66584-31-4

Basic information

• Product Name: 3-Methoxy-5-methylphenylamine
• Synonyms: 3-Methoxy-5-methylphenylamine;3-Methoxy-5-Methylaniline;3-Methoxy-5-methylbenzenamine
• CAS NO: 66584-31-4
• Molecular Formula: C₈H₁₁NO
• Molecular Weight: 137.18
• Mol File: 66584-31-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 46-47 °C
• Boiling Point: 257.7 °C at 760 mmHg
• Flash Point: 120.2 °C
• Appearance: /
• Density: 1.039 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• PKA: 4.30±0.10(Predicted)
• CAS DataBase Reference: 3-Methoxy-5-methylphenylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methoxy-5-methylphenylamine(66584-31-4)
• EPA Substance Registry System: 3-Methoxy-5-methylphenylamine(66584-31-4)

Safety Data

• Hazardous Substances Data: 66584-31-4(Hazardous Substances Data)

Usage

Description

3-Methoxy-5-methylphenylamine is an aniline derivative characterized by the presence of a methoxy group at the 3rd position and a methyl group at the 5th position on the phenyl ring. It is a versatile chemical intermediate with applications in the pharmaceutical and chemical industries.

Uses

Used in Pharmaceutical Industry:
3-Methoxy-5-methylphenylamine is used as a chemical intermediate for the synthesis of sulphonamides and aryl amines, which are important antitubercular agents. These compounds play a crucial role in the development of medications to treat tuberculosis, a disease caused by the bacterium Mycobacterium tuberculosis.
Used in Chemical Industry:
3-Methoxy-5-methylphenylamine is also utilized as a building block in the synthesis of various organic compounds, contributing to the development of new materials and products in the chemical industry. Its unique structural features make it a valuable component in the creation of novel molecules with potential applications in various fields.

Upstream product

• 93-51-6 2-Methoxy-4-methylphenol 
• 5307-05-1 1-hydroxy-4-methoxy-2-methylbenzene 
• 618-85-9 3,5-dinitrotoluene 
• 73909-16-7 2-chloro-5-methylanisole 
• 82477-66-5 1-chloro-3-methoxy-5-methylbenzene 
• 499-08-1 1-fluoro-3-methyl-5-nitrobenzene 
• 618-61-1 3-methyl-5-nitro-aniline 
• 35113-97-4 3-methoxy-5-methyl-nitrobenzene 
• 615-74-7 2-chloro-5-methylphenol 

Downstream Products

• 1261826-46-3 1-iodo-3-methoxy-5-methylbenzene 
• 704-29-0 2-Amino-3-methoxy-5-methyl-benzaldehyd 
• 91004-35-2 2-Nitro-3-methoxy-5-methyl-benzaldehyd 
• 29578-84-5 3-Methoxy-5-methylpropiophenon 
• 856893-62-4 ethyl [2-(2,2-dimethylpropanoylamino)-6-methoxy-4-methylphenyl]oxoacetate 
• 856893-66-8 4-methoxy-6-methyl-1H-indazole-3-carboxylic acid 
• 856893-61-3 N-(3-methoxy-5-methylphenyl)-2,2-dimethylpropionamide 
• 90674-26-3 3-methoxy-5-methyl-benzaldehyde 
• 29578-83-4 3-bromo-5-methoxytoluene 
• 35122-84-0 3-Methoxy-5-methyl-N,N-dimethylanilin 

Relevant articles and documents

One-Pot Generation of Benzynes from Phenols: Formation of Primary Anilines by the Deoxyamination of Phenols

Benzynes were selectively generated in situ from phenols and trapped regioselectively with potassium hexamethyldisilazide to form primary anilines following acidic workup. The direct conversion of a phenolic hydroxyl group into a free amino group is a useful method for the preparation of primary aryl amines that are hard to synthesize by using coupling reactions involving phenol derivatives with ammonia. Whereas reactions of ortho- and meta-substituted phenols produced meta-substituted anilines exclusively, those of para-substituted phenols provided ortho-silylanilines.

The Kinetics of the Reactions of Picryl Chloride with Some Substituted Anilines. Part 5.

Arrhenius parameters have been measured for the reactions of picryl chloride with the following substituted anilines in acetonitrile: 3-amino- and 3-methyl-aniline, 3-amino-5-nitroaniline, 3-fluoro-5-methylsulphonylaniline, 3-X-5-methylanilines (X=NO2, OMe, CH3, F, Cl, Br, or I) and 3,5-X2-anilines (X = F, Cl, Br, or I).A total of 33 3,5-disubstituted anilines have now been examined for the additivity of substituent effects on the free energy of activation, and it has been shown that with the exception of 3-amino-5-nitroaniline this hypothesis reproduces experimental rate constants within a factor of 2.A rationalization is proposed for the deviations that occur in some cases when more stringent criteria of additivity are used.