SYNONYMS: Sodıum Oleate; Eunatrol; Lunac SO 90L; (9Z)-9-octadecenoik asit, sodyum tuzu; Natrium-(9Z)-9-octadecenoat; Sodium 9-octadecenoate; Oleic acid sodium salt
Sodium oleate is an organic molecular entity. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent.
CAS NO: 143-19-1
SYNONYMS:
Sodıum Oleate; Eunatrol; Lunac SO 90L; (9Z)-9-octadecenoik asit, sodyum tuzu; Natrium-(9Z)-9-octadecenoat; MFCD00004438; (9Z)-9-Octadécénoate de sodium; Sodium (9Z)-octadec-9-enoate; Sodium 9-octadecenoate; Sodium 9-octadecenoate, (Z)-; sodium monooleate; Sodium octadec-9-enoate; 9Z-octadecenoic acid, monosodium salt; 9-Octadecenoic acid (9Z)-, sodium salt,9-Octadecenoic acid (9Z)-, sodium salt (1:1),9-Octadecenoic acid (Z)-, sodium salt,9-Octadecenoic acid, sodium salt,9-Octadecenoic acid, sodium salt, (Z)-,Eunatrol,Olate flakes,Oleic acid sodium salt,Osteum,Sodium 9-octadecenoate, (Z)-, Sodium oleate, sodium (9Z)-octadec-9-enoate; sodium oleat; sodium oleat; sodıum oleate; sodyum oleat; sodyum oleate; na oleat; na oleate; sodiumolate; sodiumoleate; sodyumoleate; sodyumoleat; 143-19-1; Osteum; Oleic acid sodium salt; Oleic acid, sodium salt; sodium oleate; Eunatrol; Olate flakes; Oleate, sodium; UNII-399SL044HN; CCRIS 1964; HSDB 758; 9-Octadecenoic acid (Z)-, sodium salt; Potassium oleate; Sodium 9-octadecenoate, (Z)-; Sodium 9-octadecenoate; EINECS 205-591-0; 9-Octadecenoic acid (9Z)-, sodium salt; 9-Octadecenoic acid, sodium salt, (Z)-; AI3-19806; sodium (9Z)-octadec-9-enoate; CHEBI:81860; 9-Octadecenoic acid, sodium salt; sodium oleate; 399SL044HN; 16558-02-4; sodium oleate; Sodiumoleate; odium oleate; Oleic acid sodium; Sodium oleate powder; sodium octadec-9-enoate; 9-Octadecenoic acid (9Z)-, sodium salt (1:1); Sodium oleate, >=99%; SCHEMBL3582; C18H33O2.Na; sodium oleate; CHEMBL3527599; DTXSID7021077; BCKXLBQYZLBQEK-KVVVOXFISA-M; cis-9-Octadecenoic acid sodium salt; Sodium oleate, >=98.5% (GC); 6476AF; MFCD00004438; AKOS017345104; LS-7627; Sodium oleate, >=95% (capillary GC); AS-10421; O0057; C18601 sodim oleate; Oleic acid, sodium salt, 65-90% oleic C18; Q17397737 Sodyum oleat, sodium oleat, sodyumoleat,sodyumoleyat, su itici, cas no : 143-19-1, oleik asit, sodyum tuzu; Osteum; Sodyum oleat; sodium oleat; sodyumoleat; sodyumoleyat; su itici; cas no : 143-19-1; oleik asit; sodyum tuzu; osteum; sodium oleate; Osteum; Oleic acid sodium salt; Sodiumoleate; Eunatrol; Oleic acid, sodium salt; Olate flakes; Oleate, sodium; sodium (9Z)-octadec-9-enoate; Sodium 9-octadecenoate; 9-Octadecenoic acid (Z)-, sodium salt; Sodium 9-octadecenoate, (Z)-; 9-Octadecenoic acid, sodium salt; 9-Octadecenoic acid (9Z)-, sodium salt; sodium oleate; 9-Octadecenoic acid, sodium salt, (Z)-; cis-9-Octadecenoic acid sodium salt; Oleic acid sodium; Sodium oleate powder; sodium octadec-9-enoate; 9-Octadecenoic acid (9Z)-, sodium salt (1:1); Sodıum Oleate; sodium oleat; sodium oleat; sodıum oleate; sodyum oleat; sodyum oleate; na oleat; na oleate; sodiumolate; sodiumoleate; sodyumoleate; sodyumoleat; 143-19-1; Osteum; Oleic acid sodium salt; Oleic acid, sodium salt; sodium oleate; Eunatrol; Olate flakes; Oleate, sodium; UNII-399SL044HN; CCRIS 1964; HSDB 758; 9-Octadecenoic acid (Z)-, sodium salt; Potassium oleate; Sodium 9-octadecenoate, (Z)-; Sodium 9-octadecenoate; EINECS 205-591-0; 9-Octadecenoic acid (9Z)-, sodium salt; 9-Octadecenoic acid, sodium salt, (Z)-; AI3-19806; sodium (9Z)-octadec-9-enoate; CHEBI:81860; 9-Octadecenoic acid, sodium salt; sodium oleate; 399SL044HN; 16558-02-4; sodium oleate; Sodiumoleate; odium oleate; Oleic acid sodium; Sodium oleate powder; sodium octadec-9-enoate; 9-Octadecenoic acid (9Z)-, sodium salt (1:1); Sodium oleate, >=99%; SCHEMBL3582; C18H33O2.Na; sodium oleate; CHEMBL3527599; DTXSID7021077; BCKXLBQYZLBQEK-KVVVOXFISA-M; cis-9-Octadecenoic acid sodium salt; Sodium oleate, >=98.5% (GC); 6476AF; MFCD00004438; AKOS017345104; LS-7627; Sodium oleate, >=95% (capillary GC); AS-10421; O0057; C18601 sodim oleate; Oleic acid, sodium salt, 65-90% oleic C18; Q17397737 Sodyum oleat, sodium oleat, sodyumoleat,sodyumoleyat, su itici, cas no : 143-19-1, oleik asit, sodyum tuzu; Osteum; Sodyum oleat; sodium oleat; sodyumoleat; sodyumoleyat; su itici; cas no : 143-19-1; oleik asit; sodyum tuzu; osteum; sodium oleate; Osteum; Oleic acid sodium salt; Sodiumoleate; Eunatrol; Oleic acid, sodium salt; Olate flakes; Oleate, sodium; sodium (9Z)-octadec-9-enoate; Sodium 9-octadecenoate; 9-Octadecenoic acid (Z)-, sodium salt; Sodium 9-octadecenoate, (Z)-; 9-Octadecenoic acid, sodium salt; 9-Octadecenoic acid (9Z)-, sodium salt; sodium oleate; 9-Octadecenoic acid, sodium salt, (Z)-; sodyum oleat; sodium (Z)-octadec-9-enoate; C18H33O2.Na; Na oleate; Na oleat; Oleik asit sodyum tuzu; Eunatrol; Lunac SO 90L; (9Z)-9-octadecenoik asit, sodyum tuzu; Natrium-(9Z)-9-octadecenoat; MFCD00004438; (9Z)-9-Octadécénoate de sodium; Sodium (9Z)-octadec-9-enoate; Sodium 9-octadecenoate; Sodium 9-octadecenoate, (Z)-; sodium monooleate; Sodium octadec-9-enoate; 9Z-octadecenoic acid, monosodium salt; SODIUM OLEATE; Oléate de sodium; 9-OCTADECENOIC ACID (Z)-, SODIUM SALT; OLEIC ACID, SODIUM SALT; SODIUM OLEATE; Oleic acid sodium salt; SODIUM OLEATE ; Oléate de sodium; Oléate du sodium; SODİUM OLEATE
Sodium Oleate
Sodium oleate is an organic molecular entity.
Oleic acid is an unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. Oleic acid occurs naturally in various animal and vegetable fats and oils. It is a component of the normal human diet as a part of animal fats and vegetable oils. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil. Oleic acid has being shown to have a potential anticancer activity.
