92299-38-2

Basic information

• Product Name: 1,4-dibromo-2,3,5,6-tetraethylbenzene
• CAS NO: 92299-38-2
• Molecular Formula: C₁₄H₂₀Br₂
• Molecular Weight: 348.1166
• Mol File: 92299-38-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 353.5°C at 760 mmHg
• Flash Point: 195.3°C
• Density: 1.375g/cm³
• Vapor Pressure: 7.29E-05mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: 1,4-dibromo-2,3,5,6-tetraethylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dibromo-2,3,5,6-tetraethylbenzene(92299-38-2)
• EPA Substance Registry System: 1,4-dibromo-2,3,5,6-tetraethylbenzene(92299-38-2)

Safety Data

• Hazardous Substances Data: 92299-38-2(Hazardous Substances Data)

Usage

Structure

Benzene ring with four ethyl groups (-CH2CH3) attached and two bromine (Br) atoms at the 1 and 4 positions.

Usage

Intermediate in the synthesis of other organic compounds, production of dyes and pigments.

Physical state

Colorless to pale yellow liquid.

Solubility

Insoluble in water, soluble in organic solvents.

Toxicity

Moderately toxic, requires proper handling and precautions.

Upstream product

• 635-81-4 1,2,4,5-tetraethylbenzene 
• 604-88-6 hexaethylbenzene 
• 7726-95-6 bromine 
• 7553-56-2 iodine 
• 71-43-2 benzene 

Relevant articles and documents

Control of functional group proximity and direction by conformational networks: Synthesis and stereodynamics of persubstituted arenes

The cooperative nonbonded interactions present in hexaethylbenzene result in an arrangement of alkyl groups such that the 1,3,5 and 2,4,6 substituents point to opposite faces of the benzene ring. Correspondingly, derivatives of hexaethylbenzene have their functional groups convergent (meta as in 1,3,5-trisubstituted-2,4,6-triethylbenzene) or divergent (ortho, para as in 1,2-disubstituted-3,4,5,6-tetraethylbenzenes or 1,4-disubstituted-2,3,5,6-tetraethylbenzenes) due to this cooperative conformational network. To illustrate this structural feature and probe its dynamics, 1,4-di-X-2,3,5,6-tetraethylbenzenes have been synthesized. The dynamic stereochemistry of the disubstituted compounds has been studied by variable temperature 1H NMR spectroscopy. Using the same strategy, the 1,3,5-tris(CH2Y)-2,4,6-triethylbenzenes have also been prepared. The steric bulk of the substituent in the disubstituted compounds has been found to influence the barrier height. The trends found are applicable for the use of these compounds as angular building blocks for the design of ligands, polymers, and supramolecular architectures.