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2-CARBOXYETHYL PHOSPHONIC ACID

CAS NUMBER: 51805-45-9

EC NUMBER: 227-738-8

MOLECULAR FORMULA: C9H15O6P·HCl

MOLECULAR WEIGHT: 286.65

 

2-Carboxyethyl phosphonic acid is a non-volatile solid. 
2-Carboxyethyl phosphonic acid is a strong reducing agent.

2-Carboxyethyl phosphonic acid can be synthesized by the acid hydrolysis of tris(2-cyanoethyl)phosphine in refluxing aqueous HCl.
2-Carboxyethyl phosphonic acid has various biological applications such as in vitro and in vivo reduction of disulfide bonds in various peptides and proteins. 

2-Carboxyethyl phosphonic acid is a useful chelating agent for various heavy metal ions as Zn(II), Cd(II), Pb(II), and Ni(II).
2-Carboxyethyl phosphonic acid was used to functionalize the bulk phosphate glass surface.

2-Carboxyethyl phosphonic acids are organophosphorus compounds containing C−PO(OH)2 or C−PO(OR)2 groups. 
2-Carboxyethyl phosphonic acids, typically handled as salts, are generally nonvolatile solids that are poorly soluble in organic solvents, but soluble in water and common alcohols. 

Many commercially important compounds are phosphonates, including glyphosate, and ethephon, a widely used plant growth regulator. 
2-Carboxyethyl phosphonic acids are popular drugs for treatment of osteoporosis.

2-Carboxyethyl phosphonic acid is a bisphosphonate used as a drug to treat osteoporosis.
In biology and medicinal chemistry, 2-Carboxyethyl phosphonic acids are used as stable bioisoteres for phosphate, such as in the antiviral nucleotide analog, Tenofovir, one of the cornerstones of anti-HIV therapy. 

And there is an indication that 2-Carboxyethyl phosphonic acid derivatives are promising ligands for nuclear medicine.
2-Carboxyethyl phosphonic acids feature tetrahedral phosphorus centers. 

2-Carboxyethyl phosphonic acids are structurally closely related to phosphorous acid.
2-Carboxyethyl phosphonic acids are one of the three sources of phosphate intake in biological cells.

The other two are inorganic 2-Carboxyethyl phosphonic acids.
The naturally occurring phosphonate 2-Carboxyethyl phosphonic acid was first identified in 1959 in plants and many animals, where it is localized in membranes. 

2-Carboxyethyl phosphonic acids are quite common among different organisms, from prokaryotes to eubacteria and mushrooms, mollusks, insects and others. 
2-Carboxyethyl phosphonic acids were first reported in natural soils. 

The biological role of the natural 2-Carboxyethyl phosphonic acids is still poorly understood. 
2-Carboxyethyl phosphonic acids have not been found to occur naturally.

A number of natural product 2-Carboxyethyl phosphonic acid substances with antibiotic properties have been identified.
2-Carboxyethyl phosphonic acid natural product antibiotics include fosfomycin which is approved by FDA for the treatment of non-complicated urinary tract infection as well as several pre-clinically investigated substances such as Fosmidomycin (inhibitor isoprenyl synthase), SF-2312 (inhibitor of the glycolytic enzyme enolase, and substances of unknown mode of actions such as alahopcin. 

Although 2-Carboxyethyl phosphonic acids are profoundly cell impermeable, natural product phosphonate antibiotics are effective against a number of organisms, because many bacterial species express glycerol-3-phosphate and glucose-6-phosphate importers, which can be hijacked by phosphonate antibiotics. 
2-Carboxyethyl phosphonic acid resistant bacterial strains frequently have mutations that inactivate these transporters; however, such mutations are not maintained in the absence of antibiotic because of the fitness cost they impose.

2-Carboxyethyl phosphonic acids are effective chelating agents. 
That is, 2-Carboxyethyl phosphonic acids bind tightly to di- and trivalent metal ions, which is useful in water softening. 

In this way, 2-Carboxyethyl phosphonic acids prevent formation of insoluble precipitates (scale). 
The binding of these ligands also suppresses the catalytic properties of metal ions. 

2-Carboxyethyl phosphonic acids are stable under harsh conditions. For these reasons, an important industrial use of phosphonates is in cooling waters, desalination systems, and in oil fields to inhibit scale formation. 
2-Carboxyethyl phosphonic acids are also regularly used in reverse osmosis systems as antiscalants. 

2-Carboxyethyl phosphonic acids in cooling water systems also serve to control corrosion of iron and steel. 
In pulp and paper manufacturing and in textile industry they serve as "peroxide bleach stabilizers", by chelating metals that could inactivate the peroxide. 

