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Meanings and Derivations Of EDTA

Here is this word, Ethylene Diamine Tetra-acetic Acid
With Definitions and derivations for the technically inclined

TOP

Ethylene Diamine Tetra-acetic Acid

Ethylene

Diamine

Tetra-acetic

Acid

Free Form

Free Form Amino Acid

Free Form EDTA

CALCIUM EDTA vs MAGNESIUM EDTA



Ethylene Diamine Tetra-acetic Acid  or "EDTA"

also often listed as:

ethylenediaminetetraacetic acid

Ethylene diamine tetra-acetic acid (EDTA) is a man-made amino acid chelating agent with a particular affinity for toxic metals such as lead, mercury, cadmium and aluminum. Should EDTA meet up with such toxic substances, the material is sequestered, then secreted in bodily wastes.  (source)


EDTA is an acronym for magnesium disodium Ethylene Diamine Tetracetic Acid. It's FDA approved use is for acute or chronic lead poisoning.  (source no longer on the web)


EDTA is a synthetic amino acid first used in the 1940's for treatment of heavy metal poisoning. It is widely recognized as effective for that use as well as certain others, including emergency treatment of hypercalcemia and the control of ventricular arrhythmias associated with digitalis toxicity. Studies by the National Academy of Sciences/National Research Council in the late 1960's indicated that EDTA was considered possibly effective in the treatment of occlusive vascular disorders caused by arteriosclerosis. EDTA grabs metallic cation such as Lead or Calcium from the body and forms a stable compound that is then excreted from the system. The stability of this bond is vital to success in chelation therapy. If the bond is weak, other chemicals can break this bond to form their own compounds.  (source [Karl Note:  This link has an excellent story about how IV chelation works.  I have written some comments to show the weaknesses.]


Possible Interactions with Ethylenediaminetetraacetic Acid (EDTA)

Animal studies suggest that EDTA may increase the absorption of cefmetazole, an antibiotic; however, further studies in humans are needed to draw definitive conclusions for people.  (source)


[Karl Note:  I assume from the following (research proposal) that EDTA was used to clean surfaces of weapons, for instance, to remove radioactive (toxic metal) material, and that the EDTA is then found to be extremely strong in its ability to bind to the toxic metals involved -- thus EDTA binding to toxic metals seems to be very long lasting -- a good sign if you want the binding process to last and prevent the toxic metals from getting back into the environment.]

Forty years of nuclear reactor and weapons manufacturing operations in the United States have resulted in the subsurface co-disposal of radioactive material and the synthetic chelating agents, such as EDTA, that were originally used to clean the equipment. Radioactivity has been detected in sediments and groundwater away from the disposal sites indicating that transport through the subsurface is occurring. The presence of EDTA and its interaction with radioactive and heavy metal ions are implicated in this transport. EDTA forms stable, water-soluble complexes with metals hindering their adsorption to soil particle surfaces. Biodegradation of EDTA in these environments can lead to enhanced adsorption and immobilization of the radionuclides and heavy metals. However, limited research on the biogeochemistry of such systems has made specification of procedures for encouraging EDTA biodegradation and preventing radionuclide migration difficult. (Source)


[Karl Note:  Here are clickable links to descriptions of different forms of "EDTA" and also the "CAS" numbers for each:

 

•  Ethylenediaminetetraacetic acid 60-00-4
•  Ethylenediaminetetraacetic acid calcium disodium salt 62-33-9
•  Ethylenediaminetetraacetic acid dipotassium salt, dihydrate 25102-12-9
•  Ethylenediaminetetraacetic acid sodium salt dihydrate 6381-92-6
•  Ethylenediaminetetraacetic acid tetrasodium salt dihydrate 10378-23-1
•  Ethylenediaminetetraacetic acid trisodium salt

SOURCE

150-38-9 

 


 

EDTA (ethylenediaminetetraacetic acid)

SOURCE

EDTA (ethylenediaminetetraacetic acid) is a common sequestrant and antioxidant added to foods, body care, and household products. It occurs as disodium calcium EDTA, tetrasodium EDTA, and disodium dihydrogen EDTA. As a sequestrant, it binds trace minerals such as copper, iron and nickel that may be in the product. If not inactivated, these minerals will lead to discoloration, rancidity and textural breakdown. When added as an antioxidant, EDTA prevents oxygen from causing color changes and rancidity.

