51029-28-8

Basic information

• Product Name: 1-[9,10-dimethyl-9,10-dihydro-9,10-(epoxyimino)anthracen-11-yl]ethanone
• Synonyms: 9,10-(Epoxyimino)anthracene, 11-acetyl-9,10-dihydro-9,10-dimethyl-
• CAS NO: 51029-28-8
• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.3331
• Mol File: 51029-28-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 384.8°C at 760 mmHg
• Flash Point: 186.5°C
• Density: 1.239g/cm³
• Vapor Pressure: 3.99E-06mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 1-[9,10-dimethyl-9,10-dihydro-9,10-(epoxyimino)anthracen-11-yl]ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[9,10-dimethyl-9,10-dihydro-9,10-(epoxyimino)anthracen-11-yl]ethanone(51029-28-8)
• EPA Substance Registry System: 1-[9,10-dimethyl-9,10-dihydro-9,10-(epoxyimino)anthracen-11-yl]ethanone(51029-28-8)

Safety Data

• Hazardous Substances Data: 51029-28-8(Hazardous Substances Data)

Usage

Chemical structure

1-[9,10-dimethyl-9,10-dihydro-9,10-(epoxyimino)anthracen-11-yl]ethanone

Type of compound

Synthetic anthracene derivative

Functional groups

Ketone and epoxyimino

Applications

Research and development, building block for organic compounds and pharmaceuticals

Fields of interest

Organic synthesis, medicinal chemistry, and material sciences

Structural features

Interesting target for new chemical reactions and applications

Ongoing research

Studies on properties and reactivity

Target audience

Chemists and researchers

Upstream product

• 546-88-3 acetylhydroxamic acid 
• 781-43-1 9,10-dimethylanthracene 
• 10387-13-0 9,1-bis(chloromethyl)anthracene 
• 63115-45-7 nitrosocarbonylmethane 

Downstream Products

• 74326-69-5 N-Hydroxy-N-(2-methyl-cyclohex-2-enyl)-acetamide 
• 74326-74-2 N-Hydroxy-N-(1-isopropenyl-octyl)-acetamide 
• 74326-71-9 N-Hydroxy-N-(2-methyl-1-phenyl-allyl)-acetamide 
• 74326-70-8 N-Hydroxy-N-(2-phenyl-cyclohex-2-enyl)-acetamide 
• 74326-72-0 N-Hydroxy-N-[2-(4-methoxy-phenyl)-cyclohex-2-enyl]-acetamide 
• 82537-60-8 C₂₆H₂₉NO₂ 
• 781-43-1 9,10-dimethylanthracene 
• 51029-23-3 6β,14β-(N-acetylepoxyimino)-6,14-dihydrothebaine 
• 81060-86-8 C₂₂H₁₇NO₃ 
• 74326-67-3 N-Cyclohex-2-enyl-N-hydroxy-acetamide 
• 344341-45-3 C₂₇H₃₃NO₃Si 
• 344345-32-0 C₃₁H₄₁NO₃Si 
• 344745-18-2 C₃₂H₄₃NO₃Si 
• 344745-78-4 C₃₃H₃₇NO₃Si 

Relevant articles and documents

Straightforward hetero Diels-Alder reactions of nitroso dienophiles by microreactor technology

The hetero Diels-Alder reactions of 2-nitrosotoluene and some representative acylnitrosodienophiles with a selected set of 1,3-dienes were studied under microflow conditions. The main assets of the technology, that is, an accurate control of the reaction

Formation and Dienophilic Reactions of Transient C-Nitrosocarbonyl Compounds

Oxidation of benzohydroxamic acid with tetraethylammonium periodate in the presence of the conjugated diene thebaine (1) gave the cycloadduct 6β,14β-(N-benzoylepoxyimino)-6,14-dihydrothebaine (2; R = Ph), in high yield.The corresponding N-acetyl derivative (2; R = Me) was prepared similarly using acetoxyhydroxamic acid.Likewise, 2-benzoyl- and 2-acetyl-3,6-dihydro-2H-1,2-oxazine (5; R = Ph) and (5; R = Me) were obtained from buta-1,3-diene, and the N-benzoyl and N-acetyl derivatives of 9,10-epoxyimino-9,10-dihydro-9,10-dimethylanthracene (6; R = PhCO) and (6; R = Ac) from 9,10-dimethylanthracene (DMA).These reactions are believed to involve the formation of nitrosocarbonylbenzene or nitrosocarbonylmethane, representatives of a new class of transient, reactive species.The cycloadduct (6; R = Ac) decomposed in benzene at 60 deg C in the presence of thebaine (1) to give the thebaine adduct (2; R = Me) and DMA.First-order kinetics were observed for the release of DMA, consistent with slow dissociation of the adduct (6; R = Ac) followed by rapid capture of nitrosocarbonylmethane by thebaine.The related adduct (6; R = PhCO) behaved similarly.DMA adducts of the type (6) are valuable in studies on the reactions of nitrosocarbonyl compounds, especially with co-reactants sensitive to oxidation.Thus (6; R = Ac) and 1,3-diphenylisobenzofuran (7) reacted cleanly in benzene at 80 deg C to give the O-acetyloxime (10) of 1,2-dibenzoylbenzene, possibly via the N-acetylnitrone (9) derived from the initially formed cycloadduct (8).