844-51-9

Basic information

• Product Name: 2,5-DIPHENYL-P-BENZOQUINONE
• Synonyms: 2,5-DIPHENYLQUINONE;DIPHENOQUINONE;4-dione,2,5-diphenyl-5-cyclohexadiene-1;2,5-Diphenyl-1,4-benzoquinon;2,5-Diphenyl-p-benzoquinone (pract), 93% (uv-vis);2,5-Diphenyl-p-benzoquinone, 98+%;2',5'-Dihydro-1,1':4',1''-terbenzene-2',5'-dione;2,5-Diphenyl-2,5-cyclohexadiene-1,4-dione
• CAS NO: 844-51-9
• Molecular Formula: C₁₈H₁₂O₂
• Molecular Weight: 260.29
• EINECS: 212-680-8
• Product Categories: Anthraquinones, Hydroquinones and Quinones;Benzoquinones
• Mol File: 844-51-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 215-217°C
• Boiling Point: 457.9 °C at 760 mmHg
• Flash Point: 170.5 °C
• Appearance: bright yellow powder
• Density: 1.237 g/cm³
• Vapor Pressure: 1.43E-08mmHg at 25°C
• Refractive Index: 1.642
• Solubility: Soluble in hot Toluene (almost transparency).
• Stability: Stability
• BRN: 2051812
• CAS DataBase Reference: 2,5-DIPHENYL-P-BENZOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIPHENYL-P-BENZOQUINONE(844-51-9)
• EPA Substance Registry System: 2,5-DIPHENYL-P-BENZOQUINONE(844-51-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37
• TSCA: Yes
• HazardClass: IRRITANT
• Hazardous Substances Data: 844-51-9(Hazardous Substances Data)

Usage

Chemical Properties

golden flake

Uses

2,5-Diphenyl-p-benzoquinone is used as pharmaceutical intermediate.

InChI:InChI=1/C18H12O2/c19-17-12-16(14-9-5-2-6-10-14)18(20)11-15(17)13-7-3-1-4-8-13/h1-12H

Upstream product

• 938-81-8 N-nitrosoacetanilide 
• 363-03-1 2-phenyl-1,4-benzoquinone 
• 106-51-4 p-benzoquinone 
• 71-43-2 benzene 
• 100151-17-5 2’,5’-dimethoxy-1,1’:4’,1”-terphenyl 
• 5422-91-3 2,5-diphenyl-1,4-dihydroxybenzene 
• 7705-08-0 iron(III) chloride 
• 14474-63-6 1,4-Diphenyl-2,5-bis-(2-phenyl-vinyl)-benzol 
• 98-80-6 phenylboronic acid 
• 14474-62-5 1,4-Diphenyl-2,5-bis-(1,2-dibrom-2-phenyl-ethyl)-benzol 
• 14474-61-4 1,4-Diphenyl-2,5-bis-(2-phenyl-ethyl)-benzol 
• 150-78-7 1,4-dimethoxybezene 
• 2674-34-2 1,4-dibromo-2,5-dimethoxybenzene 
• 536-74-3 phenylacetylene 

Downstream Products

• 28293-27-8 2,5-Bis-hexylamino-3,6-diphenyl-[1,4]benzoquinone 
• 28293-28-9 2,5-Bis-heptylamino-3,6-diphenyl-[1,4]benzoquinone 
• 5422-91-3 2,5-diphenyl-1,4-dihydroxybenzene 
• 28293-39-2 2,5-dibromo-3,6-diphenyl-[1,4]benzoquinone 
• 55458-24-7 3,6-diphenyl-2,5-dimethoxy-1,4-benzoquinone 
• 1579997-02-6 C₃₂H₂₇O₂P 
• 1579997-02-6 C₃₂H₂₇O₂P 
• 1579997-11-7 C₃₁H₂₇O₂PS 
• 1579997-11-7 C₃₁H₂₇O₂PS 
• 1579997-11-7 C₃₁H₂₇O₂PS 
• 1579997-25-3 C₄₂H₃₂O₂P₂ 
• 1101-41-3 Tetraphenyldiphosphin 
• 1579997-26-4 C₄₂H₃₂O₂P₂S₂ 
• 1054-60-0 tetraphenyldiphosphine disulfide 

Relevant articles and documents

Palladium-catalyzed direct C-H functionalization of benzoquinone

A direct Pd-catalyzed C-H functionalization of benzoquinone (BQ) can be controlled to give either mono- or disubstituted BQ, including the installation of two different groups in a one-pot procedure. BQ can now be directly functionalized with aryl, heteroaryl, cycloalkyl, and cyclo-alkene groups and, moreover, the reaction is conducted in environmentally benign water or acetone as solvents.

Synthesis and evaluation of arylquinones as BACE1 inhibitors, β-amyloid peptide aggregation inhibitors, and destabilizers of preformed β-amyloid fibrils

BACE1 activity, inhibition of Aβ aggregation, and disaggregation of preformed Aβ fibrils constitute the three major targets in the development of small-molecule lipophilic new drugs for the treatment of Alzheimer's disease (AD). Quinones are widely distributed among natural products and possess relevant and varied biological activities including antitumor and antibiotic, inhibition of HIV-1 reverse transcriptase, antidiabetic, or COX-inhibition, among others. We report herein the interaction of several arylquinones and their derivatives with the amyloidogenic pathway of the amyloid precursor protein processing. Our studies put forward that these compounds are promising candidates in the development of new drugs which are effective simultaneously towards the three major targets of AD.

Studies on the Meerwein Arylation-Based Preparation of 2,3-Diarylbenzene-1,4-diones and Its Theoretical Interpretation

Title compounds possessing a variety of substituents are systematically prepared by means of Meerwein arylation of benzene-1,4-dione. Synthetic aspects and their MNDO calculation-based interpretation are described.