EDTA as a Food Additive/Preservative
FDA has approved EDTA as a food additive that is generally recognized as safe (See the US Code of Federal Regulations-21 CFR 172.135 and 21 CFR 173.315). The average usage concentration is 100 to 300 parts per million. EDTA can perform the following specific functions in food: sequestering metals, preventing discoloration of potato products, stabilizing vitamins, preventing discoloration of fish and shellfish, preventing flavor changes in milk, inhibiting the thickening of stored condensed milk, enhancing the foaming properties of reconstituted skim milk, preventing color changes of scrambled eggs prepared from egg powder, preserving canned legume, preventing gushing in beer, promoting flavor retention and delaying loss of carbonation in soft drinks, preventing oxidation of meat products, and preventing discoloration of canned fruits and vegetables.

EDTA in Body Care, Household Products and Pharmaceuticals
EDTA is often added to detergents, liquid soaps, shampoos, agricultural chemical sprays, pharmaceutical products, oil emulsions and to textiles to improve dyeing, scouring and detergent operations. It is used as a metal chelating agent, in metal cleaning and plating, in the treatment of chlorosis, to decontaminate radioactive surfaces, as a metal deactivator in vegetable oils, as an anticoagulant of blood, as an antioxidant, in the clarification of liquids, in analytical chemistry spectrophotometric titration, to aid in reducing blood cholesterol, to treat lead poisoning and calcinosis. EDTA salts are also added to products in the place of phosphate compounds used to reduce calcium and magnesium hardness in water. It can prevent bleaching agents from becoming active before they're immersed in water.

Some household product manufacturers have alleged that EDTA does not readily biodegrade and, once introduced into the general environment, can re-dissolve toxic heavy metals trapped in underwater sediments-allowing them to reenter the food chain. However, other manufacturers cite research data that indicates EDTA degrades in an appropriate time and manner when exposed to air and light. With regard to human toxicity, current data suggests that EDTA has a very low toxicity and is safe in foods and other consumer products.

 



 


Ethylene

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Ethylene Diamine Tetra-acetic Acid

Ethylene

Diamine

Tetra-acetic

Acid

ethylene

Organic Chemistry
• H2C=CH2, a highly flammable, colorless gas, slightly soluble in water and alcohol; boils at –103.9ºC; used in plastic and resin preparation, in welding and cutting metals, and as an anesthetic, a refrigerant, and a fruit ripening accelerator.  (source)


Ethylene
(Eth"yl*ene) n. [From Ethyl.] (Chem.) A colorless, gaseous hydrocarbon, C2H4, forming an important ingredient of illuminating gas, and also obtained by the action of concentrated sulphuric acid in alcohol. It is an unsaturated compound and combines directly with chlorine and bromine to form oily liquids (Dutch liquid), — hence called olefiant gas. Called also ethene, elayl, and formerly, bicarbureted hydrogen.

Ethylene series (Chem.), the series of unsaturated hydrocarbons of which ethylene is the type, and represented by the general formula CnH2n.  (source for this and the above)


Ethylene

Eth"yl*ene (?), n. [From Ethyl.] (Chem.) A colorless, gaseous hydrocarbon, C2H4, forming an important ingredient of illuminating gas, and also obtained by the action of concentrated sulphuric acid in alcohol. It is an unsaturated compound and combines directly with chlorine and bromine to form oily liquids (Dutch liquid), -- hence called olefiant gas. Called also ethene, elayl, and formerly, bicarbureted hydrogen. <-- is effective in hastening the ripening of certain fruits. --> Ethylene series (Chem.), the series if unsaturated hydrocarbons of which ethylene is the type, and represented by the general formula CnH2n.  (source)


ETHYLENE
(Group 3)

For definition of Groups, see Preamble Evaluation.

VOL.: 60 (1994) (p. 45)
CAS No.: 74-85-1
Chem. Abstr. Name: Ethene

 

5. Summary of Data Reported and Evaluation

5.1 Exposure data

Ethylene, the petrochemical manufactured in largest volume worldwide, is produced primarily by the steam-cracking of hydrocarbons. It is used mainly as a chemical intermediate in the production of polymers and other industrial chemicals; small amounts are used to promote the ripening of fruits and vegetables. Ethylene is introduced into the environment from both natural and man-made sources, including emissions from vegetation, as a product of burning of organic material (such as cigarettes) and of incomplete combustion of fossil fuels, and in its production and use. Few data are available on levels of occupational exposure.