In detergents 2-Carboxyethyl phosphonic acids are used as a combination of chelating agent, scale inhibitor, and bleach stabilizer. 
2-Carboxyethyl phosphonic acids are also increasingly used in medicine to treat disorders associated with bone formation and calcium metabolism.

2-Carboxyethyl phosphonic acids are also used as concrete retarder.
2-Carboxyethyl phosphonic acids delay the cement setting time, allowing a longer time to place the concrete or to spread the cement hydration heat on a longer period of time to avoid too high temperature and resulting cracks. 

2-Carboxyethyl phosphonic acids also have favourable dispersing properties and so are investigated as a possible new class of superplasticizers. 
However, presently, 2-Carboxyethyl phosphonic acids are not commercially available as superplasticizers. 

Superplasticizers are concrete admixtures designed to increase the concrete fluidity and workability of concrete or to decrease its water-to-cement (w/c) ratio. 
By reducing the water content in concrete, 2-Carboxyethyl phosphonic acid decreases its porosity, improving so the mechanical properties (compressive and tensile strength) and the durability of concrete.

As one kind of environment-friendly fire retardant, 2-Carboxyethyl phosphonic acid can be used permanent flame retarding modification of polyester, and the spinnability of flame retarding polyester is similar to PET, thus it can be used in all kinds of spinning system, with features as excellent thermal stability, no decompound during spinning and no smell. 
2-Carboxyethyl phosphonic acid can be used in all the application fields of PET to improve antistatic capacity of polyester. 

2-Carboxyethyl phosphonic acid is an organic chemical compound. 
2-Carboxyethyl phosphonic acid is formed by binding phosphonic groups to the carboxylic group.

2-Carboxyethyl phosphonic acid is soluble/miscible in Water and Ethylene glycol in all proportions.
2-Carboxyethyl phosphonic acid can be used without pH limitations. 

2-Carboxyethyl phosphonic acid does not form insoluble sodium or potassium salts. 
2-Carboxyethyl phosphonic acid is hydrolytically stable and can be incorporated into concentrated formulations regardless of the final pH.

2-Carboxyethyl phosphonic acid is stable at temperatures up to 200°C.
2-Carboxyethyl phosphonic acid is not affected by chlorine or other oxidizing biocides in standard.

2-Carboxyethyl phosphonic acid associates characteristics of phosphonates as well as polyacrylates. 
The function is to provide a special equilibrium of limit inhibition and also dispersancy. 

2-Carboxyethyl phosphonic acid has good tolerance to chlorine.
2-Carboxyethyl phosphonic acid is also compatible with a lot of microbiological control agents.

2-Carboxyethyl phosphonic acid has excellent dispersion performance for the scale of calcium carbonate as well as calcium phosphate in circulating cool water system. 
The reason is via the introduction of a phosphonic group right into a carboxylic group. 

In addition, 2-Carboxyethyl phosphonic acid has also good scale inhibition for barium sulfate, strontium sulfate as well as silica scale.
One more thing to note, 2-Carboxyethyl phosphonic acid can not be affected by chlorine or other oxidizing biocides in standard.

2-Carboxyethyl phosphonic acid is manufactured from vegetable oils (coconut, palm, kernel, or palm stearene) by first refining the oil, followed by methyl transesterification and separation by distillation. 
The separated methyl octanoate is saponified and acidified to give 2-Carboxyethyl phosphonic acid.2-Carboxyethyl phosphonic acid is an eight-carbon chain fatty acid, also known systematically as octanoic acid. 

2-Carboxyethyl phosphonic acid  is found naturally in coconuts and breast milk. 
2-Carboxyethyl phosphonic acid  is an oily liquid with a slightly unpleasant rancid-like smell that is minimally soluble in water.

2-Carboxyethyl phosphonic acid is a saturated fatty acid containing eight carbon atoms, making it one of the family known as medium-chain fatty acids. 
Research has shown 2-Carboxyethyl phosphonic acid to have antibacterial, antiviral, and antifungal properties.

Preliminary reports from the 1940s and 1950s indicated that 2-Carboxyethyl phosphonic acid may be effective against yeast (Candida) infections in humans.
2-Carboxyethyl phosphonic acid is an oily liquid with a slightly unpleasant rancid-like smell and taste that is minimally soluble in water.

2-Carboxyethyl phosphonic acid is widely applied in various fields, one of which is used as an antimicrobial pesticide, in which it serves as a food contact surface sanitizer in commercial food handling establishments on dairy equipment, food processing equipment, breweries, wineries, and beverage processing plants. 
Besides, 2-Carboxyethyl phosphonic acid is used commercially in the manufacture of esters used in perfumery and in the production of dyes. 

