2-tert-Butylaniline
[CAS# 6310-21-0]

Identification

• Classification: Organic raw materials >> Amino compound >> Cycloalkylamines, aromatic monoamines, aromatic polyamines and derivatives and salts
• Name: 2-tert-Butylaniline
• Molecular Formula: C₁₀H₁₅N
• Molecular Weight: 149.23
• CAS Registry Number: 6310-21-0
• EC Number: 228-634-5
• SMILES: CC(C)(C)C1=CC=CC=C1N

Properties

• Density: 0.9±0.1 g/cm³, Calc.^*, 0.957 g/mL (Expl.)
• Melting point: -60 °C (Expl.)
• Index of Refraction: 1.529, Calc.^*, 1.545 (Expl.)
• Boiling Point: 234.6±9.0 °C (760 mmHg), Calc.^*, 263.9-265.2 °C (Expl.)
• Flash Point: 102.2 °C, Calc.^*, 102 °C (Expl.)

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H315-H319-H335
• Safety Statements: P261-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H332
Acute toxicity	Acute Tox.	4	H312
Eye irritation	Eye Irrit.	2A	H319
Acute toxicity	Acute Tox.	4	H302

Discovery and Applications

2-tert-Butylaniline, with the chemical formula C10H15N, is an aromatic amine compound that consists of a benzene ring with a tert-butyl group and an amino group (-NH2) attached to it at the 2-position. It is one of the isomers of butylaniline, differing from other isomers in the position of the substituents on the benzene ring.

The discovery and synthesis of 2-tert-butylaniline are part of the broader development of substituted aniline derivatives in the late 19th and early 20th centuries. Aniline and its derivatives have been of significant interest due to their role as key intermediates in the chemical and pharmaceutical industries. Over the years, the synthesis of various substituted aniline derivatives, including 2-tert-butylaniline, has been explored for their industrial applications.

2-tert-Butylaniline is primarily used in the chemical industry as a starting material for the synthesis of various organic compounds. One of its major uses is in the production of dyes and pigments, where it serves as an intermediate in the synthesis of azo dyes. Azo dyes are widely used in the textile industry for coloring fabrics and are also applied in other industries such as food and cosmetics.

In addition to its use in dye manufacturing, 2-tert-butylaniline is employed in the synthesis of certain pharmaceuticals and agrochemicals. The presence of both the amino group and the bulky tert-butyl group makes it a useful intermediate in the creation of compounds with specific steric and electronic properties. These properties can be useful in the development of more targeted drugs and chemical products.

2-tert-butylaniline is also a valuable reagent in research, particularly in organic synthesis. The amino group can participate in a variety of chemical reactions, such as nucleophilic substitution and condensation reactions, to form more complex molecules. These reactions are essential in the development of new materials and in the study of chemical reactivity in aromatic systems.

In conclusion, 2-tert-butylaniline is an important chemical intermediate with applications in the production of dyes, pharmaceuticals, and agrochemicals. Its utility in organic synthesis and its role as a precursor to various industrial compounds underscore its importance in both research and commercial applications.

References

2011. Synthesis and characterization of highly soluble aromatic polyimides. Chinese Journal of Polymer Science, 29(4).
DOI: 10.1007/s10118-011-1058-2

2016. Synthesis and characterization of polyimides from 4,4′-(3-(tert-butyl)-4-aminophenoxy)diphenyl ether. Journal of Polymer Research, 24(1).
DOI: 10.1007/s10965-016-1168-1

2022. Trifarotene. Pharmaceutical Substances.
URL: https://pharmaceutical-substances.thieme.com/ps/search-results?docUri=KD-20-0249