21860-03-7

Basic information

• Product Name: 2,5-DI-TERT-BUTYLANILINE
• Synonyms: 2,5-DI-TERT-BUTYLANILINE;2,5-Di-tert-butylaniline 99%;2,5-di-tert-butylbenzenamine
• CAS NO: 21860-03-7
• Molecular Formula: C₁₄H₂₃N
• Molecular Weight: 205.34
• Product Categories: Amines;C11 to C38;Nitrogen Compounds
• Mol File: 21860-03-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 103-106 °C(lit.)
• Boiling Point: 294.7°C at 760 mmHg
• Flash Point: 129.3°C
• Appearance: /
• Density: 0.912g/cm³
• Vapor Pressure: 0.0016mmHg at 25°C
• Refractive Index: 1.509
• BRN: 2691916
• CAS DataBase Reference: 2,5-DI-TERT-BUTYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DI-TERT-BUTYLANILINE(21860-03-7)
• EPA Substance Registry System: 2,5-DI-TERT-BUTYLANILINE(21860-03-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 21860-03-7(Hazardous Substances Data)

Usage

Uses

2,5-Di-tert-butylaniline has been used in the preparation of:new rigid bidentate nitrogen ligands 1,2-bis[(2,5-di-tert-butylphenyl)imino]acenaphthene (dtb-BIAN)N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide

Purification Methods

The aniline recrystallises from EtOH in fine needles after steam distillation. It has a pKa2 5 of 3.58 (50% aqueous EtOH). The tosylate has m 164o (from AcOH). [Bell & Wilson J Chem Soc 2340 1956, Carpenter et al. J Org Chem 16 586 1951, Bartlett et al. J Am Chem Soc 76 2349 1954, Beilstein 12 IV 2891.]

InChI:InChI=1/C14H23N/c1-13(2,3)10-7-8-11(12(15)9-10)14(4,5)6/h7-9H,15H2,1-6H3

Upstream product

• 3463-35-2 2,5-di-tert-butylnitrobenzene 
• 71-43-2 benzene 
• 253185-03-4 tert-butylbenzene 
• 1012-72-2 1,4-di-tert-butylbenzene 
• 87086-78-0 methyl 3,6-di-tert-butyl-1H-azepine-1-carboxylate 

Downstream Products

• 473794-93-3 N-(2,5-di-tert-butylphenyl)-5-methoxy-salicylaldimine 
• 473794-95-5 N-(2,5-di-tert-butylphenyl)-4-hydroxy-salicylaldimine 
• 473795-04-9 N-(2,5-di-tert-butlyphenyl)-2-hydroxy-naphthaldimine 
• 1038917-43-9 (N,N'E,N,N'E)-N,N'-(etane-1,2-diylidene)-bis(2,5-di-tert-butyl aniline) 
• 173166-63-7 2,7-bis(2,5-di-tert-butylphenyl)benzo[lmn][3,8]phananthroline-1,3,6,8-tetrone 
• 23278-20-8 N-(2,5-di-tert-butyl-phenyl)-acetamide 
• 850244-93-8 (S)-N-(2,5-di-tert-butylphenyl)-3-(2-iodophenyl)-2-methylpropanamide 
• 850244-74-5 N-(2,5-di-tert-butylphenyl)-3-(2-iodophenyl)propanamide 
• 850244-78-9 2-[benzyl-(2-iodophenyl)amino]-N-(2,5-di-tert-butylphenyl)acetamide 
• 165261-25-6 N-(2,5-di-tert-butylphenyl)-perylene-3,4-dicarboxylic imide 
• 83054-80-2 N,N'-bis(2,5-di-tert-butylphenyl)perylene-3,4:9,10-bis(dicarboximide) 
• 909121-52-4 N-(2,5-di-tert-butylphenyl)-4-bromo-1,8-napththalimide 
• 147345-97-9 2,5-di(tert-butyl)isothiocyanatobenzene 
• 473794-91-1 N-(2,5-di-tert-butylphenyl)-5-hydroxy-salicylaldimine 

Relevant articles and documents

Intramolecular Pd-catalyzed reductive amination of enolizable sp3-C-H bonds

A palladium-catalyzed reductive cyclization of nitroarenes has been designed to construct sp3-C-NHAr bonds from sp3-C-H bonds by using an enolizable nucleophile to intercept a nitrosoarene intermediate. Exposure of ortho-substituted nitroarenes to 5 mol ?% of Pd(OAc)2 and 10 mol ?% of phenanthroline under 2 atm of CO constructs partially saturated 5-, 6-, or 7-membered N-heterocycles using α-pyridyl carboxylates, malonates, 1,3-dimethylbarbituric acid, 1,3-diones, or difurans as the nucleophile.

Synthesis and Characterization of 2H-, 3H- and 4H-Azepine: The First Observation of the Thermal Distribution Equilibrium of Azepines

Demethoxycarbonylation of methyl 2,5-di-tert-butyl-1H-azepine-1-carboxylate using 1,8-diazabicycloundec-7-ene gives exclusively two isomers of 3H-azepine derivatives, while methyl 3,6-di-tert-butyl-1H-azepine-1-carboxylate gives a mixture of 2H-, 3H- and 4H-azepine derivatives under the same conditions because of a 1,5-hydrogen shift in the resulting triene system.