16766-91-9

Basic information

• Product Name: 1,4-bis(tribromomethyl)benzene
• CAS NO: 16766-91-9
• Molecular Formula: C₈H₄Br₆
• Molecular Weight: 579.5414
• Mol File: 16766-91-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 404.3°C at 760 mmHg
• Flash Point: 192.1°C
• Density: 2.856g/cm³
• Vapor Pressure: 2.23E-06mmHg at 25°C
• Refractive Index: 1.737
• CAS DataBase Reference: 1,4-bis(tribromomethyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(tribromomethyl)benzene(16766-91-9)
• EPA Substance Registry System: 1,4-bis(tribromomethyl)benzene(16766-91-9)

Safety Data

• Hazardous Substances Data: 16766-91-9(Hazardous Substances Data)

Usage

Type of compound

Brominated flame retardant

Common uses

Plastics, textiles, and electronics

Function

Reduces flammability of materials

Mechanism

Releases bromine radicals when exposed to heat or flame, inhibiting combustion process

Environmental concerns

Environmentally persistent and bioaccumulative

Potential impact

Human health and environment

Current status

Efforts to phase out and find sustainable alternatives for fire safety applications

Upstream product

• 214779-00-7 1,4-bis(dibromomethylidene)cyclohexane 
• 106-42-3 para-xylene 
• 433-19-2 1,4-bis(trifluoromethyl)benzene 

Downstream Products

• 13158-31-1 N¹,N¹,N⁴,N⁴-tetramethylterephthalamide 
• 100-21-0 terephthalic acid 

Relevant articles and documents

Direct Formation of C?C Triple-Bonded Structural Motifs by On-Surface Dehalogenative Homocouplings of Tribromomethyl-Substituted Arenes

On-surface synthesis shows significant potential in constructing novel nanostructures/nanomaterials, which has been intensely studied in recent years. The formation of acetylenic scaffolds provides an important route to the fabrication of emerging carbon nanostructures, including carbyne, graphyne, and graphdiyne, which feature chemically vulnerable sp-hybridized carbon atoms. Herein, we designed and synthesized a tribromomethyl-substituted compound. By using a combination of high-resolution scanning tunneling microscopy, non-contact atomic force microscopy, and density functional theory calculations, we demonstrated that it is feasible to convert these compounds directly into C?C triple-bonded structural motifs by on-surface dehalogenative homocoupling reactions. Concurrently, sp3-hybridized carbon atoms are converted into sp-hybridized ones, that is, an alkyl group is transformed into an alkynyl moiety. Moreover, we achieved the formation of dimer structures, one-dimensional molecular wires, and two-dimensional molecular networks on Au(111) surfaces, which should inspire further studies towards two-dimensional graphyne structures.

Photothermal Side-Chain Bromination of Methyl-, Dimethyl-, and Trimethylbenzenes with N-Bromosuccinimide

Tri- and dibromination of methyl-, dimethyl-, and trimethylbenzenes with N-bromosuccinimide were accomplished by photothermal reaction with a tungsten lamp in carbon tetrachloride or benzene. (Dibromomethyl)arenes and (tribromomethyl) derivatives were produced depending upon a solvent used and a substituent on the benzene ring.In the bromination of methylbenzenes without a substituent on the ortho-position, (tribromomethyl)benzenes were formed.On the other hand, ortho-substituted methylbenzenes gave (dibromomethyl)benzenes. α,β-Dibromo-1,2-diarylstilbenes were formed via the debrominative carbon-carbon coupling reaction of ...