83-80-7

Basic information

• Product Name: 1,5-DIBENZOYLNAPHTHALENE
• Synonyms: 1,5-Naphthalenediylbis(phenylmethanone);5-Benzoyl-1-naphtyl(phenyl) ketone;[5-(benzoyl)-1-naphthyl]-phenyl-methanone;[5-(benzoyl)naphthalen-1-yl]-phenylmethanone;phenyl-(5-phenylcarbonylnaphthalen-1-yl)methanone;Methanone, 1,5-naphthalenediylbis[phenyl-;1,5-DIBENZOYLNAPHTHALENE;1,5-dibenzoyl-2-naphthaene
• CAS NO: 83-80-7
• Molecular Formula: C₂₄H₁₆O₂
• Molecular Weight: 336.38
• EINECS: 201-502-4
• Mol File: 83-80-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 532.3 °C at 760 mmHg
• Flash Point: 195.8 °C
• Appearance: /
• Density: 1.202 g/cm³
• Vapor Pressure: 2.06E-11mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 1,5-DIBENZOYLNAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIBENZOYLNAPHTHALENE(83-80-7)
• EPA Substance Registry System: 1,5-DIBENZOYLNAPHTHALENE(83-80-7)

Safety Data

• Hazardous Substances Data: 83-80-7(Hazardous Substances Data)

Usage

Description

1,5-Dibenzoylnaphthalene is a chemical compound derived from naphthalene, featuring two benzoyl groups attached to the 1 and 5 positions of the naphthalene ring. It is recognized for its versatility in organic chemistry due to its ability to participate in various chemical reactions, such as Friedel-Crafts acylation and nucleophilic substitution. This makes it a valuable building block in the synthesis of dyes, pigments, and other organic compounds.

Uses

Used in Organic Synthesis:
1,5-Dibenzoylnaphthalene is used as a reagent in organic synthesis for its capacity to undergo multiple chemical reactions, contributing to the creation of a wide range of organic compounds.
Used in Dye and Pigment Production:
As a starting material, 1,5-dibenzoylnaphthalene is utilized in the production of dyes and pigments, given its chemical properties that facilitate the development of colorants for various applications.
Used in Research and Pharmaceutical Industries:
1,5-Dibenzoylnaphthalene is employed in research and pharmaceutical industries as a starting material for the synthesis of new pharmaceutical compounds and other functional materials, owing to its reactivity and structural features that can be manipulated for specific purposes.

InChI:InChI=1/C24H16O2/c25-23(17-9-3-1-4-10-17)21-15-7-14-20-19(21)13-8-16-22(20)24(26)18-11-5-2-6-12-18/h1-16H

Upstream product

• 91-20-3 naphthalene 
• 98-88-4 benzoyl chloride 
• 642-29-5 1-benzoylnaphthalene 
• 71-43-2 benzene 

Downstream Products

• 128-66-5 dibenzo[b,def]chrysene-7,14-dione 
• 856205-52-2 1,5-bis-(α-hydroxy-benzhydryl)-naphthalene 
• 54811-17-5 1,5-dibenzylnaphthalene 
• 876483-15-7 1,5-bis-(α-chloro-benzhydryl)-naphthalene 

Relevant articles and documents

Incorporation of the 1,5-naphthalene subunit into heteroporphyrin structure: Toward helical aceneporphyrinoids

5,10,15,20-Tetraaryl-22-hetero-1,5-naphthiporphyrins, which contain a 1,5-naphthylene moiety instead of one pyrrole embedded in the macrocyclic framework of heteroporphyrins, were obtained by the [3 + 1] approach using the 1,5-naphthylene analogue of tripyrrane (1,5-bis(phenyl(2-pyrolyl)methyl) naphthalene) and 2,5-bis(arylhydroxymethyl)heterocyclopentadiene (heterocyclopentadiene: thiophene, selenophene, tellurophene). The steric constraints, imposed by the substitution mode of the 1,5-naphthylene building block, resulted in the specific helical conformation of 22-hetero-1,5- naphthiporphyrins. The spectroscopic and structural properties of these aceneporphyrinoids indicate a lack of macrocycle aromaticity. Their protonation yielded solely dicationic species.