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Sarkosyl O is a Liquid N-oleyl sarcosine and is a recommended product to formulate lubricants for environmentally sensitive areas.
Sarkosyl O is on the LuSC-list and is readily biodegradable according to the OEDC 301X methods, indicating ≥70% dissolved organic carbon or ≥60% O2 depletion / CO2 generation.
Sarkosyl O is an amphiphilic oleic acid derivative having a sarcosine head group (N-methylglycine) which is used as a water-in-oil emulsifier and corrosion inhibitor.
CAS Number: 110-25-8
Formula: C21H39NO3
Synonyms: Glycine,N-methyl-N-[(9Z)-1-oxo-9-octadecen-1-yl]-;Sarcosine,N-oleoyl-;Glycine,N-methyl-N-(1-oxo-9-octadecenyl)-,(Z)-;Glycine,N-methyl-N-[(9Z)-1-oxo-9-octadecenyl]-;N-Methyl-N-[(9Z)-1-oxo-9-octadecen-1-yl]glycine;Sarkosyl O;N-Oleoylsarcosine;Oleoylsarcosine;Medialanic acid;Oleic sarcosine;Hamposyl O;Oleoyl N-methylaminoacetic acid;Oleyl methylaminoethanoic acid;Oleyl N-methylglycine;Maprosyl O;N-Oleylsarcosine;Nikkol Sarcosinate OH;Cordesin O;Sarcosinate VH;Nikkol Sarcosinate VH;221P;Sarcosinate OH;Oleic sarcoside;Perlastan OCV;110-25-8;Oleoyl sarcosine;Oleyl sarcosine;N-Oleoylsarcosine;Oleoylsarcosine;Sarkosyl O;Oleic sarcosine;Hamposyl O;Maprosyl O;N-Methyl-N-oleoylglycine;Oleyl N-methylglycine;Sarcosine, N-oleoyl-;Oleoyl N-methylaminoacetic acid;Medialanic acid (VAN);Oleyl methylaminoethanoic acid;DTXSID5042243;UNII-4011K1S96Y;CRODASINIC O;ORAMIX O;EINECS 203-749-3;NSC 96995;4011K1S96Y;NIKKOL SARCOSINATE OH;GLYCINE, N-METHYL-N-(1-OXO-9-OCTADECENYL)-, (Z)-;DTXCID3022243;Glycine, N-methyl-N-(1-oxo-9-octadecenyl)-;EC 203-749-3;NSC-96995;Glycine, N-methyl-N-((9Z)-1-oxo-9-octadecen-1-yl)-;N-Methyl-N-(1-oxo-9-octadecenyl)glycine;Medialanic acid;Glycine, N-methyl-N-[(9Z)-1-oxo-9-octadecen-1-yl]-;Sarcosine, N-oleoyl-(8CI);OLEOYL SARCOSINE [INCI];203-749-3;2-(N-Methyloleamido)acetic acid;2-[methyl-[(Z)-octadec-9-enoyl]amino]acetic acid;Glycine, N-methyl-N-((9Z)-1-oxo-9-octadecenyl)-;C21H39NO3;N-OLEOYL SARCOSINE;N-cis-Octadecenoylsarcosine;(Z)-N-Methyl-N-(1-oxo-9-octadecenyl)glycine;SCHEMBL220434;CHEMBL3183932;CHEBI:177784;Total Nitrogen 2.9 to 3.3 %;Tox21_300927;NSC163945;NSC-163945;NCGC00248212-01;NCGC00254829-01;AS-75449;CAS-110-25-8;CS-0339391;O0113;F71357;A894916;Q24265157
Sarkosyl O is a versatile surfactant that finds its wide usage in several industrial applications.
Sarkosyl O is widely used in products like shampoos, personal care products, facial cleansers, and other skincare products.
Sarkosyl O is also known as Oleyl N-sarcosine or N-Oleyl Sarcosine.
Sarkosyl O appears as a liquid with a pale yellow to amber color.
Sarkosyl O's molecular formula is C21H41NO3 and it has a molecular weight of approximately 355.57 g/mol.
Sarkosyl O is readily soluble in water, ethanol, and other polar solvents.
Sarkosyl O has a melting point of -6 °C and a boiling point of 275 °C.
Sarkosyl O is a type of sarcosinate surfactant that belongs to the same family as sodium lauroyl sarcosinate, which is commonly used in several skincare and personal care products.
