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2-HYDROXYPHOSPHONOCARBOXYLIC ACID

2-HYDROXYPHOSPHONOCARBOXYLIC ACID = HYDROXYPHOSPHONO-ACETIC ACID = HEXYLPHOSPHONIC ACID 


CAS Number: 23783-26-8
MDL Number: MFCD20638215
EC Number: 405-710-8
Molecular Formula: C2H5O6P               


2-Hydroxyphosphonocarboxylic Acid is chemically stable, hard to be hydrolyzed, hard to be destroyed by acid or alkali, safety in use, no toxicity, no pollution. 
2-Hydroxyphosphonocarboxylic Acid can improve zinc solubility. 
2-Hydroxyphosphonocarboxylic Acid's corrosion inhibition ability is 5-8 times better than that of HEDP and EDTMP. 


When built with low molecular polymers, 2-Hydroxyphosphonocarboxylic Acid's corrosion inhibition effect is even better.
White crystals with a phosphorus content of 19.8% and a melting point of 165-167.5 °c. 
The pH value of 1% aqueous solution is 1, which can be miscible with water in any proportion.
2-Hydroxyphosphonocarboxylic Acid is a viscous dark brown, 50% active solution that is soluble in water, ethylene, methanol, and 50% caustic soda. 


2-Hydroxyphosphonocarboxylic Acid is represented by the formula: C2H5O6P.
2-Hydroxy phosphonoacetic acid is chemically stable, hard to be hydrolyzed, hard to be destroyed by acid or alkali, safety in use, no toxicity, no pollution. 
2-Hydroxyphosphonocarboxylic Acid can improve zinc solubility. 
2-Hydroxyphosphonocarboxylic Acid has superior performance than those commonly used phosphonates like HEDP and EDTMP (5-8 times better).


Sometimes 2-Hydroxyphosphonocarboxylic Acid can even replace molybdate and 2-Hydroxyphosphonocarboxylic Acid's derivatives. 
The good efficiency at low concentration enables 2-Hydroxyphosphonocarboxylic Acid usually used at the PPM level. 
2-Hydroxyphosphonocarboxylic Acid is water-soluble and can increase Zn solubility. 
2-Hydroxyphosphonocarboxylic Acid's effect can be further improved when built with Zn salts or polymer.


2-Hydroxyphosphonocarboxylic Acid is a good scale inhibitor. 
2-Hydroxyphosphonocarboxylic Acid's appearance is a dark brown liquid with a molecular formula of C2H5O6P and a relative molecular mass of 156.03. 
2-Hydroxyphosphonocarboxylic Acid is an organic phosphine scale and corrosion inhibitor with low phosphorus content. 
2-Hydroxyphosphonocarboxylic Acid's molecule contains phosphonic acid group, carboxylic acid group and hydroxyl group. 


2-Hydroxyphosphonocarboxylic Acid has excellent performance in scale and corrosion inhibition, especially in soft water and high hardness water. 
In addition, the 2-Hydroxyphosphonocarboxylic Acid has the characteristics of low phosphorus, good thermal stability, low toxicity, etc. 
2-Hydroxyphosphonocarboxylic Acid can achieve good compatibility and synergy with some common water stabilizers. 
2-Hydroxyphosphonocarboxylic Acid can achieve better corrosion inhibition when used with zinc salt.


USES and APPLICATIONS of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
-2-Hydroxyphosphonocarboxylic Acid is mainly used as cathode corrosion inhibitor in oilfield refill water system in fields such as steel & iron, petrochemcal, power plant and medical industries. 
When built with zinc salt, the effect is even better.
-2-Hydroxyphosphonocarboxylic Acid is used as corrosion inhibitor. 


-2-Hydroxyphosphonocarboxylic Acid is widely used in steel, petrochemical, electric power, pharmaceutical and other industries of circulating cooling water system scale inhibition, corrosion inhibition, suitable for low hardness water quality in southern China; 
2-Hydroxyphosphonocarboxylic Acid can be widely used in steel, petrochemical, electric power, the scale inhibition and corrosion inhibition of circulating cooling water system in medicine and other industries are generally compounded with zinc salt to form corrosion inhibitor, which is suitable for low hardness water quality in Southern China and has scale inhibition effect.


