505-56-6

Basic information

• Product Name: BEHENIC ACID
• Synonyms: N-DOCOSANOIC ACID;1 20-EICOSANEDICARBOXYLIC ACID;1,22-DOCOSANEDIOIC ACID;DICARBOXYLIC ACID C22;DOCOSANEDIOIC ACID;CARBOXYLIC ACID C22;C22:0 FATTY ACID;C22
• CAS NO: 505-56-6
• Molecular Formula: C₂₂H₄₂O₄
• Molecular Weight: 370.57
• EINECS: 204-010-8
• Product Categories: C13 to C42+;Carbonyl Compounds;Carboxylic Acids;Carboxylic Acid Monomers;Monomers;Polymer Science
• Mol File: 505-56-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 72-80 °C(lit.)
• Boiling Point: 306 °C (60 mmHg)
• Flash Point: 286.6 °C
• Appearance: White fine crystalline powder
• Density: 0.9733 (rough estimate)
• Vapor Pressure: 1.63E-12mmHg at 25°C
• Refractive Index: 1.4433 (estimate)
• Storage Temp.: 2-8°C
• PKA: 4.48±0.10(Predicted)
• BRN: 1801600
• CAS DataBase Reference: BEHENIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BEHENIC ACID(505-56-6)
• EPA Substance Registry System: BEHENIC ACID(505-56-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 505-56-6(Hazardous Substances Data)

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

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

Downstream Products

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

Relevant articles and documents

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.

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.