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

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

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 
• 63115-45-7 nitrosocarbonylmethane 
• 344745-78-4 C₃₃H₃₇NO₃Si 
• 344745-18-2 C₃₂H₄₃NO₃Si 
• 344345-32-0 C₃₁H₄₁NO₃Si 

Relevant articles and documents

Cycloadditions of 1-phosphono-1,3-butadienes with nitroso heterodienophiles: A versatile synthetic route for polyfunctionalized aminophosphonic derivatives

The hetero-Diels-Alder (HDA) reaction of 1-(diethoxyphosphonyl)-1,3- butadiene, 1-(dibenzyloxyphosphonyl)-1,3-butadiene, and 1-(diethoxyphosphonyl)- 3-tert-butyldimethylsilyloxy-1,3-butadiene with various nitroso heterodienophiles has been investigated as a new synthetic route for aminophosphonic derivatives. The HDA cycloadditions regioselectively led to the proximal isomers, i.e., presenting the NR3 group in the meta position regarding the phosphonate substituent. From the resulting 6-phosphono-3,6- dihydro-1,2-oxazine cycloadducts, a limited number of chemical steps were allowed to obtain a significant variety of aminophosphonic compounds of potential interest in medicinal chemistry. This has been illustrated through the synthesis of (Z)-4-(o-tolylamino)-1-hydroxybut-2-enylphosphonic acid, diethyl 3,4-dihydroxy-1-o-tolylpyrrolidin-2-yl-2-phosphonate, 4-(o-tolylamino)-1,2,3- trihydroxybutylphosphonic acid, diethyl 3-(2-(o-tolylamino)-1-hydroxyethyl) oxiran-2-yl-2-phosphonate, and diethyl 4,5-dihydroxymorpholin-6-yl-6- phosphonate.

A VERSATILE METHOD FOR CARBON-NITROGEN BOND FORMATION VIA ENE REACTIONS OF ACYLNITROSO COMPOUNDS

The use of acylnitroso compounds of the general formula RCONO as enophiles in the formation of carbon-nitrogen bonds is discribed.Both inter- and intramolecular ene reactions have been studied.For the intermolecular examples, nitrosocarbonylmethane, thermally liberated from its Diels-Alder adduct with 9,10-dimethylanthracene, is reacted with variuos olefins giving the corresponding N-alkylhydroxamic acids in moderate to high yields, providing an efficient method for allylic amidation.The regiochemistry of the intermolecular reaction is observed to be the result of kinetic control, and the direction of addition is consistent with attack by the olefin on electron-deficient nitrogen.Several examples of intramolecular ene cyclization are demonstrated, providing efficient entry into both spiro and fused bicyclic nitrogen containing systems which can be viewed as derived from annulation of 5- and 6-membered nitrogen containing ring onto 5- and 6-membered carbocycles, respectively.Various examples of this hetero-annulation scheme are described.Experimental details are also privided describing typical reaction procedures.