-2-Hydroxyphosphonocarboxylic Acid has a good chelating effect with divalent ions, which can be used as a metal ion stabilizer to effectively stabilize Fe2, Fe3, Mn2 and Al3 plasma in water and reduce corrosion and scaling; 
2-Hydroxyphosphonocarboxylic Acid can significantly reduce the deposition of calcium carbonate and silicon dioxide, and has good scale inhibition performance, but the scale inhibition performance of 2-Hydroxyphosphonocarboxylic Acid on calcium sulfate scale is slightly poor. 


-In order to avoid the decomposition of 2-Hydroxyphosphonocarboxylic Acid by the oxidizing bactericide, the protective agent can be used, but the residual chlorine (0.5~1-0 mg/L) is less affected in the intermittent chlorination cooling water system. 
-The combination of 2-Hydroxyphosphonocarboxylic Acid and zinc salt has obvious synergistic corrosion inhibition effect. 
The recommended concentration is generally 5 to 30mg/L. 
-Acid corrosion resistance shall be provided for each medicine.


-2-Hydroxyphosphonocarboxylic Acid is mainly used as the cathodic corrosion inhibitor for metals, but also widely used to realize corrosion inhibition and scale inhibition in circulating cooling water system of steel, petrochemical, electric power, pharmaceutical and other industries. 
2-Hydroxyphosphonocarboxylic Acid is specially suitable for low hardness and easy-corrosive water quality.
-2-Hydroxyphosphonocarboxylic Acid is mainly used as cathode corrosion inhibitor for metals, in cooling water systems of steel & iron, petrochemcal, power plant and medical industries. 
When built with zinc salt, the effect is even better.


-2-Hydroxyphosphonocarboxylic Acid - 50% in water is used in preparation method of salt-resistant calcium-magnesium resistant polymer colloid system and 2-Hydroxyphosphonocarboxylic Acid's application in oil reservoir oil displacement.
-2-Hydroxyphosphonocarboxylic Acid has excellent corrosion inhibition performance, especially for low hardness, low alkalinity, strong corrosive water, showing a strong corrosion inhibition. 
-2-Hydroxyphosphonocarboxylic Acid is considered being a mild steel corrosion inhibitor and is mainly used in the water treatment industry. 


-2-Hydroxyphosphonocarboxylic Acid shows superior performance in all organic formulations compared to commonly used Phosphonates. 
-In certain formulations 2-Hydroxyphosphonocarboxylic Acid can replace Molybdate or its derivatives.
-Cooling water systems / Industrial water treatment
-Metal surface treatment as corrosion inhibitor for steel
-Agriculture Intermediates
-Swimming Pool Chemicals


-Water Treatment & Pool Chemicals
-Detergents
-2-Hydroxyphosphonocarboxylic Acid is mainly used as a metal cathode corrosion inhibitor. 
-2-Hydroxyphosphonocarboxylic Acid is widely used in the corrosion and scale inhibition of circulating cooling water systems in steel, petrochemical, power, medicine and other industries. 


-2-Hydroxyphosphonocarboxylic Acid is suitable for use as a corrosion inhibitor for low hardness, easily corrodible water quality in southern China. 
-2-Hydroxyphosphonocarboxylic Acid the compounding effect with zinc salt is better.
-Organic corrosion and scale inhibitors composed of low molecular weight polymers have excellent performance.
-Used as corrosion inhibitor.


-Hydroxyphosphono Acetic Acid, HPAA, is most commonly used as an organic corrosion inhibitor for mild steel in cooling water treatment programs.
-2-Hydroxyphosphonocarboxylic Acid has excellent corrosion inhibition performance, especially in low hardness, low alkalinity, and strong corrosive water, 2-Hydroxyphosphonocarboxylic acid shows extremely strong corrosion inhibition effect.
-2-Hydroxyphosphonocarboxylic Acid has a good chelation with divalent ions. 


-2-Hydroxyphosphonocarboxylic Acid can be used as a metal ion stabilizer to effectively stabilize Fe2+, Fe3+, Mn2+, Al3+ plasma in water to reduce corrosion and scaling; 2-Hydroxyphosphonocarboxylic Acid can significantly reduce the deposition of calcium carbonate and silica. 
-Good scale inhibition performance, but 2-Hydroxyphosphonocarboxylic Acid has slightly worse scale inhibition performance for calcium sulfate scale.


