90434-58-5

Basic information

• Product Name: 4-(1-AMINO-ETHYL)-PHENYLAMINE
• Synonyms: 4-(1-AMINO-ETHYL)-PHENYLAMINE;4-(1-Aminoethyl)aniline;Benzenemethanamine, 4-amino-.alpha.-methyl-;(RS)-4-Amino-α-methylbenzylamine
• CAS NO: 90434-58-5
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.19
• Mol File: 90434-58-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 269.7°Cat760mmHg
• Flash Point: 137.6°C
• Appearance: /
• Density: 1.056g/cm³
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 4-(1-AMINO-ETHYL)-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(1-AMINO-ETHYL)-PHENYLAMINE(90434-58-5)
• EPA Substance Registry System: 4-(1-AMINO-ETHYL)-PHENYLAMINE(90434-58-5)

Safety Data

• Hazard Codes: T
• Hazardous Substances Data: 90434-58-5(Hazardous Substances Data)

Usage

Description

4-(1-AMINO-ETHYL)-PHENYLAMINE, also known as primary aromatic amine, is a chemical compound with the molecular formula C8H12N2. It features a benzene ring with an amino group attached to it, which contributes to its unique chemical properties. 4-(1-AMINO-ETHYL)-PHENYLAMINE is recognized for its antioxidant and cytotoxic properties, making it a promising candidate for various applications in the medical and cosmetic industries.

Uses

Used in Pharmaceutical Industry:
4-(1-AMINO-ETHYL)-PHENYLAMINE is used as an intermediate in the synthesis of various pharmaceuticals due to its reactive nature and ability to form a wide range of chemical compounds. Its presence in the development of drugs can enhance their therapeutic effects and contribute to the treatment of different medical conditions.
Used in Cosmetic Industry:
In the cosmetic industry, 4-(1-AMINO-ETHYL)-PHENYLAMINE is utilized for its antioxidant properties, which can help protect the skin from oxidative stress and environmental damage. This can lead to the development of skincare products that promote healthier and more resilient skin.
Used in Dye Manufacturing:
4-(1-AMINO-ETHYL)-PHENYLAMINE is used as a key component in the production of dyes, where its chemical structure allows for the creation of vibrant and stable colorants. These dyes can be applied across various industries, including textiles, plastics, and printing.
Used in Organic Synthesis:
As an intermediate in organic synthesis, 4-(1-AMINO-ETHYL)-PHENYLAMINE plays a crucial role in the formation of complex organic molecules. Its versatility in chemical reactions makes it an essential building block for the synthesis of a wide array of organic compounds.
It is important to handle 4-(1-AMINO-ETHYL)-PHENYLAMINE with care, as it can be hazardous if not used properly. Proper safety measures and precautions should be taken to ensure its safe application in various industries.

InChI:InChI=1/C8H12N2/c1-6(9)7-2-4-8(10)5-3-7/h2-6H,9-10H2,1H3

Upstream product

• 38063-81-9 p-aminoacetophenone oxime 
• 42142-15-4 1-(4-nitro-phenyl)-ethylamine 
• 100-19-6 (4-nitrophenyl)ethanone 
• 35588-60-4 p-chloro-(R,S)-1-phenylethylamine 
• 99-92-3 p-aminobenzophenone 

Downstream Products

• 32479-14-4 C₁₅H₁₇N₃O₂S 
• 32479-13-3 N-(α-Methyl-p-phenylazobenzyl)-α-naphthamid 

Relevant articles and documents

Microwave-Enhanced Asymmetric Transfer Hydrogenation of N-(tert-Butylsulfinyl)imines

Microwave irradiation has considerably enhanced the efficiency of the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in isopropyl alcohol catalyzed by a ruthenium complex bearing the achiral ligand 2-amino-2-methylpropan-1-ol. In addition to shortening reaction times for the transfer hydrogenation processes to only 30 min, the amounts of ruthenium catalyst and isopropyl alcohol can be considerably reduced in comparison with our previous procedure assisted by conventional heating, which diminishes the environmental impact of this new protocol. This methodology can be applied to aromatic, heteroaromatic and aliphatic N-(tert-butylsulfinyl)ketimines, leading, after desulfinylation, to the expected primary amines in excellent yields and with enantiomeric excesses of up to 96 %. Microwave irradiation promotes the asymmetric transfer hydrogenation of N-(tert-butylsulfinyl)imines in 2-propanol catalysed by a ruthenium complex bearing an achiral β-amino alcohol as ligand. After desulfinylation, α-branched primary amines containing aromatic, heteroaromatic and aliphatic substituents are obtained in excellent yields and with enantiomeric excesses of up to 96 %.

Asymmetric synthesis of chiral primary amines by transfer hydrogenation of N -(tert -Butanesulfinyl)ketimines

(Figure presented) The diastereoselective reduction of (R)-N-(tert- butanesulfinyl)ketimines by a ruthenium-catalyzed asymmetric transfer hydrogenation process in isopropyl alcohol, followed by desulfinylation of the nitrogen atom, is an excellent method to prepare highly enantiomerically enriched α-branched primary amines (up to >99% ee) in short reaction times (1-4 h). (1S,2R)-1-Amino-2-indanol has been shown to be a very efficient ligand to perform this transformation. Ketimines bearing either an aryl or a heteroaryl group and an alkyl group as substituents of the iminic carbon atom are very good substrates for this process. The reduction of a dialkyl ketimine could also be achieved, affording the expected amine with moderate optical purity (69% ee). Some amines which are precursors of very interesting biologically and pharmacologically active compounds have been prepared in excellent yields and enantiomeric excesses.