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1-Hydroxyethylidene-1,1-diphosphonic acid

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CAS:2809-21-4
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Products Intro: Product Name:1-Hydroxyethylidene-1,1-diphosphonic acid
CAS:2809-21-4
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Products Intro: Product Name:1-Hydroxyethylidene-1,1-diphosphonic acid
CAS:2809-21-4
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Products Intro: Product Name:1-HYDROXYETHANE-1,1-DIPHOSPHONIC ACID
CAS:2809-21-4
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1-Hydroxyethylidene-1,1-diphosphonic acid Basic information
Synthesis
Product Name:1-Hydroxyethylidene-1,1-diphosphonic acid
Synonyms:ETHANE-1-HYDROXY-1,1-DIPHOSPHONIC ACID, 95+%;(1-Hydroxyethylidene)biphosphonic acid;Hydroxyethylidene Diphosphonic acid (HEDP);1-Hydroxyethylidene-1,1-diphosphonicacid,min.95%HEDP;1-Hydroxyethan-1,1-diphosphonsure;1-HYDROXYETHYLIDENE-1,1-DIPHOSPHONIC ACID HEDP;1-Hydroxyethylidene-1,1-bis-(phosphonic acid);1-HYDROXYETHYLIDENE-1,1-DIPHOSPHONIC ACID, 98% HEDP
CAS:2809-21-4
MF:C2H8O7P2
MW:206.03
EINECS:220-552-8
Product Categories:Phosphonate antiscalant;Analytical Chemistry;Industrial/Fine Chemicals;INORGANIC & ORGANIC CHEMICALS;Ligands for Pharmaceutical Research;Radiopharmaceutical Chemistry (Chelating Reagents);organophosphorus compound;Water treatment
Mol File:2809-21-4.mol
1-Hydroxyethylidene-1,1-diphosphonic acid Structure
1-Hydroxyethylidene-1,1-diphosphonic acid Chemical Properties
Melting point 198~199℃
Boiling point 578.8±60.0 °C(Predicted)
density 1.45 (60% aq.)
vapor pressure 0Pa at 25℃
storage temp. Sealed in dry,Room Temperature
pka1.35, 2.87, 7.03, 11.3(at 25℃)
form Powder
color white
PHpH (1.7→100, 25℃) : 1.3~1.8
Water Solubility Soluble in water.
Merck 14,3863
BRN 1789291
Stability:Stable. Incompatible with strong oxidizing agents.
InChIKeyDBVJJBKOTRCVKF-UHFFFAOYSA-N
LogP-3.5
CAS DataBase Reference2809-21-4(CAS DataBase Reference)
EPA Substance Registry SystemEtidronic acid (2809-21-4)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 37/38-41-22
Safety Statements 26-39
RIDADR UN 3265
WGK Germany 2
RTECS SZ8562100
10
TSCA Yes
HazardClass 8
PackingGroup II
HS Code 29319090
Hazardous Substances Data2809-21-4(Hazardous Substances Data)
ToxicityLD50 oral in mouse: 1800mg/kg
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
1-Hydroxyethylidene-1,1-diphosphonic acid Usage And Synthesis
SynthesisIn industry, glacial acetic acid and phosphoryl trichloride are usually used, and then the acylation product and phosphorous trichloride hydrolyzate are condensed. Add the metered amount of water and glacial acetic acid into the reaction kettle and stir evenly. Phosphorus trichloride was added dropwise under cooling, and the reaction temperature was controlled at 40-80°C. The reaction by-product hydrogen chloride gas is condensed and sent to the absorption tower to recover hydrochloric acid. The overflowed acetyl chloride and acetic acid were condensed and returned to the reactor. After dropping phosphorus trichloride, the temperature was raised to 100-130°C, and refluxed for 4-5h. After the reaction, hydrolyzed with steam to evaporate the residual acetic acid and low boilers to obtain 1-Hydroxyethylidene-1,1-diphosphonic acid.
DescriptionHydroxyethylidene diphosphonic acid (HEDP) is a new type of chlorine-free electroplating complexing agent. It is used as the main agent for stable water quality in the circulating cooling water system, and plays the role of corrosion and scale inhibition. This product is one of the organic polyphosphonic acid-free water tablet conditioners. There are also some other varieties of such products produced in China, such as aminotrimethylenephosphonic acid (ATMP): [CH2PO(OH)2]3N and ethyl acetate Diaminetetramethylenephosphoric acid (EDTMP) and so on. Organic polyphosphonic acid is a type of water treatment agent developed in the late 1960s and confirmed around the 1970s.
