13117-94-7

Basic information

• Product Name: 6-TERT-BUTYL-O-TOLUIDINE
• Synonyms: 6-TERT-BUTYL-2-METHYLANILINE;6-TERT-BUTYL-O-TOLUIDINE;2-tert-Butyl-6-methylaniline;Aniline, 2-tert-butyl-6-methyl-;Benzenamine, 2-(1,1-dimethylethyl)-6-methyl-;Butylotoluidine;6-tert-butyl-o-toluidine96+%;6-tert-Butyl-o-toluidine (NH2=1)
• CAS NO: 13117-94-7
• Molecular Formula: C₁₁H₁₇N
• Molecular Weight: 163.26
• EINECS: 236-044-4
• Mol File: 13117-94-7.mol

Chemical Properties

• Boiling Point: 250°C
• Flash Point: 103.1 °C
• Appearance: /
• Density: 0,96 g/cm3
• Refractive Index: 1.5400 to 1.5440
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: 6-TERT-BUTYL-O-TOLUIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-TERT-BUTYL-O-TOLUIDINE(13117-94-7)
• EPA Substance Registry System: 6-TERT-BUTYL-O-TOLUIDINE(13117-94-7)

Safety Data

• Statements: 23/24/25
• Safety Statements: 26-36/37/39-45
• RIDADR: 2810
• Hazardous Substances Data: 13117-94-7(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis Industry:
6-TERT-BUTYL-O-TOLUIDINE is used as a chemical intermediate for the production of dyes, which are essential for coloring various materials in industries such as textiles, plastics, and printing inks. Its role in dye synthesis is crucial for creating a wide range of colorants with specific properties.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 6-TERT-BUTYL-O-TOLUIDINE is utilized as an intermediate in the synthesis of various drugs. Its unique chemical structure allows it to be a building block for the development of new medicinal compounds with potential therapeutic applications.
Used in Organic Chemicals Production:
6-TERT-BUTYL-O-TOLUIDINE is also employed in the production of other organic chemicals, where its reactivity and functional groups contribute to the formation of complex organic molecules with diverse applications in various industries.

Upstream product

• 78-83-1 2-methyl-propan-1-ol 
• 95-53-4 o-toluidine 
• 115-11-7 isobutene 
• 2219-82-1 2-tert-Butyl-6-methylphenol 

Downstream Products

• 150079-35-9 formic acid-(2-tert-butyl-6-methyl-anilide) 

Relevant articles and documents

Highly selective amination of o-and p-alkyl phenols over Pd/Al 2O3-BaO

A series of Pd-based catalysts were prepared and examined for the amination of 2,6-dimethylphenol in a fixedbed reactor. The best results were obtained for Pd/Al2O3-BaO with a conversion of 99.89% and a selectivity of 91.16%. These catalysts were characterized using BET, XRD, XPS, TEM and NH3-TPD. Doped BaO not only improved the dispersion of the Pd particles but also decreased the acidity of the catalyst, which remarkably enhanced the selectivity and stability of the catalyst. The generality of Pd/Al 2O3-BaO for this kind of reaction was demonstrated by catalytic aminations of o- and p-alkyl phenols.

Syntheses and15N NMR Spectra of Iminodiaziridines - Ring-Expansions of 1-Aryl-3-iminodiaziridines to 1H- and 3aH-Benzimidazoles, 2H-Indazoles, and 5H-Dibenzo[d,f] [1,3]diazepines

Iminodiaziridines are synthesized, by (i) 1,3-dehydrochlorination with potassium, teri-butoxide of N-chloroguanidines, generated in situ from. N,N′,N″-substituted guanidines with tert-butyl hypochlorite, and (ii) base-mediated 1,3-elimination of sulfuric acid from N,N',N″- substituted hydroxyguanidine O-sulfonic acids. At elevated temperatures, (alkylimino)diaziridines undergo valence isomerization by 1,3shift, [2+1] cycloelimination to afford isocyanides and diazenes, and ring-opening elimination to yield alkylideneguanidines. N′-Aryl-N-hydroxyguanidine O-sulfonic acids furnish (N-arylimino)diaziridines, but no 1-aryl-3- iminodiaziridines, instead giving rearranged isomere. Precursors containing perdeuterated feri-butyl groups give rearranged products that show complete scrambling. This indicates that l-aryl-3iminodiaziridines are intermediates that undergo very rapid I degenerate valence isomerization. Provided that the ortho aryl positions are substituted, high yields of (arylimino)diaziridines are obtained, along with 2-imino-2,3-dihydro-3aHbenzimidazoles, Otherwise, 2-amino-lH-benzimidazoles and strongly fluorescent 3-amino-2H-indazoles, originating from rearrangements of the elusive l-aryl-3-iminodiaziridines, predominate. N',N″-Diaryl-N-hydroxyguanidine O-sulfonic acids give only rearranged products: a 2-amino-1H-benzimidazole and a 6-amino-5H-dibenzo[d,f][1. 3]diazepine if aryl = phenyl, or a 2-imino-2,3-dihydro-3aH-benzimidazole if aryl = mesityl. 3aH-Benzimidazoles slowly dimerize through Diels-Alder reactions. 15N NMR signals were assigned, to the syn and anti ring nitrogen atoms of iminodiaziridines with the help of a combination of homonuclear NOE and HNHMBC or HN-gHMBC experiments.

Chemical process for forming 2,6-dimethylaniline

Hydroxy aromatics are aminated to form the corresponding aromatic amine by reaction at 200°-400°C with ammonia in the presence of a cyclohexanone and water in contact with a hydrogen transfer catalyst. For example, 2,6-dimethylphenol reacts with ammonia in the presence of cyclohexanone, water and a supported palladium catalyst to form 2,6-dimethylaniline.