33753-12-7

Basic information

• Product Name: 1,4-Naphthalenedione, 2,3-diphenyl-
• CAS NO: 33753-12-7
• Molecular Formula: C22H14O2
• Molecular Weight: 310.352
• Mol File: 33753-12-7.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: 1,4-Naphthalenedione, 2,3-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Naphthalenedione, 2,3-diphenyl-(33753-12-7)
• EPA Substance Registry System: 1,4-Naphthalenedione, 2,3-diphenyl-(33753-12-7)

Safety Data

• Hazardous Substances Data: 33753-12-7(Hazardous Substances Data)

Upstream product

• 30069-72-8 2,3-diphenylnaphthalen-1-ol 
• 501-65-5 diphenyl acetylene 
• 17763-67-6 Phenyl triflate 
• 252863-70-0 2-phenyl-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)[1,4]naphthaquinone 
• 98-80-6 phenylboronic acid 
• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 886-38-4 diphenylcyclopropenone 
• 3376-24-7 N-tert-butyl-α-phenylnitrone 
• 130-15-4 [1,4]naphthoquinone 
• 71-43-2 benzene 
• 100-63-0 phenylhydrazine 
• 2348-77-8 2-phenyl[1,4]naphthoquinone 
• 1417464-22-2 2,3-dibromonaphthalene-1,4-diyl bis(trifluoromethanesulfonate) 
• 13243-65-7 2,3-Dibromo-1,4-naphthoquinone 

Downstream Products

• 856197-04-1 1,2,3,4-tetraphenyl-1,4-dihydro-naphthalene-1,4-diol 
• 95161-80-1 2,3-diphenyl-naphthalene-1,4-diol 
• 96003-01-9 1,4-diacetoxy-2,3-diphenyl-naphthalene 

Relevant articles and documents

Computational and crystallographic examination of naphthoquinone based diarylethene photochromes

Photochromic compounds have a lengthy history of study and a profusion of applications that stand to gain from these studies. Among the classes of photochromic compounds, diarylethenes show desirable properties including high fatigue resistance and thermal stability, thus meeting some of the most important criteria necessary to enter the realm of practical applications. Recently, photochromic diarylethenes containing quinone functionalities have demonstrated interesting optical and solid-state properties. When properly interfaced with suitable electron withdrawing groups on the aryl component, both the ring-opening and ring-closing reactions can be achieved with visible light; this is in contrast to most other diarylethenes where UV light is required for ring closure. Unfortunately, quantitative conversion from open to closed forms is not possible. In this work, we examine the relative energies of conformations of solid-state structures observed by X-ray crystallography and evaluate their thermal stabilities based on density functional theory (DFT) calculations. Time-dependent DFT (TD-DFT) is used to model the UV-vis absorption spectra of these quinone diarylethenes. We show that spectral overlap between open and closed forms is a major hindrance to full photoconversion.

Nitrone Directing Groups in Rhodium(III)-Catalyzed C?H Activation of Arenes: 1,3-Dipoles versus Traceless Directing Groups

Functionalizable directing groups (DGs) are highly desirable in C?H activation chemistry. The nitrone DGs are explored in rhodium(III)-catalyzed C?H activation of arenes and couplings with cyclopropenones. N-tert-butyl nitrones bearing a small ortho subst

Aryl-free radical-mediated oxidative arylation of naphthoquinones using o-iodoxybenzoic acid and phenylhydrazines and its application toward the synthesis of benzocarbazoledione

Oxidative arylation of naphthoquinones has been developed through combination of o-iodoxybenzoic acid with arylhydrazines under mild conditions at open atmosphere. Arylated naphthoquinones with different electronic properties were obtained in moderate to good yields. The postulated radical mediated mechanism is supported by radical trapping experiments. Developed protocol for direct arylation of naphthoquinones has been extended toward short, high yielding, and an effective synthesis of antitumor-antibiotic precursor such as benzocarbazoledione.