PRODUCTS

N-OLEOYLSARCOSINE

N-oleoylsarcosine can also be used as a moisturizer in cosmetics.
N-oleoylsarcosine can be used to neutralize various amines into ash-free corrosion inhibitor, which can be used in water system.
N-oleoylsarcosine is also a mild surfactant used in the cosmetic industry.

CAS Number: 110-25-8
EC Number: 203-749-3
Chemical formula: C21H39NO3
Molar mass: 353.547 g·mol−1

SYNONYMS:
N-Methyl-N-[(9Z)-octadec-9-enoyl]glycine, [(9Z)-N-Methyloctadec-9-enamido]acetic acid, Oleyl sarcosine, Oleoyl sarcosine, N-Oleoylsarcosine, Oleyl sarcosine, 110-25-8, Oleoylsarcosine, Sarkosyl O, N-Methyl-N-oleoylglycine, Oleic sarcosine, Hamposyl O, Maprosyl O, 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]-, RefChem:168097, Sarcosine, N-oleoyl-(8CI), OLEOYL SARCOSINE [INCI], 203-749-3, 10025-06-6, 2-(N-Methyloleamido)acetic acid, C21H39NO3, 2-[methyl-[(Z)-octadec-9-enoyl]amino]acetic acid, N-OLEOYL SARCOSINE, Glycine, N-methyl-N-((9Z)-1-oxo-9-octadecenyl)-, N-cis-Octadecenoylsarcosine, (Z)-N-Methyl-N-(1-oxo-9-octadecenyl)glycine, SCHEMBL220434, CHEMBL3183932, CHEBI:177784, Tox21_300927, NSC163945, NSC-163945, NCGC00248212-01, NCGC00254829-01, AS-75449, CAS-110-25-8, CS-0339391, N-Methyl-N-[(9Z)-octadec-9-enoyl]glycine, O0113, F71357, A894916, Q24265157, crodasinic O, hamposyl O, 2-[ methyl-[(E)-octadec-9-enoyl]amino]acetic acid, (Z)-N- methyl-N-(1-oxo-9-octadecenyl) glycine, nikkol sarcosinate OH, oleyl sarcosine, surfasyl O, vanseal OS, OLEOYL SARCOSINE, N-OLEYL SARCOSINE, SARKOSYL O, Oleic sarcosine, N-Oleoyl sarcosine acid, N-CIS-9-OCTADECANOYLSARCOSINE, Oleoyl N-methylaminoacetic acid, 2-(N-MethyloleaMido)acetic acid, 221P, Nsc96995, 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-octadecen-1-yl]-, 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, N-Oleoyl sarcosinate, Crodasinic O, Esleam 221P, 2-(N-Methyloleamido)acetic acid, 57368-03-3, 2230958-89-9, nsc96995 , sarkosyl o , cordesin o , 221p , medialanic acid , hamposyl o , (z)-glycin , oleic sarcosine , maprosyl o , oleic sarcoside

N-oleoylsarcosine is an amphiphilic oleic acid derivative with a sarcosine (N-methylglycine) head group, which is used as a water-in-oil emulsifier and corrosion inhibitor.
N-oleoylsarcosine is a kind of high efficiency anti-rust additive, suitable for copper, aluminum alloy and carbon steel.

N-oleoylsarcosine is non-toxic to human body, easy to degrade, green environmental protection.
N-oleoylsarcosine is a N-acyl-amino acid.

N-oleoylsarcosine is a light yellow liquid
Oleoylsarcosine, also known as N-Oleoylsarcosine (Sarkosyl O), is an amphiphilic compound derived from oleic acid, featuring a sarcosine head group (N-methylglycine).

N-oleoylsarcosine serves as an effective emulsifier for water-in-oil systems and as a corrosion inhibitor.
Research has explored the antioxidative properties of N-oleoylsarcosine, demonstrating its potential to reduce oxidative stress and enhance antioxidant activity.

N-Oleoylsarcosine (often called Oleoyl Sarcosine or Sarkosyl O) is a long-chain N-acyl amino acid surfactant derived from oleic acid and sarcosine (N-methylglycine).
N-oleoylsarcosine is an amphiphilic compound combining a hydrophobic oleoyl tail with a hydrophilic sarcosine head, which gives it surface-active properties useful in multiple industries.

N-oleoylsarcosine can act as an emulsifier, corrosion inhibitor, and mild surfactant.
N-Oleoylsarcosine (CAS 110-25-8, EC 203-749-3) is a long-chain amphiphilic compound widely used as a corrosion inhibitor, surfactant/emulsifier, lubricant additive and in specialty cleaners.

N-oleoylsarcosine is a light yellow liquid with sparing water solubility but soluble in organic solvents and mineral oils.
N-oleoylsarcosine has mild surfactant properties with relatively low irritation compared to harsher surfactants, and it also offers antistatic, wetting, and corrosion-protective functions.