Sarkosyl O is generally prepared by the esterification of Oleyl alcohol with N-sarcosine.
One of the most remarkable features of Sarkosyl O is its mildness and low irritation potential.
Sarkosyl O often works well in formulations designed to foam and cleanse without causing dryness or irritation of the skin.
Sarkosyl O is also known for its ability to help soothe and condition the skin.
The density of Sarkosyl O is typically around 0.955 g/cm³ at 25 °C.
Sarkosyl O is a non-ionic surfactant with exceptional emulsifying and solubilizing properties.
Sarkosyl O's excellent solubility in water and other polar solvents, coupled with its effective surface tension-lowering capacity, makes it ideal for use in the manufacture of personal care products and cosmetics.
Some of the common applications of Sarkosyl O include its usage in shampoos, cleansers, hair conditioners, and facial washes.
Sarkosyl O can also be used as an emulsifying agent in liquid detergents and laundry products.
Furthermore, Sarkosyl O is an excellent lubricant and can be used in the polymer processing industry.
Sarkosyl O is also commonly used as an antibacterial agent in a wide range of products.
Sarkosyl O can be packaged in drums, IBCs, or in small containers depending on the customer's requirements.
During transportation, Sarkosyl O is important to keep the container tightly closed and secure to prevent physical damage and contamination.
Sarkosyl O should be stored in a cool and dry place.
In conclusion, Sarkosyl O is a versatile surfactant that has a wide range of applications in personal care, detergents, and other industrial processes.
Sarkosyl O's unique properties such as its excellent foaming and solubilizing capabilities, and its mildness, make it an important ingredient in several skincare and personal care products.
In summary, considering the many benefits it provides, Sarkosyl O is an important and valuable ingredient in a variety of industrial applications.
Properties
Sarkosyl O is a clear, yellow to brown, viscous liquid, which is sparsely soluble in water and acts acidic.
As long-chain N-acylamino acid, the surfactant is soluble in many organic solvents and in mineral oil.
In the alkaline it dissolves well in water.
Because of its carboxamide structure, Sarkosyl O is chemically stable even at high pH values and strongly foaming as an anionic surfactant.
Sarkosyl O is only slightly toxic and easily biodegradable.
Applications
Sarkosyl O is a mild surfactant which irritates skin and eyes comparatively little and is therefore used in personal care products such as skin cleansing agents because of its antimicrobial and virucidal properties.
The sarcosine head group of the long-chain amphiphilic N-acylamino acid is responsible for the formation of chelate-like structures in the adsorption on polar and charged surfaces, e.g. on metals.
Sarkosyl O possesses already at low concentrations very good rust protection properties (in particularly in combination with the imidazoline derivative 2-(2-heptadec-8-enyl-2-imidazolin-1-yl)ethanol which also acts emulsifying and anticorrosive), also against non-ferrous metals such as aluminum and copper.
Therefore, Sarkosyl O is added as a corrosion inhibitor and emulsifier to rust protection fluids and lubricating greases, fuels and lubricants and refrigerating lubricants such as drilling and cutting oils.
Textile, daily chemical, ore flotation agent, corrosion inhibitor, leather tanning agent, textile auxiliaries, industrial lubricant additives and other fields.
Sarkosyl O can also be used as a moisturizer in cosmetics.
Function Decontamination, emulsification, dispersion, solubilization, foaming, rust prevention, corrosion inhibition, wetting, lubrication performance.
Production
A standard method for the preparation of N-acylamino acids is the Schotten-Baumann reaction, in which oleoyl chloride (from oleic acid and, e.g. phosphorus trichloride) is added to an aqueous solution of N-methylglycine at pH 10 (kept constant by the addition of sodium hydroxide solution).
Fatty acid-free N-oleoylsarcosine is obtained as an oil.
The method is not suitable for industrial surfactant synthesis because of the relatively expensive production of the carboxylic acid chlorides and the expensive disposal of the phosphonic acid obtained as a byproduct.
Sarkosyl O can be obtained in the reaction of oleic acid, N-methylglycine and its sodium salt at 170 °C for 8 to 10 hours upon elimination of water.
More gentle conditions (120 °C) and shorter reaction times (3.5 hours) can be used when methyl oleate is reacted with sodium N-methylglycinate upon the addition of equimolar amounts of sodium methoxide in methanol.
After absorption in water, acidification with concentrated sulfuric acid and extraction with butanone, Sarkosyl O is obtained in 92.5% yield.