5.2 Human carcinogenicity data

The available data did not allow the Working Group to evaluate the carcinogenicity of ethylene to humans.

5.3 Animal carcinogenicity data

Ethylene was tested for carcinogenicity in one experiment in rats exposed by inhalation. No increase in tumour incidence was reported.

5.4 Other relevant data

Endogenous but unidentified sources of ethylene exist in man and experimental animals. Steady-state alveolar retention of ethylene is less than 10% in both man and rat. The biological half-time of ethylene in humans is about 0.65 h. In rats and man, the processes of uptake, exhalation and metabolism are described by first-order kinetics, at least up to 50 ppm; in rats, ethylene metabolism follows first-order kinetics up to about 80 ppm. The maximal rate of metabolism in rats is reached at about 1000 ppm, the initial metabolite being ethylene oxide; hydroxyethyl cysteine is a urinary metabolite in mice. Because ethylene metabolism can be saturated, the maximal possible concentration of ethylene oxide in rat tissues is about 0.34 nmol/ml (15 ng/g bw). Exposure to ethylene results in the formation of adducts with proteins. In nonsmokers, the background concentrations of the hydroxyethyl valine adduct of haemoglobin were 12-188 pmol/g haemoglobin. Environmental ethylene contributes to these concentrations; the endogenous contribution was calculated to be about 12 pmol/g haemoglobin in nonsmoking control subjects. The increment of N-terminal hydroxyethyl valine formed during a 40-h work week has been estimated as 100-120 pmol/g haemoglobin per part per million of ethylene. Tobacco smoke contributes to formation of this adduct: smoking 10-30 cigarettes/day was reported to result in 600-690 pmol/g haemoglobin. Background concentrations of 7-hydroxyethyl guanine were 8.5 nmol/g DNA in one study of human peripheral lymphocytes and ranged from 2 to 6 nmol/g DNA in various tissues of rats and mice. A single exposure of mice to 50 ppm ethylene for 1 h resulted in 0.1-0.2 nmol/g DNA. No data were available on the genetic and related effects of ethylene in exposed humans. In a single study, no micronuclei were induced in bone-marrow cells of mice and rats exposed in vivo. Gene mutation was not induced in Salmonella typhimurium. Although the genetic effects of ethylene have not been well studied, its metabolite, ethylene oxide, is genotoxic in a broad range of assays.

5.5 Evaluation

There is inadequate evidence in humans for the carcinogenicity of ethylene.

There is inadequate evidence in experimental animals for the carcinogenicity of ethylene.

Overall evaluation

Ethylene is not classifiable as to its carcinogenicity to humans (Group 3).

For definition of the italicized terms, see Preamble Evaluation.

Previous evaluation: Suppl. 7 (1987) (p. 63)

 

Synonyms

Last updated 08/26/1997  (source)


The technical definition of alcohol is any class of organic compounds characterized by one or more hydroxyl (OH) groups attached to a carbon atom of an alkyl group (hydrocarbon chain). Ethyl alcohol, which is the type contained in beverages, is made by the fermentation of fruits, molasses, grains, and other agricultural products. It can also be mad industrially. Alcoholic beverages are made with ethyl alcohol for their physiological and psychological effects.  (source)


Ethyl
(Eth"yl) n. [Ether + - yl.] (Chem.) A monatomic, hydrocarbon radical, C2H5 of the paraffin series, forming the essential radical of ethane, and of common alcohol and ether.  (source)



Diamine

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Ethylene Diamine Tetra-acetic Acid

Ethylene

Diamine

Tetra-acetic

Acid

See separate page for Ethylene Diamine

 

Back to DuPont Intermediates or Specialty Products  (SOURCE)

 

Product Description: A low viscosity, low odor, biodegradable, liquid diamine featuring an odd carbon, ethyl-branched, asymmetric structure and differential amine reactivity.


