1839-11-8

Basic information

• Product Name: 9,11-Octadecadienoic acid
• Synonyms: Ricinenic acid;(9E,11E)-octadeca-9,11-dienoic acid;CIS-9-TRANS-11-CONJUGATEDLINOLEICACID;11-TRANS,9-CIS-CONJUGATEDLINOLEICACID;delta9,11-Octadecadienoic acid;Nouracid de 554;Nsc 7886;Ricineic acid
• CAS NO: 1839-11-8
• Molecular Formula: C₁₈H₃₂O₂
• Molecular Weight: 280.45
• Mol File: 1839-11-8.mol
• Article Data: 28

Chemical Properties

• Boiling Point: 381.6°C at 760 mmHg
• Flash Point: 278.5°C
• Appearance: /
• Density: 0.911g/cm³
• Vapor Pressure: 7.01E-07mmHg at 25°C
• Refractive Index: 1.478
• CAS DataBase Reference: 9,11-Octadecadienoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 9,11-Octadecadienoic acid(1839-11-8)
• EPA Substance Registry System: 9,11-Octadecadienoic acid(1839-11-8)

Safety Data

• Hazardous Substances Data: 1839-11-8(Hazardous Substances Data)

Usage

General Description

9,11-Octadecadienoic acid, also known as linoleic acid, is a polyunsaturated omega-6 fatty acid. It is a vital nutrient for human health and is considered an essential fatty acid as the body cannot produce it on its own and must obtain it through diet. Linoleic acid is found in various vegetable oils, nuts, and seeds and is a key component of cell membranes, helping to maintain their structure and function. It also plays a role in inflammatory and immune responses and has been studied for its potential benefits in cardiovascular health, skin health, and weight management. In addition, linoleic acid is used in the production of cosmetics and personal care products, as well as in the manufacturing of soaps and surfactants.

InChI:InChI=1/C18H32O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h7-10H,2-6,11-17H2,1H3,(H,19,20)/b8-7+,10-9+

Upstream product

• 56-23-5 tetrachloromethane 
• 60-33-3 linoleic acid 
• 111-46-6 diethylene glycol 
• 2462-85-3 linoleic acid methyl ester 
• 81212-19-3 (Z)-12-hydroxyoctadec-9-enoic acid 
• 112-53-8 1-dodecyl alcohol 
• 8001-23-8 safflower oil 
• 544-70-7 cis-9,trans-11-octadecadienoic acid 
• 141-22-0 Ricinoleic acid 
• 540-12-5 ricinelaidic acid 
• 2578-97-4 trans-ximenynic acid 
• 141-24-2 methyl ricinoleate 
• 112-63-0 Methyl linoleate 
• 822-10-6 octadeca-9,11-dienoic acid methyl ester 

Downstream Products

• 544-70-7 trans-9,trans-11-octadecadienoic acid 
• 87-93-4 9r_F,10t_F,11r'_F,12t'_F-tetrahydroxy-octadecanoic acid 
• 95699-23-3 3-<7-Carboxy-heptyl>-6--4,4,5,5-tetracyan-cyclohexen-(1) 
• 822-10-6 (9Z,11E)-methyl octadeca-9,11-dienoate 
• 123-99-9 azelaic acid 
• 111-14-8 oenanthic acid 
• 15719-64-9 methylammonium carbonate 
• 903581-73-7 octadeca-9t,11t-dienoyl chloride 
• 86372-29-4 (+/-)-3c-hexyl-6c-(7-methoxycarbonyl-heptyl)-cyclohex-4-ene-1r,2c-dicarboxylic acid dimethyl ester 
• 102958-03-2 8-(7-hexyl-1,3-dioxo-phthalan-4-yl)-octanoic acid 
• 102756-33-2 3-hexyl-6-(7-methoxycarbonyl-heptyl)-phthalic acid-anhydride 
• 114909-10-3 8-(4-hexyl-[1]anthryl)-octanoic acid 
• 7330-06-5 (+/-)-3c-hexyl-6c-(7-methoxycarbonyl-heptyl)-cyclohex-4-ene-1r,2c-dicarboxylic acid-anhydride 
• 102945-67-5 (+/-)-4ξ,5ξ-dibromo-3c-(7-carboxy-heptyl)-6c-hexyl-cyclohexane-1r,2c-dicarboxylic acid-anhydride 

