505-56-6

Usage

Chemical Properties

white fine crystalline powder

Uses

Docosanedioic Acid is a Suberin fatty acid.

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is docosane in which the methyl groups have been oxidised to the corresponding carboxylic acids. Docosanedioic Acid is a Suberin fatty acid.

InChI:InChI=1/C22H42O4/c23-21(24)19-17-15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18-20-22(25)26/h1-20H2,(H,23,24)(H,25,26)

Upstream product

• 87532-75-0 (4-vinylbenzyl)magnesium chloride 
• 2834-05-1 11-bromoundecanoic acid 
• 18120-63-3 (4-vinylphenyl)magnesium bromide 
• 925-90-6 ethylmagnesium bromide 
• 111-81-9 Methyl 10-undecenoate 

Downstream Products

• 5634-23-1 docosanedinitrile 
• 16250-48-9 docosanedicarboxylic acid chloride 
• 7511-30-0 1,20-eicosanedicarboxylic acid monomethyl ester 
• 1622913-90-9 bis{4-(4-chlorophenyl)-1-[4-(4-fluorophenyl)-4-oxobutyl]piperidin-4-yl} docosanedioate 
• 18060-84-9 22-hydroxy-tetracosanoic acid methyl ester 
• 18060-70-3 22-hydroxy-tetracosanoic acid 
• 515178-30-0 1,2-bis[p-(benzyliminomethylene)phenoxy]docosane 
• 515178-28-6 1,22-bis(p-formylphenoxy)docosane 
• 17343-94-1 1,18-Bis-(cyclotetradecandion-(1,3)-yl-(2))-octadecan 
• 1642333-05-8 docosanedioic acid mono-tert-butyl ester 
• 170380-54-8 1,22-bis<oxy>docosane 
• 170380-52-6 1-<oxy>-22-<(tert-butyldimethylsilyl)oxy>docosane 
• 170380-53-7 22-<oxy>docosan-1-ol 

Relevant academic research and scientific papers

METHOD FOR THE MANUFACTURE OF OLIGO- AND POLYESTERS FROM A MIXTURE OF CARBOXYLIC ACIDS OBTAINED FROM SUBERIN AND/OR CUTIN AND THE USE THEREOF

The invention relates to a method for processing mixtures of carboxylic acids obtained as hydrolysis products of suberin and cutin, particularly suberin and cutin isolated from birch bark, to give oligo- and polyesters, or corresponding ester-ethers, as well as the use of the products thus obtained as lubricants, fuel components, plasticizers, surface active agents, environmentally friendly agents for modifying wood, binders in coatings, adhesives, printing inks and composites, further in various cosmetic applications.

Synthesis of ω-Unsaturated Acids

A short, high-yield method for the synthesis of ω-unsaturated acids have been developed that precludes any double-bond migration or hydrogenation.Key is the coupling reaction between Grignards of ω-unsaturated alkyl halides and the bromomagnesium salt of ω-bromo fatty acids.The reaction has been successfully extended to ω-bromo nitriles.The use of ω-chloro acids or α-bromo acids gives lower yields of heterocoupling products and substantial homocoupling.A catalyst study shows Li2CuCl4 to yield the most heterocoupling of several catalysts tried for the chloro acids, and Ni(II) or Cu(I) are best for the α-bromo acids.

Anodic Oxidation of Organoboranes

Organoboranes are converted into more easily oxidizable borates by reaction with nucleophiles and the alkyl groups are dimerized by anodic oxidation.The oxidation potentials (Ep) of the borates depend strongly on the nature of the complexing nucleophile, for instance Ep = +0.37 V (vs.SCE) with OH- or +1.65 V with tetrahydrofuran.The dimer yields are optimized with trioctylborane (5) by variation of the electrode material and the elctrolyte.At the platinum anode in sodium hydroxide-methanol/tetrahydrofuran yields of 80percent are obtained for acyclic alkyl groups, and lo wer ones for cycloalkyl groups.They exceed those obtained by the Kolbe electrolysis or the oxidation with neutral hydrogen peroxide and they are comparable to those of the AgNO3 oxidation. - The selective preparation of unsymmetrical products from borates with different alkyl groups is not possible, the dimerization proceeds likely via free radicals that couple statistically.Good yields of unsymmetrical coupling products are achieved, when one olefin is used in excess.With choro-, ethoxy-, acetoxy-, and aryl-substituted alkyl groups the dimers are obtained in 21 - 66percent yield, with bromide the yield are lower and with nitriles the dimerization fails.