Features:

Flexibility

As a comonomer or a curative, Dytek® EP diamine offers lower polymer viscosity, crystallinity and Tg. Flexibility and polymer free volume are increased by incorporating the ethyl side branch.

Fluidity

Dytek® EP diamine has a very low glass point, -117°C. Many low MW derivatives will also be liquids at or below ambient temperatures. For high MW derivatives, melt points are lowered. See Table 1.

 

Table 1
Melting Points (°C) of Diamine Derivatives

Diamine Bis-trimellitimide Bis-stearamide
ethylenediamine - 146
1,2-propanediamine 324 -
1,3-pentanediamine (Dytek® EP) 258 72
hexamethylenediamine 330 169

Reactivity

The terminal amine group is 100 times more reactive than the ethyl-hindered amine group. The reaction of a variety of reagents with the terminal amine occurs with greater than 9:1 selectivity.

Rheology

In formulated products the very low viscosity of Dytek® EP diamine and its derivatives can improve flow, penetration, wetting, or solubility over straight chain diamines.

 

Applications:
  • Polyamide monomer: amorphous, or low MW resins for coatings, adhesives, sealants, and elastomers
  • Low viscosity urethane: extender, catalyst, diisocyanate
  • Low viscosity epoxy curative
  • Divalent amine solvent for sour gas, syngas, stack gas treatment
  • Surfactant: asphalt emulsifiers, textile treatment
  • Calcium scale inhibitor, liquid corrosion inhibitor
  • Additive: fuel and oil, plastic, petroleum and chemical processing
Typical Composition, wt % :
1,3-Pentanediamine 99
Other diamines 1
Water 500 ppm
General Information:
CAS Registry Number 589-37-7
CAS Name 1,3-Pentanediamine
Other Names 1,3-Diaminopentane, DAMP
Molecular Weight 102
H-equivalent Weight 25.5
Amine Value, mg KOH/g 1087
pKa1, 25°C 10.97
pKa2, 25°C 8.92
Solubility in Water Miscible
Kow, 25°C, v/v, pH=12.3 0.47
Heat of Solution, 30°C, kcal/mole 9.9
Heat of Vaporization, 160°C, kcal/mole 15.9
Thermal Stability, DSC, 20-400°C, N2 Stable
Boiling Point, °C 164
Vapor Pressure, mm Hg, 20°C
(see Figure 2)
1
Glass Transition, Tg, °C (forms opaque solid) -117
Flash Point, Closed Cup, °C
(see Figure 5)
59
Viscosity, cP, 25°C 1.89
Surface Tension, dyne/cm, 24.5°C 32.2
Density, g/mL, 25°C
(see Figure 3)
0.855
APHA Color, Pt-Co <10
Odor Slight
Solubility Parameters ; d, p, H=10.6; 8.1, 3.5, 5.8
Refractive Index, 20°C/20°C 1.4512
Critical Properties (estimated)
Tc, °C
355.7
Vc, mL/mole
367.5
Pc, atm.
39.7

Figure 1. Phase Diagram of Aqueous Dytek® EP Diamine Solutions at Atmospheric Pressure

Figure 2. Vapor Pressure of Dytek® EP Diamine

Figure 3. Dytek® EP Diamine Density

Figure 4. pH of Dytek® EP Diamine Aqueous Solutions (25°C)

 

Figure 5. Flashpoint of Aqueous Solutions

 

MSDS:  
Storage and Handling:
DOT/IMO Shipping Name: Amines, Liquid, Corrosive, Flammable, N.O.S.
(1,3-Pentanediamine)
DOT/IMO Hazard Classification: 8
UN No.: 2734
DOT/IMO Label: Corrosive, Flammable
Packing Group: I
Shipping Containers Net Weight
Rail Car 64 t (140,000 lb)
Tank Truck 18 t (40,000 lb)
Isotank 16 t (36,000 lb)
HDPE Drum 181 kg (400 lb)
Steel Pail 16 kg (35 lb)
Notice: The information set forth herein is furnished free of charge and is based on technical data that DuPont believes to be reliable, provided that DuPont makes no representation or warranty as to the completeness or accuracy thereof. It is intended for use by persons having technical skill, at their own discretion and risk, who will make their own determination as to its suitability for their purposes prior to use. The handling precaution information contained herein is given with the understanding that those using it will satisfy themselves that their particular conditions of use present no health or safety hazards. As with any material, evaluation of any compound under end-use conditions prior to specification is essential. Nothing herein is to be taken as a license to operate under or a recommendation to infringe any patents. In no event will DuPont be responsible for damages of any nature whatsoever resulting from the use of or reliance upon the information contained herein or the product to which the information refers. NO REPRESENTATION OR WARRANTIES, EXPRESSED OR IMPLIED, OF MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE, OR ANY OTHER NATURE ARE MADE HEREUNDER WITH RESPECT TO THE INFORMATION CONTAINED HEREIN OR THE PRODUCT TO WHICH THE INFORMATION REFERS.