ChEBI
Oleic acid, [sodium salt] is a light tan solid with a slight tallow-like odor. Sinks and mixes slowly with water. (USCG, 1999)
Molecular Weight of Sodium Oleate: 304.4 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)
Hydrogen Bond Donor Count of Sodium Oleate: 0 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Hydrogen Bond Acceptor Count of Sodium Oleate: 2 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Rotatable Bond Count of Sodium Oleate: 15 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Exact Mass of Sodium Oleate: 304.237825 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)
Monoisotopic Mass of Sodium Oleate: 304.237825 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)
Topological Polar Surface Area of Sodium Oleate: 40.1 Ų Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Heavy Atom Count of Sodium Oleate: 21 Computed by PubChem
Formal Charge of Sodium Oleate: 0 Computed by PubChem
Complexity of Sodium Oleate: 239 Computed by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Isotope Atom Count of Sodium Oleate: 0 Computed by PubChem
Defined Atom Stereocenter Count of Sodium Oleate: 0 Computed by PubChem
Undefined Atom Stereocenter Count of Sodium Oleate: 0 Computed by PubChem
Defined Bond Stereocenter Count of Sodium Oleate:1 Computed by PubChem
Undefined Bond Stereocenter Count of Sodium Oleate: 0 Computed by PubChem
Covalently-Bonded Unit Count of Sodium Oleate: 2 Computed by PubChem
Compound of Sodium Oleate Is Canonicalized: Yes
Sodium Oleate is classified under CAS No.143-19-1.Sodium Oleate is also known as Oleic Acid Sodium Salt, Sodium Salt of Oleic Acid.Sodium Oleate occurs as a white to yellowish powder or as light brown yellow coarse powder or lumps. Sodium oleate, also known as sodium oleic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Sodium oleate is a weakly acidic compound.Sodium oleate has characteristic odor & taste. Sodium Oleate is soluble in alcohol and water. Sodium Oleate is a major component of soap as emulsifying agent.Sodium Oleate is used in medicines. Sodium oleate is used in the treatment of cholelithiasis.In various oil based cosmetics, Sodium Oleate is used as cleansing agent, emulsifying agent, surfactant, thickening or gelling agent and viscosity controlling agent. Sodium Oleate is used in the production of insoluble metallic stearates and industrial lubricants.Sodium Oleate is also used as textile waterproofing agent. Sodium Oleate can be operated as anion type surface active agent.Sodium Oleate can be used as floating agent in mining ore industry.Sodium Oleate can be used as laboratory reagent in manufacturing of chemicals and other oleates. Sodium oleate is the sodium salt of oleic acid, a monounsaturated fatty acid. This anionic surfactant and emulsifier is a component of commercial soaps. An investigation of the effects of pH and temperature on the equilibrium and dynamic surface tension of aqueous sodium oleate solutions has been published. The complex of sodium oleate with oleic acid can been studied by X-ray diffraction, FT-IR photo acoustic spectroscopy, FT-Raman spectroscopy, and differential scanning calorimetry.D. Sodium oleate is an unsaturated fatty acid that features a kink in the long-chain hydrocarbon tail of its molecules due to a cis double bond. Though the biochemical is already being utilized for a variety of applications, scientists are currently investigating the fatty acid in hopes of coming to a better understanding of the substance and finding additional uses for it. In one recent study, for instance, researchers attempted to determine whether damage to the intestinal mucosa by oleic acid in its neutralized form of sodium oleate causes the suppression of food intake, while another explored whether or not sodium oleate affects bile or pancreatic secretions when infused into various parts of the body. Sodium oleate, white solid, soluble, froth or foam upon shaking the H2O solution (soap), formed by reaction of NaOH and oleic acid (in alcoholic solution) and evaporating. Used as a source of oleate
Sodium oleate (C18H33O2Na, CAS Reg. No. 143–19–1) is the sodium salt of oleic acid (cis-9-octadecenoic acid). It exists as a white to yellowish powder with a slight tallow-like odor. Commercially, sodium oleate is made by mixing and heating flaked sodium hydroxide and oleic acid. In accordance with, sodium oleate is used as a constituent of paper and paperboard for food packaging and as a component of lubricants with incidental food contact with no limitation other than current good manufacturing practice. Oleic acid is an unsaturated fatty acid that is the most widely distributed and abundant fatty acid in nature. It is used commercially in the preparation of oleates and lotions, and as a pharmaceutical solvent. Oleic acid occurs naturally in various animal and vegetable fats and oils. It is a component of the normal human diet as a part of animal fats and vegetable oils. Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil. Oleic acid has being shown to have a potential anticancer activity.
How to Obtain Sodium Oleate?
When cold, oleic acid reacts with moistened sodium hydroxide while giving off heat. When heated, 2 parts of oleic acid, 1 part of sodium hydroxide and 8 parts of water react to form sodium oleate in the form of gelatinous, semi-transparent lumps but on cooling, these lumps become opaque. By adding 4 parts of water and heating the mixture, the sodium oleate forms a transparent gel that also becomes opaque on cooling and separates from the water containing the excess of alkali. Drying that sodium oleate, treating it with boiling alcohol and allowing the solution to evaporate to dryness in a glass recipient leads to the formation of the sodium oleate as a solid, brittle, semi-transparent mass that looks perfectly dry and that easily detaches itself from sides of the glass in the form of flakes. Sodium oleate is colorless with little or no odor; it has a bitter, alkaline taste. At 12°C, 1 part of sodium oleate easily dissolves in 10 parts of water. Salts, basic, such as sodium oleate, are generally soluble in water. The resulting solutions contain moderate concentrations of hydroxide ions and have pH's greater than 7.0. Sodium oleat reacts as bases to neutralize acids.
