6315-89-5

Basic information

• Product Name: 4-Aminoveratrole
• Synonyms: 2-Methoxy-4-aminoanisole;3,4-dimethoxy-anilin;3,4-Dimethoxyaniline(4-Aminoveratrole);3,4-dimethoxy-benzenamin;3,4-dimethoxybenzenamine;Aniline, 3,4-dimethoxy-;4-AMINOVERATROL;4-AMINOVERATROLE
• CAS NO: 6315-89-5
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.18
• EINECS: 228-647-6
• Product Categories: Amines and Anilines;Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 6315-89-5.mol
• Article Data: 34

Chemical Properties

• Melting Point: 85-89 °C(lit.)
• Boiling Point: 174-176 °C22 mm Hg(lit.)
• Flash Point: 174-176°C/22mm
• Appearance: Brown/Crystalline Powder
• Density: 1.1577 (rough estimate)
• Vapor Pressure: 0.00145mmHg at 25°C
• Refractive Index: 1.4640 (estimate)
• Storage Temp.: Refrigerator (+4°C)
• Solubility: Chloroform (Sparingly), Methanol (Slightly)
• PKA: 4.78±0.10(Predicted)
• Water Solubility: insoluble
• BRN: 743399
• CAS DataBase Reference: 4-Aminoveratrole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Aminoveratrole(6315-89-5)
• EPA Substance Registry System: 4-Aminoveratrole(6315-89-5)

Safety Data

• Hazard Codes: Xn,T,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 22-24/25-36/37/39-26-36
• RIDADR: 2811
• WGK Germany: 3
• RTECS: BX4550000
• TSCA: Yes
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 6315-89-5(Hazardous Substances Data)

Usage

Chemical Properties

BROWN CRYSTALLINE POWDER

Uses

3,4-Dimethoxyaniline is commonly used as fine chemicals, used for pharmaceutical intermediates.

Synthesis Reference(s)

Tetrahedron Letters, 27, p. 4687, 1986 DOI: 10.1016/S0040-4039(00)85038-8

InChI:InChI=1/C8H11NO2/c1-10-7-4-3-6(9)5-8(7)11-2/h3-5H,9H2,1-2H3

Upstream product

• 709-09-1 3,4-dimethoxynitrobenzene 
• 2859-78-1 4-Bromoveratrole 
• 148678-88-0 C₁₄H₁₄Cl₆N₂O₆ 
• 87587-62-0 4-azido-1,2-dimethoxybenzene 
• 7647-01-0 hydrogenchloride 
• 4998-07-6 4,5-dimethoxy-2-nitro-benzoic acid 
• 7732-18-5 water 
• 791829-94-2 (4-methoxy-phenyl)-acetic acid-(3,4-dimethoxy-anilide) 
• 64-17-5 ethanol 
• 91-16-7 1,2-dimethoxybenzene 
• 13546-91-3 N-hydroxy-3,4-dimethoxybenzamide 
• 2169-98-4 3,4-Dimethoxy-benzaldehyde oxime 
• 881-70-9 3',4'-dimethoxyacetanilide 
• 7368-78-7 4-bromoguaiacol 

Downstream Products

• 856830-29-0 N-[2-(3,4-dimethoxy-anilino)-ethyl]-phthalimide 
• 57012-75-6 3-(3,4-dimethoxy-anilino)-crotonic acid ethyl ester 
• 112854-82-7 acetoacetic acid-(3,4-dimethoxy-anilide) 
• 92566-33-1 6,7-dimethoxy-2-phenylquinoline-4-carboxylic acid 
• 13548-24-8 N-(3,4-dimethoxyphenyl)-benzylidenimine 
• 39078-05-2 N-(3,4-dimethoxyphenyl)benzamide 
• 100956-66-9 N-(3,4-dimethoxyphenyl)-4-methylbenzenesulfonamide 
• 18885-63-7 (3,4-dimethoxy-phenyl)-(2,4-dinitro-phenyl)-amine 
• 67278-27-7 6,7-Dimethoxy-chinolin 
• 169120-65-4 N-(3,4-dimethoxyphenyl)-2-phenylacetamide 
• 33904-02-8 N-(3,4-dimethoxyphenyl)formamide 

Relevant articles and documents

Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines

We report the first example of homogeneously catalyzed hydrogenation of the N=N bond of azo compounds using a complex of an earth-abundant-metal. The hydrogenation reaction is catalyzed by a manganese pincer complex, proceeds under mild conditions, and yields amines, which makes this methodology a sustainable alternative route for the conversion of azo compounds. A plausible mechanism involving metal-ligand cooperation and hydrazine intermediacy is proposed based on mechanistic studies. (Figure presented.).

Palladium supported on metal–organic framework as a catalyst for the hydrogenation of nitroarenes under mild conditions

Sustainable development demands an environmentally friendly and efficient method for the hydrogenation of organic molecules, including the hydrogenation of functionalized nitroarenes. In this study, a highly active and selective metal–organic framework-supported palladium catalyst was prepared for the catalytic hydrogenation of nitroarenes. High selectivity (>99%) and excellent yield (98%) of aniline were realized after 2 hours in ethanol under hydrogen (1 atm) at room temperature. The reductions were successfully carried out in the presence of a wide range of other reducible functional groups. More importantly, the catalyst was very stable without the loss of its catalytic activity after five cycles.