10137-87-8

Basic information

• Product Name: N-Ethyl-α-methylbenzenemethanamine
• Synonyms: N-Ethyl-α-methylbenzenemethanamine;N-ethyl-1-phenylethanamine(SALTDATA: FREE);N-ethyl-1-phenylethanamine;Benzenemethanamine,N-ethyl-a-methyl-
• CAS NO: 10137-87-8
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.236
• Mol File: 10137-87-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 143°C (estimate)
• Boiling Point: 230.33°C (estimate)
• Flash Point: 72.3°C
• Appearance: /
• Density: 0.9285 (estimate)
• Vapor Pressure: 0.326mmHg at 25°C
• Refractive Index: 1.5140 (estimate)
• CAS DataBase Reference: N-Ethyl-α-methylbenzenemethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Ethyl-α-methylbenzenemethanamine(10137-87-8)
• EPA Substance Registry System: N-Ethyl-α-methylbenzenemethanamine(10137-87-8)

Safety Data

• Hazardous Substances Data: 10137-87-8(Hazardous Substances Data)

Usage

Description

N-Ethyl-α-methylbenzenemethanamine, also known as N,α-diethylphenylethylamine, is a psychoactive chemical compound with the molecular formula C12H19N. It is a substituted phenethylamine and a derivative of amphetamine, bearing structural similarities to methamphetamine. N-Ethyl-α-methylbenzenemethanamine acts as a central nervous system stimulant and is classified as a psychoactive substance.

Uses

Used in Pharmaceutical Industry:
N-Ethyl-α-methylbenzenemethanamine is used as an active pharmaceutical ingredient for the development of stimulant medications due to its ability to stimulate the central nervous system.
Used in Research and Development:
It is utilized in scientific research as a reference compound for studying the effects of central nervous system stimulants and their potential applications in medicine.
Used in Illicit Drug Production:
Regrettably, N-Ethyl-α-methylbenzenemethanamine is also used in the illicit production of designer drugs, contributing to its classification as a substance with potential for abuse.
Due to its potential for misuse and abuse, the use and distribution of N-Ethyl-α-methylbenzenethanamine are restricted and regulated in many countries to prevent harmful effects on individuals and society.

InChI:InChI=1/C10H15N/c1-3-11-9(2)10-7-5-4-6-8-10/h4-9,11H,3H2,1-2H3

Upstream product

• 64-67-5 diethyl sulfate 
• 618-36-0 rac-methylbenzylamine 
• 36065-27-7 N-α-phenylethylacetamide 
• 109-89-7 diethylamine 
• 108-90-7 chlorobenzene 
• 861569-11-1 N-ethyl-N'-phenyl-N-(1-phenyl-ethyl)-hydrazine 
• 64-19-7 acetic acid 
• 74-96-4 ethyl bromide 
• 2627-86-3 (-)-α-methylbenzylamine 
• 64-17-5 ethanol 
• 105077-21-2 N-(1-phenylethylidene)ethylamine 
• 591-51-5 phenyllithium 
• 613-91-2 acetophenone oxime 
• 75-07-0 acetaldehyde 

Downstream Products

• 75263-23-9 Ethyl-[(methyl-phenyl-phosphanyl)-methyl]-(1-phenyl-ethyl)-amine 
• 75263-17-1 Ethyl-[(isopropyl-methyl-phosphanyl)-methyl]-(1-phenyl-ethyl)-amine 
• 19302-28-4 (S)-(-)-N-ethyl-α-methylbenzylamine 
• 70811-66-4 (R)-N-ethyl-α-methylbenzenemethanamine 

Relevant articles and documents

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Disulfonimide-Catalyzed Asymmetric Reduction of N-Alkyl Imines

A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O has been developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method tolerates a large variety of alkyl amines, thus illustrating potential for a general reductive cross-coupling of ketones with diverse amines, and it was applied in the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline. A chiral disulfonimide (DSI)-catalyzed asymmetric reduction of N-alkyl imines with Hantzsch esters as a hydrogen source in the presence of Boc2O was developed. The reaction delivers Boc-protected N-alkyl amines with excellent yields and enantioselectivity. The method was successfully applied to the synthesis of the pharmaceuticals (S)-Rivastigmine, NPS R-568 Hydrochloride, and (R)-Fendiline.

ASYMMETRIC IMINE HYDROGENATION PROCESSES

A process for the catalytic hydrogenation or asymmetric hydrogenation of imines of Formula (I) to the corresponding amines of Formula (II) is provided in which R1 is aryl ; R2 is aryl, cyclic, alkyl, alkenyl or alkynyl; and R3 is alky l. The catalytic system includes a ruthenium complex containing (1) a diamine and (2) a diphosphine or two monodentate phosphines ligands. Such process also relates to the asymmetric hydrogenation of prochiral imines to the chiral amines using chiral ruthenium complexes bearing chiral diphosphines or chiral monodentate phosphines and chiral diamines.

Saponification agents. 2. Synthesis of arylisocyanates with ethyl lactate and their use in racemic bases saponification

Reaction of the arylisocyanates 2a-c with ethyl (S)-(-)-lactate, followed by careful saponification, afforded the corresponding chiral acids (S)-(-)- 4a-c. The latter were successfully used for the resolution of various racemic bases belonging to both the ephedrine and α-aryl ethylamine series.