769-92-6

Basic information

• Product Name: 4-tert-Butylaniline
• Synonyms: TIMTEC-BB SBB007738;BUTTPARK 44\03-77;BENZENAMINE, 4-(1,1-DIMETHYLETHYL)-;4-TERT-BUTYLANILINE;4-tert-Butylaniline,99%;4-TERT-BUTYL BENZENEAMINE;1-Amino-4-tert-butylbenzene;4-tert-Butylaniline 98%
• CAS NO: 769-92-6
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• EINECS: 212-215-9
• Product Categories: Drug Intermediates;Aromatics;Amines;Phenyls & Phenyl-Het;C9 to C10;Nitrogen Compounds
• Mol File: 769-92-6.mol
• Article Data: 102

Chemical Properties

• Melting Point: 15-16 °C(lit.)
• Boiling Point: 90-93 °C3 mm Hg(lit.)
• Flash Point: 215 °F
• Appearance: Clear orange-red to brownish/Liquid
• Density: 0.937 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0431mmHg at 25°C
• Refractive Index: n20/D 1.538(lit.)
• Storage Temp.: 0-10°C
• PKA: pK1: 3.78(+1) (25°C)
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 2205786
• CAS DataBase Reference: 4-tert-Butylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-tert-Butylaniline(769-92-6)
• EPA Substance Registry System: 4-tert-Butylaniline(769-92-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• Hazardous Substances Data: 769-92-6(Hazardous Substances Data)

Usage

Chemical Properties

clear orange-red to brownish liquid

Uses

4-tert-Butylaniline reacts with formic acid to produce formic acid-(4-tert-butyl-anilide). This reaction could happen in the presence of the solvent of toluene in the condition of heating. 4-tert-Butylaniline is used in the synthesis of 4-tert-Butyl-4?,4?-dinitrotriphenylamine, new triphenylamine-containing diamine monomer and 2-oxopyrimido[4,5-d]pyrimidin-5(6H)-one.

General Description

Schiff base formation reaction between 4-tert-butylaniline and 4-tert-butylbenzaldehyde in ethanol has been carried out using the matrix-assisted laser desorption ionization-chip system.

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

Upstream product

• 64-10-8 phenyl carbamate 
• 75-65-0 tert-butyl alcohol 
• 558-17-8 tert-Butyl iodide 
• 98-95-3 nitrobenzene 
• 937-33-7 N-tert-butylaniline 
• 62-53-3 aniline 
• 115-11-7 isobutene 
• 7598-28-9 4-tert-butylphenyltosylate 
• 18522-89-9 1-azido-4-tert-butylbenzene 
• 479533-85-2 1-(4-tert-butylphenyl)-3-phenylthiourea 
• 7647-01-0 hydrogenchloride 
• 3282-56-2 4-tert-butylnitrobenzene 
• 64-17-5 ethanol 
• 4627-22-9 bis(4-tert-butylphenyl)amine 

Downstream Products

• 20330-45-4 4-tert-butylacetanilide 
• 110244-54-7 4-(tert-butyl)-N-(4-(tert-butyl)phenyl)benzamide 
• 28395-92-8 (4-tert-Butyl-phenyl)-carbamic acid 5-chloro-2-(2,4-dichloro-phenoxy)-phenyl ester 
• 1625-91-8 4,4'-di-tert-butylbiphenyl 
• 53692-25-4 4,3′-di-tert-butylbiphenyl 
• 76783-54-5 2,4'-di(tert-butyl)biphenyl 
• 88485-92-1 2-((p-(tert-butyl)phenyl)amino)-2-phenylacetonitrile 
• 134899-76-6 Ethyl N-(p-(tert-butyl)phenyl)acetimidate 
• 68141-13-9 6-(tert-butyl)quinoline 
• 107986-04-9 ω-<(4-tert-Butylphenyl)hydrazono>-ω,2,4-trichloracetophenon 
• 185435-34-1 6-(4-tert-butylanilino)-3-(2-methylphenyl)uracil 
• 185435-40-9 3-(2,4-dibromo-6-methylphenyl)-6-(4-tert-butylanilino)uracil 
• 185435-31-8 6-(4-tert-Butyl-phenylamino)-3-(2-trifluoromethyl-phenyl)-1H-pyrimidine-2,4-dione 
• 4418-90-0 4'-tert-butyl-4-hydroxyazobenzene 

Relevant articles and documents

Highly organic phase soluble polyisobutylene-bound cobalt phthalocyanines as recyclable catalysts for nitroarene reduction

A cobalt phthalocyanine (CoMPc) containing covalently linked polyisobutylene (PIB) groups as phase anchors that is both highly soluble in nonpolar organic solvents and phase selectively soluble in a liquid/liquid separation step is shown to be an effective recyclable homogeneous catalyst for nitroarene reduction in a semi-thermomorphic system. Electron-donating and electron-withdrawing substituents in the nitroarene are tolerated in this aniline synthesis and the catalyst is recyclable up to 10 cycles with little leaching and no detectable loss in reactivity after 10 cycles.

Synthesis and characterization of chitosan pyridyl imine palladium (CPIP) complex as green catalyst for organic transformations

In this work, the modification of chitosan using 2-acetyl pyridine has been used to prepare an intermediate, chitosan pyridyl imine (CPI), in first step and then in second step it is further reacted with Pd(OAc)2 to develop chitosan pyridyl imine palladium (CPIP) complex catalyst in a very simplistic way. The formed CPIP has been extensively characterized with respect to raw chitosan utilizing methods including FT-IR, pyrolysis GC–MS, XRD, XPS, FE-SEM, EDS, TGA-DTG and DSC. TG-DSC study suggested that the catalyst is thermally stable up to 300?°C. This catalyst shows an excellent activity in the reduction of toxic pollutant nitrobenzene to less toxic aniline. CPIP complex has also been found to give magnificent results in Suzuki–Miyaura and Heck cross-coupling reactions, and therefore, using this green catalyst, the toxic phosphine ligand can be excluded from cross-coupling reactions. This study furnishes an economic and eco-friendly catalyst for organic transformation in sustainable chemistry.

Chemoselective Hydrogenation of Nitroarenes Using an Air-Stable Base-Metal Catalyst

The reduction of nitroarenes to anilines as well as azobenzenes to hydrazobenzenes using a single base-metal catalyst is reported. The hydrogenation reactions are performed with an air-and moisture-stable manganese catalyst and proceed under relatively mild reaction conditions. The transformation tolerates a broad range of functional groups, affording aniline derivatives and hydrazobenzenes in high yields. Mechanistic studies suggest that the reaction proceeds via a bifunctional activation involving metal-ligand cooperative catalysis.