34073-46-6

Basic information

• Product Name: methyl (2-hydroxyphenyl)(oxo)acetate
• CAS NO: 34073-46-6
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.1574
• Mol File: 34073-46-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 301.8°C at 760 mmHg
• Flash Point: 121.8°C
• Density: 1.292g/cm³
• Vapor Pressure: 0.000574mmHg at 25°C
• Refractive Index: 1.552
• CAS DataBase Reference: methyl (2-hydroxyphenyl)(oxo)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (2-hydroxyphenyl)(oxo)acetate(34073-46-6)
• EPA Substance Registry System: methyl (2-hydroxyphenyl)(oxo)acetate(34073-46-6)

Safety Data

• Hazardous Substances Data: 34073-46-6(Hazardous Substances Data)

Upstream product

• 352547-75-2 methyl 2-hydroxy-2-(2-oxocyclohexyl)acetate 
• 77889-64-6 3,4-Dihydroxy-2-oxo-2H<1>benzopyran 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 6805-34-1 E,E-3-farnesyl-4-hydroxycoumarin 

Downstream Products

• 342632-46-6 2-(2-hydroxyphenyl)-N-methyl-2-(methylimino)acetamide 
• 342632-41-1 2-(2-hydroxyphenyl)-2-(oxo)-N-methylacetamide 
• 308286-25-1 methyl (Z)-2-(2-hydroxyphenyl)-2-hydroxyimino-acetate 
• 143135-65-3 methyl E-2-(2-hydroxyphenyl)-2-methoxyimino-acetate 
• 143135-66-4 methyl (Z)-2-(2-hydroxyphenyl)-2-methoxyimino-acetate 

Relevant articles and documents

Ω-OXYGENATED PRENYLATED COUMARINS FROM FERULA COMMUUNIS

From the toxic variety of Ferula communis, derivatives of the prenylated coumarins ferulenol and ferperin bearing an oxygen function (hydroxyl, acetoxyl, aldehydic carbonyl) at the ω-position have been isolated.The structures of the coumarins were established by spectral methods and by chemical reactions.Photooxygenation of ferulenol and (E)ω-hydroxyferulenol gave o-hydroxyphenylglyoxylic esters, resulting from the oxidative decarbonylation of the 4-hydroxycoumarinic nucleus and losss of the prenyl side chain.Ethyl o-hydroxyphenylglyoxylacetate was also isolated from the plant extract, suggesting that a reaction of this type might be responsible for the degradation of the prenylated coumarins in plant samples and extracts of Ferula commuunis. Key Word Index-- Ferula communis; Umbelliferae; prenylated coumarins; ferulenol; ferprenin.

Reaction of Superoxide with Aci-Reductones

Three reductones, 2,3-dihydroxy-4,4-diphenyl-2,5-cyclohexadien-1-one (11), 3,4-dihydroxycoumarin (35), and 3,4-dihydroxyspiroundecan-3-en-4-one (64), were prepared and subsequently reacted with superoxide anion radical (O2(.-), generated from KO2 and 18-crown-6-polyether.The reactions were carried out in aprotic media and quenched with methyl iodide which facilitates the trapping of the various oxyanions formed.While a plethora of products were formed in each case undeca-1,4-dien-3-one (66), 2-hydroxyspirodec-1-en-3-one (70), dimethyl 1,1-cyclohexanediacetate (73), and dimethyl α-keto-1-cyclohexane-1-propionate) (75) from 64> an overall analysis of the product distribution indicates that the basic elements of the reaction sequence are the same.The first step involves facile deprotonation and the concomitant generation of the reductone monoanion, a process which lends support to the suggestion of Afanas'ev and co-workers (Afanas'ev, I.B., Grabovietskii, V.V.; Kuprianova, N.S. J.Chem.Soc.Perkin Trans. 2 1987, 281-285).Oxidation of this monoanion yields the corresponding triketone.Of the various options available to this polyketone, superoxide attack at the most electrophilic central carbonyl followed by oxidative cleavage and/or benzylic acid rearrangement are clearly the most prominent.These are followed by a variety of base catalyzed autoxidative processes which are highly dependent on the nature of the substrate.