Uses of Sodium Oleate
Sodium oleate is utilized for a variety of commercial purposes, especially the production of soap. The soaps made from the fatty acid are considered synthetic although their manufacture only requires a few steps to complete. Sodium oleate is also often used in the production of insoluble metallic stearates via what is known as the double decomposition method. Other uses of the fatty acid include its inclusion in industrial lubricants and various oil-based cosmetics as a thickening or gelling agent. Sodium Oleate is used as cleansing agent, emulsifying agent, surfactant, thickening or gelling agent and viscosity controlling agent.Sodium Oleate is used in the production of insoluble metallic stearates and industrial lubricants.Sodium Oleate is also used as textile waterproofing agent.Sodium Oleate can be operated as anion type surface active agent.Sodium Oleate can be used as floating agent in mining ore industry. Sodium Oleate is the sodium salt of oleic acid. Sodium oleate functions as a binder, emulsifier, and anticaking agent. Sodium oleate is a mild cleansing and foaming agent generally used in soaps. It is derived from natural fats and oils. Sodium oleate is an unsaturated fatty acid. Sodium oleate is utilized for a variety of commercial purposes, especially the production of soap. Sodium oleate is also often used in the production of insoluble metallic stearates. Other uses of sodium oleate include its inclusion in industrial lubricants and various oil-based cosmetics as a thickening or gelling agent.
Storage of Sodium Oleate
Sodium oleate (NaOl) is air- and light-sensitive and decomposes during storing. When high-purity NaOl is needed, a fresh sample can be purchased from a chemical company or it can be purified in the laboratory.
Chemical Properties
White powder; slight tallowlike odor. Soluble in water with partial decom- position; soluble in alcohol. Combustible.
Uses
Sodium Oleate is the sodium salt of oleic acid. it functions as a binder, emulsifier, and anticaking agent.
Oleic acid is a fatty acid that occurs naturally in various animal and vegetable fats and oils. It is an odorless, colorless oil, although commercial samples may be yellowish. In chemical terms, oleic acid is classified as a monounsaturated omega-9 fatty acid, abbreviated with a lipid number of 18:1 cis-9. It has the formula CH3(CH2)7CH=CH(CH2)7COOH.[2] The name derives from the Latin word oleum, which means oil.[3] It is the most common fatty acid in nature.[4] The salts and esters of oleic acid are called oleates.
Occurrence
Fatty acids (or their salts) often do not occur as such in biological systems. Instead fatty acids such as oleic acid occur as their esters, commonly triglycerides, which are the greasy materials in many natural oils. Oleic acid is the most common monounsaturated fatty acid in nature. It is found in fats (triglycerides), the phospholipids that make membranes, cholesterol esters, and wax esters
riglycerides of oleic acid comprise the majority of olive oil. Free oleic acid renders olive oil inedible.[6] It also makes up 59–75% of pecan oil,[7] 61% of canola oil,[8] 36–67% of peanut oil,[9] 60% of macadamia oil, 20–80% of sunflower oil,[10] 15–20% of grape seed oil, sea buckthorn oil, 40% of sesame oil,[2] and 14% of poppyseed oil. High oleic variants of plant sources such as sunflower (~80%) and canola oil (70%) also have been developed.[10] It also comprises 22.18% of the fats from the fruit of the durian species, Durio graveolens.[11] Karuka contains 52.39% oleic acid.[12] It is abundantly present in many animal fats, constituting 37 to 56% of chicken and turkey fat,[13] and 44 to 47% of lard
Production and chemical behavior
The biosynthesis of oleic acid involves the action of the enzyme stearoyl-CoA 9-desaturase acting on stearoyl-CoA. In effect, stearic acid is dehydrogenated to give the monounsaturated derivative, oleic acid.[5]
Oleic acid undergoes the reactions of carboxylic acids and alkenes. It is soluble in aqueous base to give soaps called oleates. Iodine adds across the double bond. Hydrogenation of the double bond yields the saturated derivative stearic acid. Oxidation at the double bond occurs slowly in air, and is known as rancidification in foodstuffs and as drying in coatings. Reduction of the carboxylic acid group yields oleyl alcohol. Ozonolysis of oleic acid is an important route to azelaic acid. The coproduct is nonanoic acid
Oleic acid may be responsible for the hypotensive (blood pressure reducing) effects of olive oil that is considered a health benefit.[25] Adverse effects have been documented in some research of oleic acid, however, since both oleic and monounsaturated fatty acid levels in the membranes of red blood cells have been associated with increased risk of breast cancer,[26] although other research indicates that the consumption of the oleate in olive oil has been associated with a decreased risk of breast cancer.
FDA has approved a health claim on reduced risk of coronary heart disease for high oleic (> 70% oleic acid) oils.[28] Some oil plants have cultivars bred to increase the amount of oleic acid in the oils. In addition to providing a health claim, the heat stability and shelf life may also be improved, but only if the increase in monounsaturated oleic acid levels correspond to a substantial reduction in polyunsaturated fatty acid (especially α-Linolenic acid) content.[29] When the saturated fat or trans fat in a fried food is replaced with a stable high oleic oil, consumers may be able to avoid certain health risks associated with consuming saturated fat and trans fat.