143-18-0

Basic information

• Product Name: Potassium oleate
• Synonyms: OS Soap;PotassiuM Oleate, 40 Percent Paste in Water;PotassiuM oleate technical, >=87% (fatty acid);Potassium oleate 40 wt. % paste in H2O;Potassium oleate, 40 wt. % paste in water;OLEIC ACID POTASSIUM SALT;POTASSIUM (Z)-9-OCTADECENOATE;POTASSIUM OLEATE
• CAS NO: 143-18-0
• Molecular Formula: C₁₈H₃₃O₂*K
• Molecular Weight: 320.55
• EINECS: 205-590-5
• Product Categories: Classes of Metal Compounds;K (Potassium) Compounds (excluding simple potassium salts);Typical Metal Compounds;Building Blocks;Carbonyl Compounds;Carboxylic Acid Salts;Chemical Synthesis;Organic Building Blocks
• Mol File: 143-18-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 360 °C at 760 mmHg
• Flash Point: 140 °C
• Appearance: brown solid or clear to amber liquid
• Density: >1.1 g/cm3
• Vapor Pressure: 3.7E-06mmHg at 25°C
• Storage Temp.: 2-8°C
• Water Solubility: Soluble in water
• Merck: 14,7650
• BRN: 4167152
• CAS DataBase Reference: Potassium oleate(CAS DataBase Reference)
• NIST Chemistry Reference: Potassium oleate(143-18-0)
• EPA Substance Registry System: Potassium oleate(143-18-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 1
• RTECS: RK1150000
• Hazardous Substances Data: 143-18-0(Hazardous Substances Data)

Usage

Chemical Properties

Gray-tan paste. Soluble in water and alcohol. Combustible.

Uses

Different sources of media describe the Uses of 143-18-0 differently. You can refer to the following data:
1. Potassium Oleate is the potassium salt of oleic acid. it is used as a binder, emulsifier, and anticaking agent.
2. Potassium Oleate can be used as a compound disinfectant.

General Description

Brown solid or clear to amber liquid with a soapy odor. Sinks and mixes slowly with water.

Air & Water Reactions

Water soluble. Gives basic aqueous solution.

Reactivity Profile

Salts, basic, such as OLEIC ACID, [POTASSIUM SALT], are generally soluble in water. The resulting solutions contain moderate concentrations of hydroxide ions and have pH's greater than 7.0. They react as bases to neutralize acids. These neutralizations generate heat, but less or far less than is generated by neutralization of the bases in reactivity group 10 (Bases) and the neutralization of amines. They usually do not react as either oxidizing agents or reducing agents but such behavior is not impossible.

Health Hazard

Inhalation of dust causes irritation of nose and throat, coughing, and sneezing. Ingestion causes mild irritation of mouth and stomach. Contact with eyes causes irritation.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire.

Safety Profile

An eye irritant. When heated to decomposition it emits toxic fumes of K2O.

Purification Methods

Recrystallise it from EtOH (1g/mL). [Beilstein 2 H 465, 2 I 196, 2 I 202, 2 II 436, 2 III 1404, 2 IV 1646.]

InChI:InChI=1/C18H34O2.K/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20;/h9-10H,2-8,11-17H2,1H3,(H,19,20);/q;+1/p-1/b10-9-;

Synthetic route

diethyl ether (60-29-7) + chloroform (67-66-3) + oleic acid ; compound of potassium oleate with oleic acid → cis-Octadecenoic acid (112-80-1) + potassium oleate (143-18-0)

cis-Octadecenoic acid (112-80-1) → potassium oleate (143-18-0)

Conditions	Yield
With potassium hydroxide In methanol
With potassium hydroxide at 80℃; pH=10.4;
With potassium hydroxide In methanol at 65℃; for 0.000833333h; Industrial scale;
With potassium acetate at 80℃; for 0.5h;

potassium oleate (143-18-0) + allyl bromide (106-95-6) → allyl oleate (45274-31-5, 100740-04-3, 19855-52-8)

Conditions	Yield
tetrabutylammomium bromide In dichloromethane at 20 - 22℃; for 40h;	79%

2,2,2-trichloroethyl (2-(tert-butylcarbamoyl)phenyl)sulfamate + potassium oleate (143-18-0) → N-(tert-butyl)-2-oleamidobenzamide

Conditions	Yield
In chlorobenzene at 120℃; for 10h;	64%

butyl chloroacetate (590-02-3) + potassium oleate (143-18-0) → oleoyloxy-acetic acid butyl ester

Conditions	Yield
With xylene at 170℃;

Methyl 2-bromopropionate (5445-17-0) + potassium oleate (143-18-0) → 2-oleoyloxy-propionic acid methyl ester

Conditions	Yield
With xylene at 170℃;

1-bromo-hexane (111-25-1) + potassium oleate (143-18-0) → cis-9-octadecenoic acid hexyl ester (20290-84-0)

