17363-94-9

Basic information

• Product Name: OLEYL OLEATE
• Synonyms: 9-Octadecenoicacid, 9-octadecenyl ester (9CI); 9-Octadecenyl 9-octadecenoate
• CAS NO: 17363-94-9
• Molecular Formula: C₃₆H₆₈O₂
• Molecular Weight: 532.92
• Mol File: 17363-94-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: OLEYL OLEATE(CAS DataBase Reference)
• NIST Chemistry Reference: OLEYL OLEATE(17363-94-9)
• EPA Substance Registry System: OLEYL OLEATE(17363-94-9)

Safety Data

• Hazardous Substances Data: 17363-94-9(Hazardous Substances Data)

Usage

Uses

Used in Cosmetics and Personal Care Industry:
Oleyl oleate is used as a moisturizing and conditioning agent for its ability to soften and smooth the skin, making it a popular ingredient in lotions, creams, and moisturizers.
Used in Skincare Formulations:
Oleyl oleate is used to enhance the spreadability and texture of skincare products, providing a smooth and pleasant application experience.
Used in Hair Care Products:
Oleyl oleate is used as a conditioning agent in hair care products to provide detangling benefits, leaving the hair soft and manageable.
Used to Improve Absorption of Active Ingredients:
Oleyl oleate is used to improve the absorption of other active ingredients in skincare and hair care products, enhancing their overall effectiveness.

Upstream product

• 143-28-2 oleoyl alcohol 
• 112-80-1 cis-Octadecenoic acid 
• 111-62-6 oleic acid ethyl ester 
• 142-77-8 oleic acid butyl ester 
• 112-62-9 Methyl oleate 
• 112-77-6 (Z)-9-octadecenoyl chloride 

Downstream Products

• 3739-65-9 (+/-)-(Ξ)-erythro-9,10-epoxy-octadecanoic acid-((Ξ)-erythro-9,10-epoxy-octadecyl ester) 
• 17673-49-3 (Z)-octadecyl ester 9-octadecenoic acid 
• 51579-82-9 amfenac 

Relevant articles and documents

METHOD OF CYCLIC COMPOUNDS PRODUCTION IN OLEFINE METATHESIS REACTION AND USE OF RUTHENIUM CATALYSTS IN PRODUCTION OF CYCLIC OLEFINS IN OLEFINE METATHESIS REACTION

The invention relates to a method for the preparation of cyclic compounds in the metathesis of olefins from acyclic dienes comprising terminal and/or non-terminal C=C double bonds; the invention also relates to the use of homogeneous ruthenium complexes and homogeneous ruthenium complexes deposited on a solid support as catalysts and/or pre-catalysts for the preparation of cyclic olefins in olefin metathesis reactions. Formula (I)

At Long Last: Olefin Metathesis Macrocyclization at High Concentration

Macrocyclic lactones, ketones, and ethers can be obtained in the High-Concentration Ring-Closing Metathesis (HC-RCM) reaction in high yield and selectivity at concentrations 40 to 380 times higher than those typically used by organic chemists for similar macrocyclizations. The new method consists of using tailored ruthenium catalysts together with applying vacuum to distill off the macrocyclic product as it is formed by the metathetical backbiting of oligomers. Unlike classical RCM, no large quantities of organic solvents are used, but rather inexpensive nonvolatile diluents, such as natural or synthetic paraffin oils. Moreover, use of a protecting atmosphere or a glovebox is not needed, as the new catalysts are perfectly moisture and air stable. In addition, some other cyclic compounds previously reported as unobtainable by RCM in neat conditions, or in high dilutions even, can be formed with the help of the HC-RCM method.

Preparation of Musk-Smelling Macrocyclic Lactones from Biomass: Looking for the Optimal Substrate Combination

Macrocyclic musk belongs to a well-known and valued class of the fragrance family. Originally, natural musks were obtained from rectal musk glands which often led to the death of the animals. Recently, a lot of effort was invested to obtain such macrocycles in a synthetic way. This research presents a study on the preparation of macrocyclic lactones with the musk scent by ring-closing metathesis (RCM) using biomass-derived starting materials: oleic and 9-decenoic acid. An experimental rule correlating the C–C double bond substitution pattern in the starting diene and the yield for the RCM macrocyclization was proposed.

Solvent- and base-free synthesis of wax esters from fatty acid methyl esters by consecutive one-pot, two-step catalysis

The one-pot, two-step synthesis of wax esters was successfully conducted by consecutive homogeneous ruthenium-catalysed hydrogenation-dehydrogenation reactions of fatty acid methyl esters, in the absence of solvent and of base additive. Under optimized conditions, excellent conversion and selectivity were reached. Furthermore, physicochemical investigations revealed that the resulting compounds display properties similar to benchmark commercial products extracted from natural sources of lesser availability compared to the herein considered bioresources, making this chemical route very promising regarding further potential industrial implementation.