Relevant articles and documents

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Revealing ruthenium and basicity synergetic effects in Ru-MgAl catalysts for isomerization of linoleic acid to conjugated linoleic acid

Ru-MgAl catalysts were prepared by co-precipitation at different pH values (x = 7-12), with the aims of investigating the effect of pH on their catalytic performance for isomerization of linoleic acid to conjugated linoleic acid and of understanding the relationship of basicity site and ruthenium activity site. The results showed that strong basicity and highly dispersed ruthenium may be the active sites for linoleic acid isomerization. Only if all three conditions, i.e., high Ru dispersion, appropriate SMSI effect and high number of strong basicity sites, are fulfilled can highly effective active sites be formed for the isomerization of linoleic acid to conjugated linoleic acid. A possible reaction mechanism for the isomerization was also proposed.

Linoleic acid isomerization over mesoporous carbon supported gold catalysts

Gold catalyst supported on mesoporous carbon and silica were synthesized, characterized by TEM, XRD, XPS and tested in linoleic acid isomerization. Nature of the support affects the selectivity towards isomerization in relation to unwanted hydrogenation.

Conjugated linoleic acid production from linoleic acid by lactic acid bacteria

After screening 14 genera of lactic acid bacteria, Lactobacillus plantarum AKU 1009a was selected as a potential strain for CLA production from linoleic acid. Washed cells of L. plantarum with high levels of CLA production were obtained by cultivation in

Investigation of Micellization and Vesiculation of Conjugated Linoleic Acid by Means of Self-Assembling and Self-Crosslinking

Bioactive and biocompatible conjugated linoleic acid (CLA) has been only considered as a food or medicine ingredient due to its rare natural occurrence. In this work, the surface activities and pH-induced self-assembling behaviors of the semi-synthetic CLA molecules into micelles or vesicles were systematically investigated. First, the self-assembling of CLA was studied in detail, and it was found that aside from temperature and ionic strength, pH is the prominent factor affecting the self-assembling of CLA. Moreover, stable CLA ufasomes (unsaturated fatty acid liposomes) in uniform size were obtained by self-crosslinking of the CLA ufasomes, and the morphologies of the crosslinked CLA assemblies were recorded by transmission electron microscopy, which made known the pH-induced formation of the CLA ufasomes or the CLA micelles. The crosslinked CLA assemblies presented improved properties such as a higher calcium stability, a lower lime soap dispersing requirement and a better solubilization ability than that of the CLA molecules themselves or the pre-crosslinked linoleic acids. These investigations could be helpful for comprehensively understanding effects of environment factors on self-assembling behaviors of conjugated fatty acids and responsive polymerization of polymerizable surfactants.

Synthesis of phosphatidylcholine with conjugated linoleic acid and studies on its cytotoxic activity

Phospholipids with conjugated linoleic acid (CLA), which are potential lipid prodrugs, were synthesised. CLA was obtained by the alkali-isomerisation of linoleic acid and was subsequently used in the synthesis of 1,2-di(conjugated)linoleoyl-sn-glycero-3-phosphocholine in good (82%) yield. 1-Palmitoyl-2-(conjugated)linoleoyl-sn-glycero-3-phosphocholine was obtained by a two-step synthesis in 87% yield. All the compounds were tested in an in vitro cytotoxicity assay against two human cancer cell lines, HL-60 and MCF-7, and a mouse fibroblast cell line, Balb/3T3. The free form of CLA exhibited the highest activity against all cancer cell lines. Results obtained for the Balb/3T3 line proved that phosphatidylcholine derivatives decreased the cytotoxic effect of CLA against healthy cell lines.