6310-21-0

Basic information

• Product Name: 2-tert-Butylaniline
• Synonyms: 2-TERT-BUTYLANILINE;AKOS BBS-00003572;Aniline, 2-tert-butyl-;2-TERT-BUTYLPHENYLAMINE;2-(1,1-Dimethylethyl)benzenamine;2-tert-Butylbenzenamine;2-tert-Butylaniline,99%;2-tert-Butylaniline 98%
• CAS NO: 6310-21-0
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• EINECS: 228-634-5
• Product Categories: Aromatics;Anilines, Aromatic Amines and Nitro Compounds;Amines;C9 to C10;Nitrogen Compounds
• Mol File: 6310-21-0.mol
• Article Data: 15

Chemical Properties

• Melting Point: −60 °C(lit.)
• Boiling Point: 123-124 °C17 mm Hg(lit.)
• Flash Point: 216 °F
• Appearance: Clear pale yellow to red-brown/Liquid
• Density: 0.957 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0525mmHg at 25°C
• Refractive Index: n20/D 1.545(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 3.78±0.10(Predicted)
• CAS DataBase Reference: 2-tert-Butylaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tert-Butylaniline(6310-21-0)
• EPA Substance Registry System: 2-tert-Butylaniline(6310-21-0)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 6310-21-0(Hazardous Substances Data)

Usage

Chemical Properties

clear pale yellow to red-brown liquid

Uses

2-tert-Butylaniline may be used in the preparation of 2,3-bis(2-tert-butyl-phenyl-imino)butane. It may be used in the preparation of two rotamers, anti- and syn-N,N′-bis-(2-tert-butylphenyl)naphthalene-1,4,5,8-tetracarboxylic diimides and their guest inclusion abilities were investigated.

General Description

2-tert-Butylaniline is a sterically hindered aniline. 2-tert-Butylaniline participates in chemo- and regioselective copper-catalyzed cross-coupling reaction for the effective amination of 2-chlorobenzoic acids.

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

Upstream product

• 109932-97-0 (2-tert-butyl-phenyl)-methylamine 
• 62-53-3 aniline 
• 75-65-0 tert-butyl alcohol 
• 1634-04-4 tert-butyl methyl ether 
• 21367-80-6 2,2′-di(tertbutyl)azobenzene 
• 20442-98-2 1-azido-2-tert-butylbenzene 
• 88-18-6 2-tert-Butylphenol 
• 115-11-7 isobutene 
• 98-73-7 4-(1,1-dimethylethyl)benzoic acid 
• 59719-78-7 4-tert-butyl-3-nitrobenzoic acid 
• 4160-54-7 1-tert-butyl-2,4-dinitrobenzene 
• 31951-12-9 4-tert-butyl-3-nitro-phenylamine 
• 3282-56-2 4-tert-butylnitrobenzene 
• 71-43-2 benzene 

Downstream Products

• 111089-32-8 3-hydroxy-[2]naphthoic acid-(2-tert-butyl-anilide) 
• 111089-04-4 3-hydroxy-[2]naphthoic acid-(3-tert-butyl-anilide) 
• 210426-64-5 1-(2-tert-butylphenyl)-pyrrolidine-2,5-dione 
• 215033-64-0 N-(3-tert-butylsalicylidene)-2'-tert-butylaniline 
• 639793-55-8 (E,E)-2-[(2-tert-butylphenyl)imino]-3-(hydroxyimino)butane 
• 852575-29-2 4-(2-tert-butyl-phenylamino)-butyric acid ethyl ester 
• 848003-41-8 naphthalene-1,4-dicarboxylic acid bis-[(2-tert-butylphenyl)amide] 
• 792924-12-0 [1-(2-tert-butyl-phenylcarbamoyl)-2-methyl-propyl]-carbamic acid tert-butyl ester 
• 720712-03-8 4-(2-tert-butyl-phenylcarbamoyl)-butyric acid 
• 904807-77-8 N-(2-tert-butyl-phenyl)-succinamic acid 
• 7073-99-6 2-tert-butylbromobenzene 
• 483334-60-7 methyl 2-[N-(2-tert-butylphenylamino)]-2-oxoacetate 

Relevant articles and documents

Minimization of Back-Electron Transfer Enables the Elusive sp3 C?H Functionalization of Secondary Anilines

Anilines are some of the most used class of substrates for application in photoinduced electron transfer. N,N-Dialkyl-derivatives enable radical generation α to the N-atom by oxidation followed by deprotonation. This approach is however elusive to monosubstituted anilines owing to fast back-electron transfer (BET). Here we demonstrate that BET can be minimised by using photoredox catalysis in the presence of an exogenous alkylamine. This approach synergistically aids aniline SET oxidation and then accelerates the following deprotonation. In this way, the generation of α-anilinoalkyl radicals is now possible and these species can be used in a general sense to achieve divergent sp3 C?H functionalization.

Synthesis method of 4,4-diamino 3,3-di-tert-butyl diphenylmethane

The invention aims at providing a synthesis method of 4,4-diamino 3,3-di-tert-butyl diphenylmethane. According to the process, o-tert-butyl aniline is used as raw materials to perform further a condensation reaction with formaldehyde under the effect of solid acid catalysts to obtain the 4,4-diamino 3,3-di-tert-butyl diphenylmethane. The reaction temperature is 90 to 150 DEG C; the reaction time is 1 to 8 hours. The o-tert-butyl aniline can be obtained through methyl tertiary butyl ether or tert-butyl alcohol alkylation reaction via aniline; the raw material cost is greatly reduced; the huge possibility is provided for the industrial application of the 4,4-diamino 3,3-di-tert-butyl diphenylmethane. The catalyst is montmorillonoid or kaolin with layered structures sold in the market. The catalyst can be cyclically used. High activity is realized on the synthesis of 4,4-diamino 3,3-di-tert-butyl diphenylmethane from the o-tert-butyl and the formaldehyde. The process belongs to a green environment-friendly and efficient synthesis process for the 4,4-diamino 3,3-di-tert-butyl diphenylmethane.

Rh2(II)-catalyzed intramolecular aliphatic C-H bond amination reactions using aryl azides as the N-atom source

Rhodium(II) dicarboxylate complexes were discovered to catalyze the intramolecular amination of unactivated primary, secondary, or tertiary aliphatic C-H bonds using aryl azides as the N-atom precursor. While a strong electron-withdrawing group on the nitrogen atom is typically required to achieve this reaction, we found that both electron-rich and electron-poor aryl azides are efficient sources for the metal nitrene reactive intermediate.