-In order to avoid the decomposition of 2-Hydroxyphosphonocarboxylic Acid by the oxidizing bactericide, a protective agent can be used, but 2-Hydroxyphosphonocarboxylic Acid is less affected by residual chlorine (0.5-1.0 mg/L) in the cooling water system of intermittent chlorination.
-The combined use of 2-Hydroxyphosphonocarboxylic Acid and zinc salt has obvious synergistic corrosion inhibition effect.
-The recommended concentration is generally 5 ~ 30mg/L.
Dosing equipment should be resistant to acid corrosion.


-2-Hydroxyphosphonocarboxylic Acid is mainly used as a cathode corrosion inhibitor in the oilfield refill water system in fields such as steel & iron, petrochemical, power plant, and medical industries.
-When built with zinc salt, the effect is even better. 
-As a corrosion inhibitor, 2-Hydroxyphosphonocarboxylic Acid is mainly applied in the cooling water/industrial water system of oilfield, petrochemical plant and power plant. 
-2-Hydroxyphosphonocarboxylic Acid is also used for metal surface treatment in steel.
 

-2-Hydroxyphosphonocarboxylic Acid is primarily used as scale inhibitor in water treatment, pipeline. 
2-Hydroxyphosphonocarboxylic Acid 
a) has the best corrosion inhibiting ability among phosphonates, suitable for high-corrosion water; 
b) is compatible with zinc salt; 
c) has good heat-stability, high temperature resistance is 200 deg.C 
d) contents lower phosphorus, lower impact on environment.


-2-Hydroxyphosphonocarboxylic Acid is a powerful mild steel corrosion inhibitor for all-organic cooling water formulations. 
-2-Hydroxyphosphonocarboxylic Acid reduces iron fouling which improves heat transfer efficiency. 
-Good biodegradability of 2-Hydroxyphosphonocarboxylic Acid makes it suitable in areas where the molybdenum discharge rate is regulated at very low levels.
-2-Hydroxyphosphonocarboxylic Acid can be easily monitored by a standard organophosphonate test kit.


-2-Hydroxyphosphonocarboxylic Acid is an environmentally acceptable corrosion inhibitor for carbon steel in cooling water systems. 
2-Hydroxyphosphonocarboxylic Acid gives better corrosion protection for carbon steel when used in conjunction with zinc or other phosphonates. 
-2-Hydroxyphosphonocarboxylic Acid reduces iron fouling, thus improving heat transfer efficiency and reducing system maintenance costs. 


-2-Hydroxyphosphonocarboxylic Acid is biodegradable and especially suitable in applications where the molybdate discharge is regulated OR all organic cooling water treatment is desired. 
2-Hydroxyphosphonocarboxylic Acid is expected to be susceptible to halogen attack.
-The 2-Hydroxyphosphonocarboxylic Acid is mainly used as a cathodic corrosion inhibitor for metals. 


-2-Hydroxyphosphonocarboxylic Acid is widely used as a corrosion and scale inhibitor for recirculating cooling water systems in steel, petrochemical, power, and pharmaceutical industries. 
-2-Hydroxyphosphonocarboxylic Acid can also be combined with common organic phosphine, polymer and other monomers to form scale and corrosion inhibitors. 
In combination with zinc salt, the performance of corrosion inhibition will be better.


THE MAIN 2-HYDROXYPHOSPHONOCARBOXYLIC ACID PRODUCTION ROUTE IS AS FOLLOWS:
Phosphorus acid solution reacts with glyoxylic at 100-110°C for 4-10hours. 
And then input water to prepare 2-Hydroxy phosphonoacetic acid aqueous solution. 
This reaction can be 1-step forward and starts from PCl3 hydrolysis.


METHODS FOR PREPARING 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
*Method One:
16.3 parts (0.11 mol/L) 50% aqueous solution of dihydroxyacetic acid (hydrated glyoxylic acid) and 8.2 parts (0.1 mol/L) of phosphorous acid were heated at 98°C-100°C for 24 hours with stirring. 
24.5 parts of a 60% aqueous solution of 2-Hydroxy phosphonoacetic acid. 
150 parts of this solution were subjected to distillation under reduced pressure (2kPa) to obtain 104 parts of a brown viscous oily liquid.


