosed is a process for producing an optically active amine represented by the formula (IV) STR1 wherein R7 and R8 each denote an alkyl group, aryl group or aralkyl group, providing that they do not denote the same group at the same time, and * indicates an asymmetric carbon atom, which comprises reacting an asymmetric reducing agent obtained from (1) an optically active amine derivative represented by the formula (I) STR2 wherein R1 denotes an alkyl group, aryl group or aralkyl group; R2 denotes a hydrogen atom, alkyl group or aralkyl group; R3 denotes an aryl group or a substituent represented by the formula (II) STR3 wherein R4 and R5 each denote a hydrogen atom, aryl group or aralkyl group, and * is as defined above, (2) a metal borohydride and (3) sulfuric acid, with either the syn-isomer or the anti-isomer of an oxime derivative represented by the formula (III) or with a mixture rich in either one of the two isomers STR4 wherein R6 denotes an alkyl group, aralkyl group or alkyl-substituted silyl group, and R7 and R8 are as defined above. The optically active amine obtained can be used as a resolving agent for preparing medicinal agents, agricultural chemicals, or intermediates thereof.