2-Carboxyethyl phosphonic acid is also  used as an algaecide, bactericide, and fungicide in nurseries, greenhouses, garden centers, and interiorscapes on ornamentals. 
Some studies have shown that 2-Carboxyethyl phosphonic acid is effective to excess calorie burning taken as a dietary supplement, resulting in weigh loss.

2-Carboxyethyl phosphonic acid is the common name for the eight-carbon saturated fatty acid known by the systematic name octanoic acid. 
2-Carboxyethyl phosphonic acid is found naturally in the milk of various mammals, and it is a minor constituent of coconut oil and palm kernel oil. 

2-Carboxyethyl phosphonic acid is an oily liquid that is minimally soluble in water with a slightly unpleasant rancid-like smell and taste.
Two other acids are named after goats: caproic (C6) and capric (C10). 

Along with 2-Carboxyethyl phosphonic acid these total 15 % in goat milk fat.
2-Carboxyethyl phosphonic acid, CH3(CH2)6COOH, also known as hexylacetic acid,n-octanoic acid, octylie acid, and octic acid, is a colorless oily liquid fatty acid with a melting point of 16 DC. 

2-Carboxyethyl phosphonic acid is found in butter, coconut oil, and other fats. 
2-Carboxyethyl phosphonic acid is used in manufacturing drugs and dyes.

2-Carboxyethyl phosphonic acid is used primarily in many industrial processes and as an additive to certain products. 
2-Carboxyethyl phosphonic acid is a chemical intermediate and lubricant, a solubilizer for mineral oils and a flotation aid frequently used in the oil and gas industry. 

2-Carboxyethyl phosphonic acid is also employed in the production of medium chain triglycerides (MCT), synthetic fats that are used medicinally by people unable to tolerate other types of fat.
For more information about potential uses of 2-Carboxyethyl phosphonic acid , please contact us 

You can also contact us to discuss which of our many short-chain fatty acid products is best for your application.
Many 2-Carboxyethyl phosphonic acids are produced industrially on a large scale. 

They are also frequently found in nature.
Esters of fatty acids are the main components of lipids and polyamides of aminocarboxylic acids are the main components of proteins.

2-Carboxyethyl phosphonic acids are used in the production of polymers, pharmaceuticals, solvents, and food additives. 
Industrially important carboxylic acids include acetic acid (component of vinegar, precursor to solvents and coatings), acrylic and methacrylic acids (precursors to polymers, adhesives), adipic acid (polymers), citric acid (a flavor and preservative in food and beverages), ethylenediaminetetraacetic acid (chelating agent), fatty acids (coatings), maleic acid (polymers), propionic acid (food preservative), terephthalic acid (polymers). 

2-Carboxyethyl phosphonic acid is the common name for octanoic acid, CH3(CH2)6COOH, a saturated fatty acid. 
As an eight carbon compound 2-Carboxyethyl phosphonic acid is among the fatty acids considered to be of short or medium chain length. 

2-Carboxyethyl phosphonic acid is a colorless, oily liquid having a mildly unpleasant odor and a burning, rancid taste. 
2-Carboxyethyl phosphonic acid is only slightly soluble in water (68 mg per 100 mL at 20°C). 

2-Carboxyethyl phosphonic acid is a natural component of coconut and palm nut oils and butter fat. 
2-Carboxyethyl phosphonic acid has also been identified in trace amounts in beer, brandy distillate, the essential oil of fermented Russian black tea leaves, and raw soybeans.

2-Carboxyethyl phosphonic acid is used commercially in the production of esters used in perfumery and also in the manufacture of dyes. 
2-Carboxyethyl phosphonic acid is an antimicrobial pesticide used as a food contact surface sanitizer in commercial food handling establishments on dairy equipment, food processing equipment, breweries, wineries, and beverage processing plants. 

2-Carboxyethyl phosphonic acid is taken as a dietary supplement.
2-Carboxyethyl phosphonic acid is a natural component of coconut and palm nut oils and butter fat. 
2-Carboxyethyl phosphonic acid has also been identified in trace amounts in beer, brandy distillate, the essential oil of fermented Russian black tea leaves and raw soybeans. 

 


USES:

2-Carboxyethyl phosphonic acid is a multifunctional product that provides the benefits of many separate products.
2-Carboxyethyl phosphonic acid has excellent calcium phosphate, calcium carbonate, silicate, and iron oxide dispersancy all in a single product.

2-Carboxyethyl phosphonic acid has better deposit control than methacrylates, acrylates, and copolymers.
2-Carboxyethyl phosphonic acid as boiler additives for use in applications where steam may contact food.

2-Carboxyethyl phosphonic acid has wide application range across industries, for both online and offline system protection and system cleanups.
2-Carboxyethyl phosphonic acid delivers good thermal & chlorine stability. 

