21860-03-7 Usage
Description
2,5-Di-tert-butylaniline is an organic compound with the molecular formula C17H27N. It is characterized by the presence of two tert-butyl groups attached to a phenyl ring, with an amine group (-NH2) attached to the 2,5-positions of the phenyl ring. 2,5-DI-TERT-BUTYLANILINE is known for its stability and reactivity in various chemical reactions, making it a valuable building block in the synthesis of more complex organic molecules.
Uses
Used in Chemical Synthesis:
2,5-Di-tert-butylaniline is used as a key intermediate in the preparation of new rigid bidentate nitrogen ligands. These ligands are essential in various chemical reactions and processes, particularly in the field of coordination chemistry and homogeneous catalysis.
Used in the Preparation of dtb-BIAN:
2,5-Di-tert-butylaniline is used as a starting material for the synthesis of 1,2-bis[(2,5-di-tert-butylphenyl)imino]acenaphthene (dtb-BIAN). 2,5-DI-TERT-BUTYLANILINE is a rigid bidentate nitrogen ligand that can be employed in various applications, such as in the development of new catalysts and coordination complexes.
Used in the Preparation of N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide:
2,5-Di-tert-butylaniline is also utilized in the synthesis of N-(2,5-di-tert-butylphenyl)perylene-3,4-dicarboximide, another rigid bidentate nitrogen ligand. This ligand can be used in the development of advanced materials, such as organic light-emitting diodes (OLEDs), photovoltaic cells, and other optoelectronic devices.
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.]
Check Digit Verification of cas no
The CAS Registry Mumber 21860-03-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,8,6 and 0 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 21860-03:
(7*2)+(6*1)+(5*8)+(4*6)+(3*0)+(2*0)+(1*3)=87
87 % 10 = 7
So 21860-03-7 is a valid CAS Registry Number.
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
21860-03-7Relevant articles and documents
Intramolecular Pd-catalyzed reductive amination of enolizable sp3-C-H bonds
Ford, Russell L.,Alt, Isabel,Jana, Navendu,Driver, Tom G.
supporting information, p. 8827 - 8831 (2019/10/28)
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
Satake, Kyosuke,Okuda, Ryoichi,Hashimoto, Michiaki,Fujiwara, Yasushi,Watadani, Izumi,et al.
, p. 1154 - 1156 (2007/10/02)
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.