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209864

Sigma-Aldrich

4-tert-Butylaniline

99%

Synonym(s):

4-(1,1-Dimethylethyl)aniline, 4-(1,1-Dimethylethyl)benzenamine, 4-Amino-tert-butylbenzene, 4-t-Butylphenylamine, 4-tert-Butylbenzenamine, 4-tert-Butylphenylamine, p-(tert-Butyl)phenylamine, p-tert-Butylaniline

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About This Item

Linear Formula:
(CH3)3CC6H4NH2
CAS Number:
769-92-6
Molecular Weight:
149.23
Beilstein:
2205786
EC Number:
212-215-9
MDL number:
MFCD00007899
UNSPSC Code:
12352100
PubChem Substance ID:
24852597
NACRES:
NA.22

Quality Level

100

Assay

99%

form

liquid

refractive index

n20/D 1.538 (lit.)

bp

90-93 °C/3 mmHg (lit.)

mp

15-16 °C (lit.)

density

0.937 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)c1ccc(N)cc1

InChI

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

InChI key

WRDWWAVNELMWAM-UHFFFAOYSA-N

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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.

Application

4-tert-Butylaniline was used in the synthesis of:
  • 4-tert-Butyl-4′,4″-dinitrotriphenylamine, new triphenylamine-containing diamine monomer
  • 2-oxopyrimido[4,5-d]pyrimidin-5(6H)-one

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

215.6 °F - closed cup

Flash Point(C)

102 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Christopher G Thomson et al.
Bioorganic & medicinal chemistry letters, 21(14), 4281-4283 (2011-06-15)
A novel and robust synthesis of the fragment, 2-amino-5-tert-butylpyridine, has been described, which has been shown to have improved physicochemical properties over 4-tert-butylaniline, when considering drug-like properties. The synthesis also yields fragments containing more highly oxidised precursors to the tert-butyl
Self-complementary hydrogen bonding heterocycles designed for the enforced self-assembly into supramolecular macrocycles.
Marsh A, et al.
Chemical Communications (Cambridge, England), 13, 1527-1528 (1996)
Monica Brivio et al.
Lab on a chip, 5(4), 378-381 (2005-03-26)
The integration of a monitoring port along the microfluidic path of a MALDI-chip integrated device is described. Optimization of the microreactor design allows longer reaction and measuring times. The Schiff base reaction between 4-tert-butylaniline (1) and 4-tert-butylbenzaldehyde (2) in ethanol
Novel aromatic polyamides and polyimides functionalized with 4-tert-butyltriphenylamine groups.
Hsiao S-H, et al.
Journal of Polymer Science Part A: Polymer Chemistry, 44(15), 4579-4592 (2006)
Ji Han Kim et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 25(38), 9060-9070 (2019-04-16)
Organic light-emitting diodes are currently under research to achieve high efficiency and long life by using thermally activated delayed fluorescence (TADF) materials. In particular, many studies have focused on ensuring high efficiency in fluorescent devices by introducing TADF materials. Herein

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