Conditions	Yield
With ethanol

n-butyl α-chloropropionate (54819-86-2) + potassium oleate (143-18-0) → 2-oleoyloxy-propionic acid butyl ester

Conditions	Yield
With xylene at 170℃;

potassium oleate (143-18-0) → 9-hydroxy-10-oxooctadecanoic acid (13985-41-6)

Conditions	Yield
With potassium permanganate

potassium oleate (143-18-0) → (+/-)-threo-9-chloro-10-hydroxy-octadecanoic acid (2632-61-3, 13985-22-3, 13985-23-4)

Conditions	Yield
With sodium hypochlorite; carbon dioxide; water

potassium oleate (143-18-0) → 10-hydroxy-9-oxo-octadecanoic acid (13985-42-7)

Conditions	Yield
With potassium permanganate

potassium oleate (143-18-0) → stearic acid (57-11-4)

Conditions	Yield
With colloid; water; hydrogen; palladium

potassium oleate (143-18-0) + methyl chloroacetate (96-34-4) → oleoyloxy-acetic acid methyl ester (74275-78-8)

Conditions	Yield
With xylene at 170℃;

potassium oleate (143-18-0) + chloroacetic acid ethyl ester (105-39-5) → oleoyloxy-acetic acid ethyl ester (36557-00-3)

Conditions	Yield
With xylene at 170℃;

potassium oleate (143-18-0) + Ethyl 2-bromopropionate (535-11-5, 41978-69-2) → 2-oleoyloxy-propionic acid ethyl ester

Conditions	Yield
With xylene at 170℃;

potassium oleate (143-18-0) + ethyl iodide (75-03-6) → oleic acid ethyl ester (111-62-6)

Conditions	Yield
In water; acetone for 16h; Heating;

potassium oleate (143-18-0) → stearic acid (57-11-4) + hydrazine stearate

Conditions	Yield
With hydrazine hydrate

potassium oleate (143-18-0) + γ-chloro-propenylene glycol → 9-octadecenoic acid-2′,3′-dihydroxy propyl ester (251983-54-7)

Conditions	Yield
With carbonic-acid at 180℃; α monooleate of glycerol;

potassium oleate (143-18-0) + NaOCl + water + CO2 → (+-)-threo-10-chloro-9-hydroxy-stearic acid + (+-)-threo-9-chloro-10-hydroxy-stearic acid

potassium oleate (143-18-0) + KMnO4 → 9-hydroxy-10-oxooctadecanoic acid (13985-41-6) + erythro-9,10-dihydroxystearic acid (120-87-6, 2391-05-1, 3639-32-5, 10067-09-1, 20831-62-3, 20831-68-9, 38003-70-2) + 10-hydroxy-9-oxo-octadecanoic acid (13985-42-7)

Conditions	Yield
at 8℃; in neutraler Loesung;

potassium oleate (143-18-0) + hydrogen + water + palladium → stearic acid (57-11-4)

Conditions	Yield
at 25℃;

potassium oleate (143-18-0) + aqueous alkali + oxygen → 1,10-decanedioic acid (111-20-6) + erythro-9,10-dihydroxy-octadecanoic acid (?)

Conditions	Yield
at 120 - 130℃; under 73550.8 Torr; und Isomerisierung;

potassium oleate (143-18-0) + water → potassium hydroxide

Conditions	Yield
Hydrolysis;

ethanol (64-17-5) + potassium oleate (143-18-0) → tetratriacontadiene-(9.25)

Conditions	Yield
Electrolysis;

potassium oleate (143-18-0) + aluminium salt → oleic acid ; aluminium dioleate

potassium oleate (143-18-0) + CaCl2 → calcium oleate (142-17-6, 22333-94-4, 87147-61-3)

(π-CH3CHCHCH2NiCl)2 + potassium oleate (143-18-0) → 2(CH3CHCHCH2)(1-)*2Ni(2+)*2(C17H33CO2)(1-)=(CH3CHCHCH2NiO2CC17H33)2

Conditions	Yield
In benzene excess of KO2CC17H33;	70-72
In benzene excess of KO2CC17H33;	70-72

yttrium(III) nitrate (13494-98-9) + potassium oleate (143-18-0) → yttrium oleate

Conditions	Yield
In water direct metathesis of potassium oleate with slight excess of aq. soln. of yttrium nitrate at 50-55°C, pptn.; ppt. washed (distd. water, acetone);