*Method Two:
From dimethyl phosphite and butyl glyoxylate, under the catalysis of sodium methoxide, according to the ratio of the amount of 1:(0.95-1), react at 25°C-120°C for several hours. 
The phosphinyl hydroxy acetate can be used to prepare 2-Hydroxy phosphonoacetic acid in three different routes.
A simpler route is to carry out a saponification reaction of dimethoxyphosphinyl hydroxy acetate with hydrochloric acid under the following conditions: 
The ratio of the amount of the dimethoxyphosphinyl hydroxy acetate butyl acetate to the hydrochloric acid is 1: (8-15), temperature 90°C-110°C, reaction time 10-20 hours.


*Method Three
The di-sodium salt of phosphonoformaldehyde is formed by synthesizing dimethoxymethanephosphonic acid and sodium hydroxide solution at 80°C-90°C for 1-3 hours. 
Then, 2-Hydroxy phosphonoacetic acid is reacted with hydrocyanic acid at 25°C-30°C for 0.25-3 hours to form a disodium salt of phosphonohydroxyacetonitrile. 
Hydrolysis with hydrochloric acid gives HPAA.

2-Hydroxy Phosphonoacetic Acid (HPAA) can be obtained by reaction between glyoxylic acid and phosphorus trichloride: C2H2O3+PCl3+3H2O→C2H5O6P+3HCl


2-HYDROXYPHOSPHONOCARBOXYLIC ACID PRODUCT PROPERTIES: 
The 2-hydroxyphosphonoacetate product is present in [HPAA]2- and [HPAA]3- in water at pH 7-9. 
2-Hydroxy phosphonoacetic acid forms a protective film on the metal surface with a chelate formed by Ca2+ and Zn2+. 
2-Hydroxy phosphonoacetic acid's solubility product is ZnHPAA
2-Hydroxyphosphonoacetic acid has good compatibility and synergy with some commonly used water stabilizers. 


For example, when 2-hydroxyphosphonoacetate is combined with Zn2+, it only needs to add 5-10 mg/L, Zn2+ 1-2mg/L can provide good corrosion inhibition in different water systems.
In addition, the phosphorus content of hydroxyphosphonoacetic acid corrosion inhibitor is lower than that of conventional organic phosphorus water stabilizers, and meets the requirements of environmentally friendly “low phosphorus”. 
At the same time, 2-Hydroxy phosphonoacetic acid's thermal stability is good, and 2-Hydroxy phosphonoacetic acid can be measured by differential scanning calorimeter up to 160°C.


Even at a high temperature of 200 °C, the decomposition rate is only 8%, so 2-Hydroxy phosphonoacetic acid fully meets the requirements of heat exchange equipment in the steel, petrochemical, electric power, medicine, and other industries. 
Hydroxyphosphono acetic acid products have low toxicity, compared with traditional scale inhibition. 
Corrosion inhibitors are more acceptable for environmental protection.


PHYSICAL and CHEMICAL PROPERTIES of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
Molecular weight: 156 g/mol
Appearance: Dark umber liquid
Solid content: %50.0 min
Total phosphonic acid(as PO43-): %25.0 min
Phosphoric acid  (as PO43- ): %1.5 max
Density (20℃) g/cm3: 1.30 min
pH(1% water solution): 3.0 max
Boling Point: 299.7°C at 760 mmHg


Flash Point: 135°C
Vapor Presure: 0.000278mmHg at 25°C
Density: 1.37 (50% aq.)
storage temp.: -20°C
pka: 2.05±0.10(Predicted)
Flash Point: 265.5±32.9 °C
Exact Mass: 171.977295
PSA: 134.10000


LogP: -1.69
Vapour Pressure: 0.0±3.0 mmHg at 25°C
Index of Refraction: 1.569
Storage condition: -20°C
Appearance Liquid.
Colour: Dark. 
Amber.
Odour No: data available.
Odour threshold: No data available.
pH: No data available.
Melting point: No data available.


Initial boiling point and range: No data available.
Flash point: No data available.
Evaporation rate: No data available.
Flammability (solid, gas): No data available.
Upper/lower flammability or explosive limits: No data available.
Vapour pressure: No data available.
Vapour density: No data available.


Relative density: No data available.
Solubility(ies): Miscible with water.
Partition coefficient: No data available.
Auto-ignition temperature: No data available.
Decomposition Temperature: No data available.
Viscosity: No data available.


FIRST AID MEASURES of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
-Description of first aid measures:
*General information: 
Get medical advice/attention if you feel unwell.
Consult a physician and show this safety data sheet.

