38303-35-4

Basic information

• Product Name: 1,8-Dibromopyrene
• Synonyms: 1,8-Dibromopyrene
• CAS NO: 38303-35-4
• Molecular Formula: C₁₆H₈Br₂
• Molecular Weight: 360.04272
• Mol File: 38303-35-4.mol
• Article Data: 31

Chemical Properties

• Melting Point: 211 °C
• Boiling Point: 469.6°C at 760 mmHg
• Flash Point: 277.3°C
• Appearance: /
• Density: 1.852g/cm³
• Vapor Pressure: 1.54E-08mmHg at 25°C
• Refractive Index: 1.863
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1,8-Dibromopyrene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Dibromopyrene(38303-35-4)
• EPA Substance Registry System: 1,8-Dibromopyrene(38303-35-4)

Safety Data

• Hazardous Substances Data: 38303-35-4(Hazardous Substances Data)

Usage

Description

1,8-Dibromopyrene is a chemical compound characterized by its polycyclic aromatic hydrocarbon structure, with two bromine atoms linked at the first and eighth positions of the pyrene framework. It is known for its use in organic synthesis and research, typically appearing as an off-white powder.

Uses

Used in Organic Chemistry:
1,8-Dibromopyrene is used as a building block for synthesizing more complex chemical compounds, serving as a key component in the development of novel organic materials and molecules.
Used in Research:
1,8-Dibromopyrene is utilized in various research applications, particularly in the study of organic synthesis methods and the exploration of new chemical reactions involving polycyclic aromatic hydrocarbons. Its unique structure and bromine substitution make it a valuable tool for understanding the properties and reactivity of related compounds.

InChI:InChI=1/C16H8Br2/c17-13-7-3-9-1-2-10-4-8-14(18)12-6-5-11(13)15(9)16(10)12/h1-8H

Upstream product

• 129-00-0 pyrene 
• 75-09-2 dichloromethane 
• 7726-95-6 bromine 
• 16400-51-4 3,3'-dibromobiphenyl 
• 77-48-5 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione 
• 27973-29-1 1,6-dibromopyrene 
• 30269-02-4 1-amino-8-nitropyrene 
• 42882-04-2 1-bromo-8-nitropyrene 
• 1714-29-0 1-bromopyrene 
• 42882-07-5 1-Amino-8-brom-pyren 

Downstream Products

• 264134-01-2 1,8-dibromo-3,6-bis(3',5'-di-tert-butylphenyl)pyrene 
• 1004759-97-0 1,8-bis[Au(PPh₃)]pyrene*CH₂Cl₂ 
• 863643-48-5 1,8-bis(3-methyl-3-hydroxy-1-butynyl)pyrene 

Relevant articles and documents

Synthesis and spectral properties of a hexameric pyrene-fluorene chromophore based on cyclotriphosphazene

A new fluorene substituted methoxybenzene-pyrene chromophore (3), [1-(9,9-dimethylfluorene)-8-(4-methoxyphenyl)]pyrene, was synthesized by the Suzuki cross-coupling reactions of 1,8-dibromopyrene with 4-methoxyphenylboronic acid and 9,9-dimethylfluorene-2-boronic acid pinacol ester, respectively. The hexameric compound (5), hexakis{1-oxyphenyl-8-(9,9-dimethylfluorene)pyrene} cyclotriphosphazene, was prepared by a nucleophilic displacement reaction of hexachlorocyclotriphosphazene, N3P3Cl6, with (4), [1-(9,9-dimethylfluorene)-8-(4-hydroxyphenyl)]pyrene, which was obtained from the deprotection of compound (3). The newly synthesized compounds were fully characterized by standard spectroscopic techniques. The spectral properties of compound (5) were investigated by thermogravimetric analysis, differential scanning calorimetry, UV-Vis and fluorescence spectroscopy, and cyclic voltammetry. In addition, fluorescence quantum yields, fluorescence lifetimes and fluorescence quenching behavior by 1,4-benzoquinone were investigated in dichloromethane. It was found that the hexameric compound (5) emitted in the blue-light spectral region with a maxima of 455 nm, with a quantum yield of 0.63 in dichloromethane. Compound (5) was amorphous in nature and exhibited excellent thermal stability, with a decomposition temperature of 498 °C and a high glass-transition temperature of 58°C.

Electron-Transfer-Induced Self-Assembly of a Molecular Tweezer Platform

The design and synthesis of a new molecular tweezer (T-tmp) with electron-rich pincers are reported. The stable monocationic radicals and self-assembled dimeric radicals of this molecular tweezer platform were prepared by chemical oxidative titration. With the aid of DFT calculations, it was found that the dimeric radicals with syn-syn-syn conformer has the most stable structure, with the hole primarily delocalized between parallel stacked pyrenyl groups.

Pyrene derivatives with two types of substituents at positions 1, 3, 6, and 8-fad or necessity?

1,3,6,8-Tetrasubstituted pyrene derivatives with two types of substituents in an asymmetry or axial symmetry pattern have been prepared and characterized. To the best of our knowledge, these compounds are compared for the first time to their analogs containing the same substituent at all four positions, which explains the need for their synthesis. We present information on the chemistry of pyrenes, which are substituted in the non-K region, to help obtain the most efficient materials. Moreover, theoretical studies were extended to analogs which contain the first type of substituent at positions 1 and 3, whereas the second type of substituent is located at positions 6 and 8, for which the synthesis is nontrivial. The obtained data show which trend these kinds of molecules will follow.