N-Oleoylsarcosine is a mild surfactant that is relatively unirritating to the skin and eyes and is therefore used, together with other surface-active substances, in personal care products, such as skin cleansers, for its antimicrobial and virucidal properties.
N-oleoylsarcosine head group of the long-chain amphiphilic N-acylamino acid is responsible for the formation of chelate-like structures upon adsorption onto polar and charged surfaces, e.g., of metals.

The molecules form oriented monomolecular films that protect the metal surface from corrosive attack.
Sarcosyl O, especially in combination with the imidazoline derivative 2-(2-heptadec-8-enyl-2-imidazolin-1-yl)ethanol, which also has emulsifying and anti-corrosive properties, exhibits very good rust-inhibiting properties even at low concentrations (< 0.5 wt%), including against non-ferrous metals such as aluminum and copper.

Therefore, N-oleoylsarcosine is added to rust-inhibiting fluids and greases, fuels and lubricants, and cooling lubricants, such as drilling and cutting oils, as a corrosion inhibitor and emulsifier.

USES and APPLICATIONS of N-OLEOYLSARCOSINE:
N-oleoylsarcosine is used as a corrosion inhibitor, rust inhibitor, and Surfactant.
N-oleoylsarcosine can be used as lubricant additive, leather additive, mineral oil flotation agent.

N-oleoylsarcosine is used textile, daily chemical, ore flotation agent, corrosion inhibitor, leather tanning agent, textile auxiliaries, industrial lubricant additives and other fields.
N-oleoylsarcosine can also be used as a moisturizer in cosmetics.

N-oleoylsarcosine can be used to neutralize various amines into ash-free corrosion inhibitor, which can be used in water system.
N-oleoylsarcosine is also a mild surfactant used in the cosmetic industry.
N-oleoylsarcosine is used as an anti-tarnishing sunscreen additive for lubricating oil and grease.

N-Oleoylsarcosine (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.
N-Oleoylsarcosine 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.

N-oleoylsarcosine 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.
The molecules form oriented monomolecular films that protect the metal surface from corrosive attack.

N-Oleoylsarcosine 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, N-oleoylsarcosine 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.

-Surfactant Field uses of N-oleoylsarcosine:
Detergent:
N-oleoylsarcosine has excellent decontamination and emulsifying capabilities.

N-oleoylsarcosine can be used as a component in detergents to remove oil stains and dirt.
N-oleoylsarcosine effectively reduces the surface tension of water, making it easier for contaminants like oil to be washed away by water.
N-oleoylsarcosine is often added to household detergents and industrial cleaning agents.

-Emulsifier uses of N-oleoylsarcosine:
In systems such as emulsion polymerization, cosmetic emulsions, and food emulsions, N-oleoylsarcosine serves as an emulsifier.
N-oleoylsarcosine enables the uniform mixing of the oil phase and the water phase, forming a stable emulsion structure and preventing the emulsion from separating or breaking.

-Foaming Agent uses of N-oleoylsarcosine:
N-oleoylsarcosine can generate rich and stable foam.
N-oleoylsarcosine is applied in foam-type cleaning agents, shower gels, shaving creams, etc., adding a foamy and comfortable feeling during product use.

-Metal Processing Field uses of N-oleoylsarcosine:
Corrosion Inhibitor:
N-oleoylsarcosine can form a protective film on the metal surface, effectively preventing the contact between the metal and corrosive media, thus slowing down the corrosion rate of the metal.
N-oleoylsarcosine is commonly used in the anti-rust treatment of metal products and in metalworking fluids to improve the corrosion resistance of metals and extend the service life of metal products.

-Lubricant uses of N-oleoylsarcosine:
During metal processing operations such as metal cutting, stamping, and wire drawing, N-oleoylsarcosine is used as a lubricant.
N-oleoylsarcosine can reduce the coefficient of friction between the metal and the tool, minimize tool wear, improve processing accuracy and efficiency, and make the metal processing process smoother.

INDUSTRIAL & TECHNICAL APPLICATIONS of N-OLEOYLSARCOSINE:
*Corrosion Inhibitor:
N-oleoylsarcosine forms protective monolayer films on metal surfaces to reduce rust and corrosion in metalworking fluids, greases, lubricants and fuels.

*Lubricant Additive:
N-oleoylsarcosine is added to oils and greases to improve lubrication and corrosion resistance.

*Emulsifier & Surfactant:
N-oleoylsarcosine enables formation of stable emulsions, particularly water-in-oil types.

*Textile & Leather Processing:
N-oleoylsarcosine acts as antistatic and wetting agent in fiber treatment.

*Detergents / Cleaners:
N-oleoylsarcosine is used as a mild surfactant in specialty cleaning formulations.