Guanidine based task specific ionic liquids for the synthesis of biolubricant range esters under solvent-free condition

Guanidine-based task specific ionic liquids (ILs) were synthesized from the reaction of 1,1,3,3-tetramethyl guanidine with protic acids and used for the synthesis of higher alcohol esters of fatty acids as biolubes under solvent free condition. The synthesized 1,1,3,3-tetramethylguanidinium hydrogen sulphate (TMG·HSO4) was found to be most effective among the different ILs including 1,1,3,3-tetramethylguanidinium acetate (TMG·Ac), 1,1,3,3-tetramethylguanidinium hydrogen phosphate (TMG·H2PO4) and 1,1,3,3-tetramethylguanidinium trifluoro acetate (TMG·TFA). The effect of various reaction parameters such as reaction temperature, reaction time, catalyst amount etc. has been studied. After completion the reaction the esterification product was isolated and the recovered IL was reused for several runs without loss in catalytic activity.

Method For Synthesising Esters

A method for synthesising a second ester from a first ester, the method including the following steps: a) placing a first ester and a catalyst in the presence of dihydrogen such as to obtain a first alcohol and a second alcohol; b) extracting the second alcohol from the reaction medium; c) reacting the first alcohol with the catalyst of step a) in order to obtain a second ester and dihydrogen; and d) recirculating the dihydrogen obtained in step c) by injecting same into step a).

Zirconium-containing metal organic frameworks as solid acid catalysts for the esterification of free fatty acids: Synthesis of biodiesel and other compounds of interest

Zr-containing metal organic frameworks (MOFs) formed by terephthalate (UiO-66) and 2-aminoterephthalate ligands (UiO-66-NH2) are active and stable catalysts for the acid catalyzed esterification of various saturated and unsaturated fatty acids with MeOH and EtOH, with activities comparable (in some cases superior) to other solid acid catalysts previously reported in literature. Besides the formation of the corresponding fatty acid alkyl esters as biodiesel compounds (FAMEs and FAEEs), esterification of biomass-derived fatty acids with other alcohols catalyzed by the Zr-MOFs allows preparing other compounds of interest, such as oleyl oleate or isopropyl palmitate, with good yields under mild conditions.

Enzymatic esterification of fatty acid esters by tetraethylammonium amino acid ionic liquids-coated Candida rugosa lipase

Enzymatic production of fatty acid esters from the esterification of oleyl alcohol with various fatty acids was investigated by using two new tetraethylammonium amino acid ionic liquids-coated Candida rugosa lipase (ILs-CRL) as biocatalysts in hexane. Both enzyme derivatives were prepared by mixing Candida rugosa lipase with tetraethylammonium l-histidinate (IL1) and tetraethylammonium l-asparaginate (IL2). The ILs-CRL system containing the equivalent protein concentration as in CRL showed higher esterification activity especially on medium chain fatty acids (C12-C16) as compared to non-coated CRL. Hydrophilicity of ILs may play an important role in hydrogen bonding with enzyme surface and consequently stabilize the ILs-CRL.

Engkabang fat esters for cosmeceutical formulation

Engkabang fat esters were synthesized from engkabang fat using an enzyme as catalyst. The main composition of the fat esters were oleyl palmitate, oleyl stearate and oleyl oleate. The percentage yield was 93.67%. Ternary phase diagrams systems containing fat esters/surfactant/water were constructed. Several regions appeared in the ternary phase diagrams such as isotropic, homogenous, liquid crystal, two-phase and three-phase regions. Increasing the hydrophilic-lipophilic balance value of the used surfactants gave a larger homogenous and isotropic region in ternary phase diagrams of engkabang fat esters/nonionic surfactant/deionized water. Isotropic and homogenous regions in the ternary phase diagram of engkabang fat esters: PEG-40 hydrogenated castor oil (2:1)/polyoxyethylene(20) sorbitan tri-oleate/deionized water, was the largest when compared to the other ternary phase diagrams. The isotropic and homogenous region can be used as a medium in formulation of cosmetics and pharmaceutical products such as creams, lotions, balms and lipsticks. AOCS 2010.

Melting points and viscosities of fatty acid esters that are potential targets for engineered oilseed

Our previous isolation of branched-chain fatty acid (BCFA) methyl esters from lanolin was improved and scaled up. Also, oleate esters of isopropanol, oleyl alcohol and normal alcohols of 1-12 carbons chain lengths were prepared. Esters were made by interesterification with sodium alcoholates and by esterification with Candida antarctica lipase. It proved easier to obtain pure esters by the enzymatic synthesis. Melting points and viscosities over the range of 0-70 °C were determined in order to better identify potential lubricant targets that might be produced by genetically modified oilseed crops. Isopropyl and butyl oleate have melting points of -33 and -32 °C, respectively and viscosities that range from ~17 cp (0 °C) to ~2.5 cp (70 °C). They should have suitable stability for lubricants. BCFA esters had viscosities similar to their straight chain analogs. Viscosities increased with alcohol chain length and decreased with temperature. The dependence of viscosity on temperature was fit with an equation based on Erying's rate equation. Some esters with branched acid or branched alcohol moieties, and some oleate esters might be utilized as biolubricants or biofuels on the basis of their melting points and viscosities.