2-Bromo-1,3,5-triisopropylbenzene
[CAS# 21524-34-5]

Identification

• Classification: Organic raw materials >> Hydrocarbon compounds and their derivatives >> Aromatic hydrocarbon
• Name: 2-Bromo-1,3,5-triisopropylbenzene
• Synonyms: 1-Bromo-2,4,6-triisopropylbenzene
• Molecular Formula: C₁₅H₂₃Br
• Molecular Weight: 283.25
• CAS Registry Number: 21524-34-5
• EC Number: 807-580-1
• SMILES: CC(C)C1=CC(=C(C(=C1)C(C)C)Br)C(C)C

Properties

• Density: 1.118
• Boiling point: 96-97 ºC (0.1 mmHg)
• Refractive index: 1.523
• Flash point: >110 ºC

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Hazard Classification

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

Discovory and Applicatios

2-Bromo-1,3,5-triisopropylbenzene is a significant chemical compound in the field of organic synthesis and materials science. Characterized by its bromine substitution on the benzene ring and three isopropyl groups, this compound is valued for its utility in various chemical transformations and its role in the development of advanced materials.

The discovery of 2-bromo-1,3,5-triisopropylbenzene is rooted in the exploration of brominated aromatic compounds and their reactivity. The synthesis of this compound typically involves the bromination of 1,3,5-triisopropylbenzene using bromine or brominating agents. This process selectively introduces a bromine atom at the 2-position of the aromatic ring, resulting in the formation of 2-bromo-1,3,5-triisopropylbenzene. The presence of isopropyl groups enhances the stability and solubility of the compound, making it suitable for various applications.

One of the primary applications of 2-bromo-1,3,5-triisopropylbenzene is as an intermediate in organic synthesis. Its structure allows for selective functionalization at the bromine site, which can be exploited in further chemical reactions to produce a range of products. For instance, the bromine atom can participate in nucleophilic substitution reactions, where it is replaced by various nucleophiles to form new compounds. This versatility makes 2-bromo-1,3,5-triisopropylbenzene a valuable building block in the synthesis of complex organic molecules.

In addition to its role as a synthetic intermediate, 2-bromo-1,3,5-triisopropylbenzene is used in the development of new materials. Its unique structural features contribute to the formation of advanced polymers and materials with desirable properties. For example, the compound can be utilized in the synthesis of polymeric materials with enhanced thermal and chemical stability due to the presence of the bromine atom and the bulky isopropyl groups. These materials have applications in coatings, adhesives, and other industrial products.

The compound also finds use in research studies aimed at understanding the reactivity and stability of brominated aromatic compounds. Investigations into the behavior of 2-bromo-1,3,5-triisopropylbenzene provide insights into the mechanisms of bromination reactions and the influence of substituents on aromatic systems. Such research contributes to the broader knowledge of organic chemistry and aids in the development of new chemical methodologies.

Overall, 2-bromo-1,3,5-triisopropylbenzene is a valuable compound in organic synthesis and materials science. Its applications as an intermediate and in material development underscore its importance in advancing chemical processes and creating innovative materials.