Chemical Propertieslight beige powder
OriginatorEtidron,Gentili,Italy,1977
UsesEtidronate (Didronel) is a human protein tyrosine phosphatase inhibitor with IC50 of 0.2 μM.
Uses1-Hydroxyethylidenebis(phosphonic acid) acts as human protein tyrosine phosphatase inhibitor. It is also useful for photographic applications. It finds application to strengthen bone, osteoporosis treatment and to treat Paget's disease of bone. In addition, it is used in corrosion inhibition in circulating cool water systems, oil fields and low-pressure boilers with electric power, the chemical industry, metallurgy and fertilizers. It is also utilized for formulating reverse osmosis and thermal desalination anti-scaling agents. Furthermore, it is used in detergents, water treatment, cosmetics and pharmaceuticals.
DefinitionChEBI: A 1,1-bis(phosphonic acid) that is (ethane-1,1-diyl)bis(phosphonic acid) having a hydroxy substituent at the 1-position. It inhibits the formation, growth, and dissolution of hydroxyapatite crystals by chemisorption to calcium phosphate surfaces.
Manufacturing ProcessPhosphorous acid was premixed with acetic acid to form a 50 wt % solution of phosphorous acid dissolved in acetic acid. The acids were mixed on a molar basis of 1.36:1, acetic acid to phosphorous acid, and this corresponded on a mol percentage basis to 57.6% acetic acid and 42.4% phosphorous acid. Acetic anhydride was continuously metered into a stream of the phosphorous acid-acetic acid mixture to form the reaction solution. The acetic anhydride was metered into the acid mixture at a mol ratio of 1.33 mols of acetic anhydride per mol of phosphorous acid. The metering rates were 18.5 lb/hr of the phosphorous acid/acetic acid premixed solution and 15.1 lb/hr acetic anhydride. The reaction solution was continuously passed through a heat exchanger where it was heated to 190°F then it was continuously fed into a two stage back-mix reaction zone where due to the heat of reaction the temperature rose to 275°F. The average residence in the reaction zone was 27 min. The reaction zone consisted of two back-mix reactors each having a capacity of 7.5 pounds of the reaction solution. A stream of reaction solution was continuously with drawn from the second reactor and continuously mixed with a stream of water which was being metered at a rate of 2 lb/hr. This amount of water corresponded to 18% excess over the theoretical amount necessary to hydrolyze all of the acetyl-containing compounds in the reaction solution to free acids. The hydrolyzed solution was continuously passed through a heat exchanger and cooled to room temperature after which the solution was continuously passed to a crystallizer where, with agitation, the ethane-1-hydroxy-1,1-diphosphonic acid crystallized. The slurry was then filtered and the crystals were recovered and dried. Analysis of the product showed a conversion rate of phosphorous acid to ethane-1-hydroxy-1,1- diphosphonic acid of 86%. Sodium hydroxide may be used to give the disodium salt.
Brand nameDidronel (Millot Laboratories, France); Didronel (Procter & Gamble).
Therapeutic FunctionBone calcium regulator
Flammability and ExplosibilityNotclassified
Tag:1-Hydroxyethylidene-1,1-diphosphonic acid(2809-21-4) Related Product Information
1-Hydroxyethylidene-1,1-Diphosphonic Acid Sodium Salt 1-Hydroxyethanediphosphonic acid sodium salt Amino tris(methylene phosphonic acid) 1-Hydroxyethanediphosphonic acid potassium salt 1-HYDROXYETHYLIDENE-1,1-DIPHOSPHONIC ACID TRISODIUM SALT 1-Hydroxyethylidene-1,1-diphosphonic acid 1-HYDROXYETHYLIDENE-1,1-DIPHOSPHONIC ACID TRISODIUM SALT Sodium risedronate Olpadronate Sodium ((3-(bis(2-chloroethyl)amino)-4-methylphenyl)hydroxymethane)bisphosphonic acid L-690,330 DISODIUM PAMIDRONATE MINODRONATE 4-(4-(bis(2-chloroethyl)amino)phenyl)-1-hydroxybutane-1,1-bisphosphonic acid NERIDRONATE SODIUM HYDRATE 1-HYDROXYETHANE-1,1-DIPHOSPHONIC ACID [1-14C] phosphoric acid Ascoric Acid