*Inhalation: 
Remove person to fresh air and keep comfortable for breathing. 
When breathing is difficult, properly trained personnel may assist affected person by administering oxygen. 
If breathing stops, provide artificial respiration. 
Move person to fresh air. 
If breathing is difficult, give oxygen. 
Obtain medical aid.

*Ingestion: 
Rinse mouth thoroughly with water. 
Give plenty of water to drink. 
Rinse mouth with water. 
Obtain medical aid immediately.

*Skin contact: 
Remove contaminated clothing. 
Rinse with water. 
Continue to rinse for at least 15 minutes.
Wash clothing before reuse. 
Obtain medical aid immediately.

*Eye contact: 
Rinse immediately with plenty of water. 
Continue to rinse for at least 15 minutes. 
Immediately flush open eyes with running water for at least 15 minutes. 
Obtain medical aid immediately.

-Indication of any immediate medical attention and special treatment needed:
Notes for the doctor Treat symptomatically.


ACCIDENTAL RELEASE MEASURES of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
-Personal precautions, protective equipment and emergency procedures:
Provide adequate ventilation. 
Prevent further leak or spill if safe to do so.

-Environmental precautions:
Avoid discharge into drains or watercourses or onto the ground.
-Methods and material for containment and cleaning up:
Absorb spillage with sand or other inert absorbent. 
Provide adequate ventilation.
Vacuum, sweep up, or absorb with inert material and place into a suitable disposal container.
Consult local regulations for disposal.


FIRE FIGHTING MEASURES of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
-Extinguishing media:
Suitable extinguishing media: 
Extinguish with alcohol-resistant foam, carbon dioxide, dry powder or water fog. 
Use fireextinguishing media suitable for the surrounding fire.

-Advice for firefighters:
Special protective equipment for firefighters:
Use protective equipment appropriate for surrounding materials.


EXPOSURE CONTROLS/PERSONAL PROTECTION of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
-Control parameters:
Occupational exposure limits:
No exposure limits known for ingredient(s).
-Exposure controls:
*Appropriate engineering controls:
Provide adequate ventilation.

*Eye/face protection: 
Tight-fitting safety glasses. 

*Hand protection: 
Wear protective gloves. 

*Environmental exposure controls:
Keep container tightly sealed when not in use.


HANDLING AND STORAGE of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
-Package and Storage:
Storage for one year in room shady and dry place.

-Precautions for safe handling:
Usage precautions:
Wear protective clothing.
Wash hands thoroughly after handling. 
Provide adequate ventilation. 
Wash hands thoroughly after handling.  
Use only with adequate ventilation. 
Wear suitable protective clothing, gloves, and eye/face protection. 
Keep container tightly closed. 
Do not eat, drink, or smoke while handling.

-Conditions for safe storage, including any incompatibilities
Storage precautions:
Keep container tightly closed. 
Store in a cool and well-ventilated place. 
Store at temperatures between 2°C and 8°C.


STABILITY and REACTIVITY of 2-HYDROXYPHOSPHONOCARBOXYLIC ACID:
-Reactivity:
No data available.
-Chemical stability:
Stability Stable under the prescribed storage conditions.
-Possibility of hazardous reactions:
No data available.


SYNONYMS:
HPAA
HPA
HEXYLPHOSPHONATE   
Hydroxyphosphono-acetic acid
N-HEXYLPHOSPHONIC ACID
n-Hexylphosphonicacid,min.97%
Acetic acid, hydroxyphosphono-
Acetic acid, 2-hydroxy-2-phosphono-
2-hydroxy-2-phosphono-acetic acid
Hydroxyphosphono-acetic acid
N-HEXYLPHOSPHONIC ACID
LABOTEST-BB LT00408920
n-Hexylphosphonicacid,min.97%
2-hydroxy-2-phosphonoacetic acid
2-Hydroxyphosphonoacetic Acid
2-Hydroxyphosphonocarboxylic Acid
2-Hydroxyphosphonocarboxylic Acid
2-Hydroxy Phosphonoacetic Acid
2-Hydroxy Phosphonic Acetic Acid
hexylphosphonic acid
Phosphonoglycolic Acid
Multicor 75
Mayoquest 1750
Heparanase-1
Snailagglutinin
2-hydroxy-2-phosphono-ethanoic acid
Acetic acid, hydroxyphosphono-
alpha.-hydroxyl phosphonoacetic acid
alpha.-hydroxyphosphonoacetic acid
 

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