- Docosanedioic acid
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Docosanedioic acid 
Docosanedioic acidOther namesFelogenic acid; Phelogenic acid; Phellogenic acid; 1,22-Docosanedoic acid; 1,20-Eicosanedicarboxylic acidIdentifiers CAS number 505-56-6 
Jmol-3D images Image 1 - OC(CCCCCCCCCCCCCCCCCCCCC(O)=O)=O
Properties Molecular formula C22H42O4 Molar mass 370.57 g mol−1 Appearance White solid Density 0.972 g/cm3 Melting point 130-131 °C
Boiling point 527 °C
Solubility in water Insoluble in water Hazards Flash point 286.6 °C 
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references Docosanedioic acid is a chemical compound with the linear formula HOOC(CH2)20COOH.
Uses
Docosanedioic acid finds uses in organic chemistry and is a starting material for ultrasound contrast agents. It also used to produce the fluffy white solid 1,22-docosanediol which in turn is a precursor to 1,22-bis-2-(trimethylammonium)ethylphospatyldocosane which is a phosphocholine derivative with antifungal activity.
Synthesis
Disodium 7,16-diketodocosanedioate is reacted with triethanolamine, hydrazine hydrate, potassium hydroxide and a little hydrochloric acid to afford docosanedioic acid via a Wolff–Kishner reduction.[clarification needed]
Alternately, 2,5-bis(ω-carboyoctyl)thiophene is desulfurized with Raney nickel to afford docosanedioic acid.
Also, oxidative coupling of 10-undecynoic acid to docosa-10,12-diynedoic acid and reduction of this intermediate with a palladium catalyst provides docosanedioic acid.
References
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