Upstream product

• 60-29-7 diethyl ether 
• 67-66-3 chloroform 
• 112-80-1 cis-Octadecenoic acid 

Downstream Products

• 20290-84-0 cis-9-octadecenoic acid hexyl ester 
• 2632-61-3 (+/-)-threo-9-chloro-10-hydroxy-octadecanoic acid 
• 57-11-4 stearic acid 
• 74275-78-8 oleoyloxy-acetic acid methyl ester 
• 111-62-6 oleic acid ethyl ester 
• 1120-45-2 iron(III) oleate 
• 13308-40-2 chromium oleate 
• 142-17-6 calcium oleate 
• 111-20-6 1,10-decanedioic acid 
• 13985-41-6 9-hydroxy-10-oxooctadecanoic acid 
• 120-87-6 erythro-9,10-dihydroxystearic acid 
• 13985-42-7 10-hydroxy-9-oxo-octadecanoic acid 
• 251983-54-7 9-octadecenoic acid-2′,3′-dihydroxy propyl ester 
• 45274-31-5 allyl oleate 

Related news

Response of Solenopsis invicta (Hymenoptera: Formicidae) to Potassium oleate (cas 143-18-0) water solution09/29/2019

In contrast to floating on the surface of distilled water, ants were immediately submerged after being placed in the potassium oleate (PO) water solution, which led to immobilization within minutes. However, some workers survived after being immersed in 0.03% PO water solution at 25°C for up to...detailed

Relevant articles and documents

Potassium Bromide Surface Passivation on CsPbI3-xBrx Nanocrystals for Efficient and Stable Pure Red Perovskite Light-Emitting Diodes

All-inorganic lead halide perovskite nanocrystals (NCs) are potential candidates for fabricating high-performance light-emitting diodes (LEDs) owing to their precisely tunable bandgaps, high photoluminescence (PL) efficiency, and excellent color purities. However, the performance of pure red (630-640 nm) all-inorganic perovskite LEDs is still limited by the halide segregation-induced instability of the electroluminescence (EL) of mixed halide CsPbI3-xBrx NCs. Herein, we report an effective approach to improving the EL stability of pure red all-inorganic CsPbI3-xBrx NC-based LEDs via the passivation of potassium bromide on NCs. By adding potassium oleate to the reaction system, we obtained potassium bromide surface-passivated (KBr-passivated) CsPbI3-xBrx NCs with pure red PL emission and a photoluminescence quantum yield (PLQY) exceeding 90%. We determine that most potassium ions present on the surface of NCs bind with bromide ions and thus demonstrate that potassium bromide surface passivation of NCs can both improve the PL stability and inhibit the halide segregation of NCs. Using KBr-passivated CsPbI3-xBrx NCs as an emitting layer, we fabricated stable and pure red perovskite LEDs with emission at 637 nm, showing a maximum brightness of 2671 cd m-2, maximum external quantum efficiency of 3.55%, and good EL stability. The proposed KBr-passivated NC strategy will open a new avenue for fabricating efficient, stable, and tunable pure color perovskite NC LEDs.

Fatty acid potassium had beneficial bactericidal effects and removed Staphylococcus aureus biofilms while exhibiting reduced cytotoxicity towards mouse fibroblasts and human keratinocytes

Wounds frequently become infected or contaminated with bacteria. Potassium oleate (C18:1K), a type of fatty acid potassium, caused >4 log colony-forming unit (CFU)/mL reductions in the numbers of Staphylococcus aureus and Escherichia coli within 10 min and a >2 log CFU/mL reduction in the number of Clostridium difficile within 1 min. C18:1K (proportion removed: 90.3%) was significantly more effective at removing Staphylococcus aureus biofilms than the synthetic surfactant detergents sodium lauryl ether sulfate (SLES) (74.8%, p 0.01) and sodium lauryl sulfate (SLS) (78.0%, p 0.05). In the WST (water-soluble tetrazolium) assay, mouse fibroblasts (BALB/3T3 clone A31) in C18:1K (relative viability vs. control: 102.8%) demonstrated a significantly higher viability than those in SLES (30.1%) or SLS (18.1%, p 0.05). In a lactate dehydrogenase (LDH) leakage assay, C18:1K (relative leakage vs. control: 108.9%) was found to be associated with a significantly lower LDH leakage from mouse fibroblasts than SLES or SLS (720.6% and 523.4%, respectively; p 0.05). Potassium oleate demonstrated bactericidal effects against various species including Staphylococcus aureus, Escherichia coli, Bacillus cereus, and Clostridium difficile; removed significantly greater amounts of Staphylococcus aureus biofilm material than SLES and SLS; and maintained fibroblast viability; therefore, it might be useful for wound cleaning and peri-wound skin.

ANTIVIRAL AGENT AND CLEANSING AGENT

It is an object to provide an antiviral agent that can be used for persons having sensitive skin or on the face, inactivates viruses such as a norovirus and an influenza virus, and is excellent in germicidal properties. Further provided is a cleansing agent that does not lead to environmental pollution since the cleansing agent is easily decomposed in the natural environment, scarcely causes eczema and allergic dermatitis since no germicidal agent is added, and has an antiviral performance. The antiviral agent containing a surface-active agent having a C18 unsaturated alkyl group as an active component. It is not always necessary to lather or rinse off with water like cleansing agents such as medicated soaps since the antiviral agent of the present invention at a very low concentration can inactivate the virus.