57822-06-7

Basic information

• Product Name: 5-OXOAZELAIC ACID
• Synonyms: 5-KETOAZELAIC ACID;5-OXOAZELAIC ACID;5-OXONONANEDIOIC ACID;5-Ketoazelaic Acid 5-Oxononanedioic Acid
• CAS NO: 57822-06-7
• Molecular Formula: C₉H₁₄O₅
• Molecular Weight: 202.2
• Product Categories: pharmacetical;C9;Carbonyl Compounds;Carboxylic Acids
• Mol File: 57822-06-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 107-109 °C(lit.)
• Boiling Point: 463.3°Cat760mmHg
• Flash Point: 248.1°C
• Appearance: /
• Density: 1.236g/cm³
• Vapor Pressure: 7.23E-10mmHg at 25°C
• Refractive Index: 1.485
• PKA: 4.32±0.10(Predicted)
• CAS DataBase Reference: 5-OXOAZELAIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-OXOAZELAIC ACID(57822-06-7)
• EPA Substance Registry System: 5-OXOAZELAIC ACID(57822-06-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 57822-06-7(Hazardous Substances Data)

Usage

General Description

5-OXOAZELAIC ACID is a chemical compound that belongs to the class of organic compounds known as medium-chain fatty acids. It is derived from azelaic acid, which is found in wheat, rye, and barley. 5-OXOAZELAIC ACID has been studied for its potential medicinal properties, including its ability to suppress the growth of bacteria and fungi on the skin. It is also being investigated for its potential as a treatment for acne, as it has been shown to reduce the production of oil in the skin and may have anti-inflammatory effects. Additionally, 5-OXOAZELAIC ACID has been used in the production of polymers and as a precursor for the synthesis of other organic compounds. Overall, 5-OXOAZELAIC ACID shows promise for a variety of applications in the medical, cosmetic, and industrial fields.

InChI:InChI=1/C9H14O5/c10-7(3-1-5-8(11)12)4-2-6-9(13)14/h1-6H2,(H,11,12)(H,13,14)

Upstream product

• 83144-49-4 4-oxo-heptane-1,3,7-tricarbonitrile 
• 6414-69-3 ethyl 3-iodopropanoate 
• 504-02-9 1,3-cylohexanedione 
• 1502-42-7 1,2,6-cyclononatriene 
• 5029-66-3 methyl 3-iodopropanoate 
• 105-50-0 diethyl 1,3-acetonedicarboxylate 
• 108-55-4 glutaric anhydride, 
• 20126-98-1 4-(1-cyclopentenyl)butanoic acid 
• 73194-08-8 2-[2-(ethoxycarbonyl)ethyl]-1,3-cyclohexanedione 
• 1501-26-4 methyl 4-(chlorocarbonyl)butyrate 

Downstream Products

• 90535-05-0 3-(2,6-dioxo-cyclohexyl)-propionic acid 
• 123-99-9 azelaic acid 
• 59812-96-3 (R)-5-hexadecanolide 
• 493-10-7 quinolizidine 
• 2111-81-1 dl-1-acetylaspidospermidine 
• 19751-76-9 dl-1,2-dehydroaspidospermidine 
• 2912-09-6 dl-aspidospermidine 
• 80063-77-0 3-benzoyl-4-oxo-5-(3-chloropropyl)-8-(2-tetrahydropyranyl)-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indole 
• 80053-46-9 3-benzoyl-4-oxo-8-(2-tetrahydropyranyl)-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indole 
• 89650-71-5 [2-(6-Oxo-6,7,8,9-tetrahydro-pyrido[1,2-a]indol-10-yl)-ethyl]-carbamic acid benzyl ester 
• 80053-48-1 3-benzoyl-4-oxo-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indole 
• 73554-50-4 6-oxo-10-(N-benzyl-2-aminoethyl)-6,7,8,9-tetrahydro-pyrido(1,2-a)indole 
• 73608-99-8 7-Benzyl-6,7,9,10,11,12-hexahydro-5H-7,12-diaza-cyclonona[a]inden-8-one 
• 6883-33-6 dl-tubifolidine 

Relevant articles and documents

α-Oxo-Ketenimines from Isocyanides and α-Haloketones: Synthesis and Divergent Reactivity

The palladium-catalyzed reaction of α-haloketones with isocyanides afforded α-oxo-ketenimines through β-hydride elimination of the β-oxo-imidoyl palladium intermediates. Reaction of these relatively stable α-oxo-ketenimines with nucleophiles such as hydrazines, hydrazoic acid, amines, and Grignard reagent afforded pyrazoles, tetrazole, β-keto amidines, and enaminone, respectively, with high chemoselectivity. Whereas amines attack exclusively on the ketenimine functions, the formal [3+2] cycloaddition between N-monosubstituted hydrazines and α-oxo-ketenimines was initiated by nucleophilic addition to the carbonyl group.

A SYNTHETHIC ROAD TO THE FOREST OF STRYCHNOS, ASPIDOSPERMA, SCHIZOZYGANE AND EBURNAMINE ALKALOIDS BY WAY OF THE NOVEL PHOTOISOMERIZATION

The novel photoisomerization of 1-acylindoles accompanied by a conversion of indole to indolenine afforded 3-acylindolenines, a so far unknown reactive species, as a major product.This reaction was thorougly investigated and applied with success to the total synthesis of Strychnos, Aspidosperma, Schizozygane and Eburnamine alkaloids through a versatile intermediate 9-membered ring system,synthesized in a one pot reaction by photolysis and the simultaneous ring enlargement.