*Additive in Oils:
N-oleoylsarcosine is used in anti-tarnishing and rust prevention additives for lubricating oil and grease.

*Mild Surfactant:
N-oleoylsarcosine is used in personal care products such as skin cleansers, shampoos, or mild detergents because it tends to be less irritating than many other surfactants.

PROPERTIES & CHARACTERISTICS of N-OLEOYLSARCOSINE:
Chemical / Structural Traits
*Amphiphilic Molecule:
N-oleoylsarcosine combines hydrophobic long-chain (oleoyl) with hydrophilic sarcosine head — excellent for reducing surface tension.

*Acidic Character:
The carboxylic acid group gives N-oleoylsarcosine mild acidity and the ability to interact with metal surfaces.

*Stable at Higher pH:
Chemically stable even under alkaline conditions.

*Performance Traits
Biodegradable: Newer formulations have shown ready biodegradability in certain test methods.

*Surface Activity:
Useful for emulsification, wetting, and anti-static functions.

*Metal Protection:
Chelate-like adsorption on charged surfaces boosts corrosion protection.

PROPERTIES of N-OLEOYLSARCOSINE:
N-Oleoylsarcosine is a clear, yellow to brown, viscous liquid, which is sparsely soluble in water and acts acidic.
As a long-chain N-acylamino acid, N-oleoylsarcosine is soluble in many organic solvents and in mineral oil.
In the alkaline, N-oleoylsarcosine 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.
N-oleoylsarcosine is only slightly toxic and easily biodegradable.

FUNCTION of N-OLEOYLSARCOSINE:
*Decontamination,
*emulsification,
*dispersion, solubilization,
*foaming,
*rust prevention,
*corrosion inhibition,
*wetting,
*lubrication performance.

PRODUCTION of N-OLEOYLSARCOSINE:
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.
N-Oleoylsarcosine 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, N-Oleoylsarcosine is obtained in 92.5% yield.

CHARACTERISTICS of N-OLEOYLSARCOSINE:
N-Oleoylsarcosine is a clear, yellow to brown, viscous liquid that is sparingly soluble in water and reacts acidically.
As a long-chain N-acylamino acid, N-oleoylsarcosine is soluble in many organic solvents and in mineral oil.
In alkaline solutions, N-oleoylsarcosine is readily soluble in water.

Due to its carboxylic acid amide structure, sarcosyl sarcosine is chemically stable even at high pH values and, as an anionic surfactant, is highly foaming.
N-Oleoylsarcosine is low in toxicity and readily biodegradable.

OCCURRENCE AND PRESENTATION of N-OLEOYLSARCOSINE:
A standard method for the synthesis of N-acylamino acids is the Schotten-Baumann method, in which oleoyl chloride (from oleic acid and, for example, phosphorus trichloride) is added to an aqueous solution of N-methylglycine at pH 10 (kept constant by the addition of sodium hydroxide).
This process yields largely fatty acid-free N-oleoylsarcosine as an oil.

Due to the relatively expensive production of the carboxylic acid chlorides and the disposal costs for the phosphonic acid produced as a byproduct, this method is not suitable for industrial surfactant synthesis.
N-Oleoylsarcosine is obtained by reacting oleic acid with the sodium salt of sarcosine and sarcosine at 170 °C for 8 to 10 hours with the elimination of water.

Gentler conditions (120 °C) and shorter reaction times (3.5 hours) are offered by the reaction of methyl oleate with sodium sarcosinate in methanol with the addition of equimolar amounts of sodium methoxide, whereby, after dissolution in water, acidification with concentrated sulfuric acid and extraction with methyl ethyl ketone, sarcosyl O is obtained in 92.5% yield.

PHYSICAL and CHEMICAL PROPERTIES of N-OLEOYLSARCOSINE:
CAS Number: 110-25-8
EC Number: 203-749-3
Chemical formula: C21H39NO3
Molar mass: 353.547 g·mol−1
Molecular Weight: 353.5 g/mol
XLogP3-AA: 6.8
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 3
Rotatable Bond Count: 17
Exact Mass: 353.29299411 Da
Monoisotopic Mass: 353.29299411 Da
Topological Polar Surface Area: 57.6 Å²
Heavy Atom Count: 25

Formal Charge: 0
Complexity: 366
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 1
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Other(deleted CASRN): 57368-03-3

ECHA EINECS - REACH Pre-Reg: 203-749-3
FDA UNII: 4011K1S96Y
Nikkaji Web: J441.597C
MDL: MFCD00049381
XlogP3-AA: 6.80 (est)
Molecular Weight: 353.54643000
Formula: C21 H39 N O3
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 499.00 to 500.00 °C. @ 760.00 mm Hg (est)
Flash Point: 493.00 °F. TCC (255.90 °C.) (est)

logP (o/w): 6.998 (est)
Soluble in: water, 0.008645 mg/L @ 25 °C (est)
CBNumber: CB0208352
Molecular Formula: C21H39NO3
Molecular Weight: 353.54
MDL Number: MFCD03936142
MOL File: 110-25-8.moL
Melting point: 16.1-17.0℃
Boiling point: 499.4±38.0 °C (Predicted)
Density: 0.961

