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

General Description

1,8-Dibromopyrene is a chemical compound known for its use in organic synthesis and research. This organic compound consists of bromine and pyrene. The key characterizing feature of 1,8-Dibromopyrene lies in its two bromine atoms which are linked at the first and eight positions of the pyrene framework. It is also distinguished by its polycyclic aromatic hydrocarbon structure. Typically, it comes in the form of an off-white powder. It is primarily used in the field of organic chemistry as a building block to synthesize more complex chemical 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 
• 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 
• 75-09-2 dichloromethane 
• 7726-95-6 bromine 
• 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 
• 859627-74-0 4-[6-(3-hydroxy-3-methyl-but-1-ynyl)-pyren-1-yl]-2-methyl-3-butyn-2-ol 
• 1393714-03-8 C₃₈H₃₀ 
• 1393714-04-9 C₃₈H₃₀ 
• 1361026-32-5 3,4,5,6-tetraphenyldicyclopenta[cd,fg]pyrene 
• 1361026-31-4 1,2,6,7-tetraphenyldicyclopenta[cd,jk]pyrene 
• 264134-00-1 1,8-bis(3',5'-di-tert-butylphenyl)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.

Synthetic method for preparing novel pyrene D-pi-A type solar cell dye through click reaction

The invention provides a synthetic method for preparing a novel pyrene D-pi-A type solar cell dye through a click reaction, and belongs to the field of organic photoelectric material synthesis. The click reaction principle is utilized, pyrene compounds are used as elements; alkyl is introduced through an azido-alkynyl Husigen cycloaddition reaction catalyzed by copper; a Sonogashira coupling reaction is performed to inoculate a benzoic acid or cyanoacrylic acid-like receptor; a branched chain is introduced to a pyrene element to form the D-pi-A type solar cell dye material. According to the technical route, by controlling the positions of electron donating/withdrawing groups, the problems of low efficiency and the like caused by aggregation of dye molecules can be solved so that the compound has very high ultraviolet absorption and photoelectric conversion efficiency. In the synthesis process, the ultraviolet, laser and microwave integrated technology is beneficial to promoting click reaction to be accelerated, and a new thought and a new scheme are provided for rapid control synthesis of pyrene D-pi-A type solar cell dyes and similar compounds.

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.