20701-68-2

Basic information

• Product Name: OCTADECENEDIOIC ACID
• Synonyms: OCTADECENEDIOIC ACID;cis-9-Octadecendisure
• CAS NO: 20701-68-2
• Molecular Formula: C₁₈H₃₂O₄
• Molecular Weight: 312.44428
• Mol File: 20701-68-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 426.399°C at 760 mmHg
• Flash Point: 225.822°C
• Appearance: /
• Density: 1.013g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.486
• PKA: 4.48±0.10(Predicted)
• CAS DataBase Reference: OCTADECENEDIOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: OCTADECENEDIOIC ACID(20701-68-2)
• EPA Substance Registry System: OCTADECENEDIOIC ACID(20701-68-2)

Safety Data

• Hazardous Substances Data: 20701-68-2(Hazardous Substances Data)

Usage

General Description

Octadecenedioic acid, also known as C18:2 dicarboxylic acid, is a long-chain unsaturated fatty acid that plays a crucial role in the human body's metabolism. It is a dicarboxylic acid, meaning it contains two carboxylic acid functional groups, which makes it particularly effective at promoting skin exfoliation and enhancing skin hydration. Additionally, it has been found to have anti-inflammatory and antioxidant properties, making it a potential ingredient in skincare products. Octadecenedioic acid is also used in the production of polymers, resins, and coatings, and may have potential uses in the treatment of certain metabolic disorders. Overall, it is a versatile chemical with a variety of potential applications in both personal care and industrial settings.

InChI:InChI=1/C18H32O4/c19-17(20)15-13-11-9-7-5-3-1-2-4-6-8-10-12-14-16-18(21)22/h1-2H,3-16H2,(H,19,20)(H,21,22)/b2-1-

Upstream product

• 132973-20-7 cis-16-bromo-9-hexadecenoic acid methyl ester 
• 996-82-7 sodium diethylmalonate 
• 53246-86-9 8-hexadecyne-1,16-dicarboxylic acid 
• 13481-97-5 dimethyl (Z)-octadec-9-ene-1,18-dioate 
• 112-80-1 cis-Octadecenoic acid 
• 24753-49-9 Dimethyl (E)-octadec-9-enedioate 
• 533-87-9 DL-erythro-aleuritic acid 
• 123-99-9 azelaic acid 
• 1732-10-1 Dimethyl azelate 
• 34957-73-8 methyl 9-hydroxynonanoate 
• 1931-63-1 methyl ester of azelaic acid aldehyde 
• 2104-19-0 azelaic monomethyl ester 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 19754-58-6 2-dec-9-ynyloxy-tetrahydro-pyran 

Downstream Products

• 123-99-9 azelaic acid 
• 18287-34-8 meso-9,10-dihydroxy-octadecanedioic acid 
• 80060-80-6 diethyl (Z)-9-octadecene-1,18-dioate 
• 41194-37-0 (Z)-Octadec-9-enedioyl dichloride 
• 61549-41-5 (Z)-Octadec-9-enedioic acid dibutyl ester 
• 127999-11-5 (Z)-Octadec-9-enedioic acid bis-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethyl} ester 

Relevant articles and documents

Stereochemistry of C18 monounsaturated cork suberin acids determined by spectroscopic techniques including 1H-NMR multiplet analysis of olefinic protons

Introduction Suberin is a biopolyester responsible for the protection of secondary plant tissues, and yet its molecular structure remains unknown. The C18:1 ω-hydroxyacid and the C18:1 α,ω-diacid are major monomers in the suberin structure, but the configuration of the double bond remains to be elucidated. Objective To unequivocally define the configuration of the C18:1 suberin acids. Methods Pure C18:1 ω-hydroxyacid and C18:1 α,ω-diacid, isolated from cork suberin, and two structurally very close C18:1 model compounds of known stereochemistry, methyl oleate and methyl elaidate, were analysed by NMR spectroscopy, Fourier transform infrared (FTIR) and Raman spectroscopy, and GC-MS. Results The GC-MS analysis showed that both acids were present in cork suberin as only one geometric isomer. The analysis of dimethyloxazoline (DMOX) and picolinyl derivatives proved the double bond position to be at C-9. The FTIR spectra were concordant with a cis-configuration for both suberin acids, but their unambiguous stereochemical assignment came from the NMR analysis: (i) the chemical shifts of the allylic 13C carbons were shielded comparatively to the trans model compound, and (ii) the complex multiplets of the olefinic protons could be simulated only with 3JHH and long-range 4JHH coupling constants typical of a cis geometry. Conclusion The two C18:1 suberin acids in cork are (Z)-18-hydroxyoctadec-9-enoic acid and (Z)-octadec-9-enedoic acid. Copyright 2013 John Wiley & Sons, Ltd. The two C18:1 cork suberin ω-hydroxyacid and α,ω-diacid were proved to have a cis configuration: (Z)-18-hydroxyoctadec-9-enoic acid and (Z)-octadec-9-enedoic acid. Their double bond stereochemistry was elucidated by spectroscopic techniques, namely 1H-NMR and 13C-NMR. The chemical shifts of the olefinic and allylic protons and of the allylic carbons were diagnostic, and the 1H-NMR multiplets of the olefinic protons could only be simulated using 3JHH and long-range 4J HH coupling constants typical of the cis configuration. The revealed stereochemistry of this two major suberin monomers brings a new insight into the mostly unknown suberin macromolecular structure. Copyright

ESTERS FOR USE AS A BASE STOCK AND IN LUBRICANT APPLICATIONS

This invention relates to base ester compounds and complex ester compounds that can be used as a base stock for lubricant applications or a base stock blend component for use in a finished lubricant or for particular applications, and methods of making the same. The base ester compounds and complex esters described herein comprise dimer and/or trimer esters, and their respective branched derivatives.

METHOD FOR PREPARING LONG-CHAIN HYDROXYACIDS, DIACIDS AND OLIGOMERS AND POLYLMERS THEREOF

A method and process for the preparation of ricinoleic acid analogs and oligomers and polymers containing such ricinoleic acid analogs.