Flash point: 221°C
storage temp.: Store at room temperature
pka: 3.62±0.10 (Predicted)
Odor: at 100.00?%. bland
Appearance: Light yellow to yellow Liquid
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Cosmetics Ingredients Functions: SURFACTANT - CLEANSING
ANTISTATIC
HAIR CONDITIONING
CLEANSING
Cosmetic Ingredient Review (CIR): N-OLEOYLSARCOSINE (110-25-8)

InChI: InChI=1S/C21H39NO3/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-20(23)22(2)19-21(24)25/h10-11H,3-9,12-19H2,1-2H3,(H,24,25)/b11-10-
InChIKey: DIOYAVUHUXAUPX-KHPPLWFESA-N
SMILES: C(O)(=O)CN(C)C(=O)CCCCCCC/C=CCCCCCCCC
LogP: 6.998 (est)
CAS DataBase Reference: 110-25-8(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances: OLEOYL SARCOSINE
FDA 21 CFR: 178.3570
EWG's Food Scores: 1
FDA UNII: 4011K1S96Y
EPA Substance Registry System: Oleyl sarcosine (110-25-8)
Molecular Formula / Molecular Weight: C21H39NO3 = 353.55

Physical State (20 deg.C): Liquid
Storage Temperature: Room Temperature (Recommended in a cool and dark place, <15°C)
CAS RN: 110-25-8
Reaxys Registry Number: 1729328
PubChem Substance ID: 87574119
MDL Number: MFCD00049381
ProName: N-Oleoylsarcosine
CasNo: 110-25-8
Molecular Formula: C21H39NO3

Appearance: powder, or liquid
Application: Pharmaceuticals, intermediates, APIs, custom synthesis, chemicals
DeliveryTime: 5-7 Days
PackAge: Bottle, barrel, cargo, container, etc.
Port: Shanghai
Purity: 99
Storage: Stored in room temperature, ventilated place
Transportation: By air, ship, express, etc.
LimitNum: 0

Product Name: Oleoylsarcosine
CAS No.: 110-25-8
Molecular Formula: C21H39NO3
InChIKeys: InChIKey=DIOYAVUHUXAUPX-KHPPLWFESA-N
Molecular Weight: 353.54
Exact Mass: 353.54
EC Number: 203-749-3
DSSTox ID: DTXSID5042243
HScode: 2924199090
Categories: Amino Acids and Proteins
PSA: 57.61000

XLogP3: 5.56690
Appearance: Liquid
Density: 0.961
Melting Point: 16.1-17.0 °C
Boiling Point: 499.4±38.0 °C(Predicted)
Flash Point: 221°C
Refractive Index: 1.481
Chemical Name: N-Oleoylsarcosine

IUPAC Name: N-Methyl-N-[(9Z)-octadec-9-enoyl]glycine
CAS Number: 110-25-8
EC / EINECS Number: 203-749-3
PubChem CID: 6912870
ChemSpider ID: 5289148
Molecular Formula: C₂₁H₃₉NO₃
Molecular Weight: ~353.54 g/mol

Appearance: Clear, light yellow to brown viscous liquid
Odor: Bland / mild
Melting Point: ~16.1–17.0 °C
Boiling Point: ~499.4 °C (predicted)
Density: ~0.961 g/cm³
Flash Point: ~221 °C
pKa (estimated): ~3.62
Solubility: Sparingly soluble in water; soluble in organic solvents and mineral oil; in alkaline conditions dissolves better in water
Stability: Stable; combustible; incompatible with strong oxidizers
LogP / Hydrophobicity: High (indicating hydrophobic character)

FIRST AID MEASURES of N-OLEOYLSARCOSINE:
-Description of first-aid measures
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with
water/ shower.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Immediately make victim drink water (two glasses at most).
Consult a physician.
-Indication of any immediate medical attention and special treatment needed.
No data available

ACCIDENTAL RELEASE MEASURES of N-OLEOYLSARCOSINE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Observe possible material restrictions.
Take up dry.
Dispose of properly.
Clean up affected area.

FIRE FIGHTING MEASURES of N-OLEOYLSARCOSINE:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Prevent fire extinguishing water from contaminating surface water or the ground water system.

EXPOSURE CONTROLS/PERSONAL PROTECTION of N-OLEOYLSARCOSINE:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection.
Safety glasses
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter A
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of N-OLEOYLSARCOSINE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
Dry.

STABILITY and REACTIVITY of N-OLEOYLSARCOSINE:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available