As a result 2-Carboxyethyl phosphonic acid shows good activity over a wide range of pH, hardness & temperature without precipitation.
Superior boiler water sludge dispersant that outperforms polyacrylates, polymethacrylates & sulfonated polymers.

Dispersed sludge is removed in boiler water blowdown.
2-Carboxyethyl phosphonic acid has superior hydrolytic and thermal stability compared to other polymers.

2-Carboxyethyl phosphonic acid maintains deposit dissolution & dispersancy properties in both low & high pressure boilers.
2-Carboxyethyl phosphonic acid functionally stabilises & prevents loss of Ca, Mg & Fe ions.

2-Carboxyethyl phosphonic acid maintains iron in non-settling form reducing deposition potential.
2-Carboxyethyl phosphonic acid is non-foaming and has good enviromental acceptability.

 


APPLICATION:

2-Carboxyethyl phosphonic acid provides greater flexibility and better performance in developing multiple antiscalant programs for a variety of scales found in boiler systems, foods plants, and cleaning applications.
2-Carboxyethyl phosphonic acid has advantages in a wide range of water quality, chemical stability, strong chlorine tolerance, etc. 

Engineers use 2-Carboxyethyl phosphonic acid as scale and corrosion inhibitor in circulating cool water system. 
2-Carboxyethyl phosphonic acid is  also found in the oilfield refill water system.

2-Carboxyethyl phosphonic acid is an excellent diffuser for calcium carbonate and calcium phosphate deposits in circulating cooling systems. 
2-Carboxyethyl phosphonic acid has good anti-fouling properties on barium sulfate, strontium sulfate, and silica deposits.

2-Carboxyethyl phosphonic acid can be used as anti-fouling and anti-corrosion in water circulation cooling systems and oil extraction systems by water.
2-Carboxyethyl phosphonic acid can be used as an inhibitor of sediments such as calcium carbonate, calcium sulfate, and barium sulfate.

2-Carboxyethyl phosphonic acid is one of the most important materials used in the ceramic industry. 
Therefore, the use of 2-Carboxyethyl phosphonic acid as a dispersant in the ceramic industry can disperse CaCO3. 

Therefore, 2-Carboxyethyl phosphonic acid deposition can be controlled and properties can be improved.
2-Carboxyethyl phosphonic acid acts in the pulp and paper industry like phosphonates and acrylates. 

2-Carboxyethyl phosphonic acid is stable in alkaline conditions and can control CaCo3 and CaSO4 deposits.
Therefore, 2-Carboxyethyl phosphonic acid is used as a dispersing agent, preventing fouling and improving the life of boilers.

Due to 2-Carboxyethyl phosphonic acids special properties, neutrality, and reasonable price, barium sulfate is widely used in the oil and gas drilling industry. 
2-Carboxyethyl phosphonic acid is one of the vital minerals in the oil drilling industry. 

By adding this product, 2-Carboxyethyl phosphonic acid can act as a sediment inhibitor in a deposition for BaSO4 and SrSO4.
2-Carboxyethyl phosphonic acid effectively disperses particulate matter such as silt and clay. 

 

-As a reducing agent for the reduction of sulfoxides, sulfonyl chlorides, N-oxides, and azides. 

-2-Carboxyethyl phosphonic acid can also be used in azide-alkyne cycloaddition reaction in the presence of a copper catalyst.

-To reduce disulfide bonds in various proteins.

-As a reagent for the selective reduction of disulfides in water.

-To remove ruthenium-derived metathesis catalysts via aqueous washing of a crude reaction mixture when it is basified.

-As a reducing agent for the reduction of various alkyl disulfides such as trans-4,5-dihydroxy-1,2-dithiane.

 


PROPERTIES:

-Quality Level: 200

-description: Protect from moisture

-form: powder

-reaction suitability: reagent type: reductant

-color: white

-solubility:H2O: 50 mg/mL

-storage temp.: 2-8°C

-SMILES string: Cl[H].OC(=O)CCP(CCC(O)=O)CCC(O)=O

-InChI: 1S/C9H15O6P.ClH/c10-7(11)1-4-16(5-2-8(12)13)6-3-9(14)15;/h1-6H2,(H,10,11)(H,12,13)(H,14,15);1H

-InChI key: PBVAJRFEEOIAGW-UHFFFAOYSA-N 

 

 

SPECIFICATIONS:

-Appearance: White to Almost white powder to crystal

-Purity(HPLC): min. 98.0 area%

-Purity(Neutralization titration): min. 98.0 %

-Melting point: 158.0 to 162.0 °C

-Melting Point: 160 °C

 


SYNONYM:

SCHEMBL4650839
2-carboxy ethyl phosphinic acid
ZINC5827674
AKOS006377875

 

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