1,2-Diaminoethane (CAS No. 107-15-3), commonly known as ethylenediamine (EDA), is a synthetic colourless to yellowish liquid at normal temperature and pressure. It is strongly alkaline and is miscible with water and alcohol. The main use for EDA is as an intermediate in the manufacture of tetraacetyl ethylenediamine, ethylenediaminetetraacetic acid (EDTA), organic flocculants, urea resins, and fatty bisamides. It is also used, to a much smaller extent, in the production of formulations for use in the printed circuit board and metal finishing industries, as an accelerator/curing agent in epoxy coatings/resins, and in the manufacture of pharmaceutical products. EDA is present as a contaminant (<0.5%) in commercially supplied fatty amines, which are used as wetting agents in bituminous emulsions. It is also used in the synthesis of carbamate fungicides, in surfactant and dye manufacture, and in photography development chemicals and cutting oils. EDA is a degradation product of ethylenebis(dithiocarbamate) fungicides.  (source)



Tetra-acetic

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Ethylene Diamine Tetra-acetic Acid

Ethylene

Diamine

Tetra-acetic

Acid

 



Acid

TOP

Ethylene Diamine Tetra-acetic Acid

Ethylene

Diamine

Tetra-acetic

Acid

 


Free Form

The term "free form" is typically used to describe some "single substance" which, in the most usual case is found always combined with other substances.  Thus, the yolk of an egg contains many different amino acids.  These amino acids are all connected together in various ways.  Cysteine is one of the amino acids found in the yolk of an egg.

If you get Cysteine as a single substance, not connected to anything else, for instance, that form of Cysteine would be called "Free Form Cysteine."

This becomes important because some unethical companies will, for instance, use a substance such as "brewers yeast" which includes many different individual substances, including many different amino acids and other nutrients.  Brewer's Yeast is a useful substance, but it is very cheap.  One brand of brewer's yeast has dozens of different amino acids in it.  Click to review that data.

Per that data, 100 grams of Brewers Yeast contains 540 mg of the amino acid, Cysteine.  The Cysteine within that Brewers Yeast is bound and connected to the other ingredients within the Brewers Yeast and if you swallowed 100 grams of this Brewers Yeast the body would NOT be getting 540 mg of Cysteine in any form that it would use AS CYSTEINE!  The amino acids in Brewers Yeast would be used in combination with one another, as a protein, not as individual components.

A commercial product that lists many different amino acids on the label, as if you were getting the benefit of each of them as an individual nutrient, but where all these amino acids are simply contained within some brewers yeast? Such a product would be fraudulent.  Not the product, of course, but the false claims about it.

So, when you get that Cysteine, somehow, OUT of any connection with other amino acids, it CAN be used by the body as a separate nutrient -- it is then called the "Free Form" of that amino acid>

Cysteine, for instance, when taken in by the body as a single substance, will STILL try to combine with other amino acids, and be used by the body for building structure -- the primary role of proteins.

But, if the Cysteine is deliberately introduced into the body in an unbalanced proportion with other amino acids, then the Cysteine won't have enough of the other amino acids to combine with for protein purposes, and the Cysteine will then be free to be used for one of the primary roles of "Free Form Cysteine" which is to chelate metals.

It would generally be unethical for a company to put brewers yeast in their formula, but to list the amino acid component of that brewers yeast as if it were "Free Form" which, of course, it is not.

On the other hand, to make a big claim that "our amino acids are 'free form' " is foolish and leads the unsuspecting consumer to think that the "free form" ingredient is somehow better than another!!  It is, of course, but water is also more wet than sand!

The concept of "FREE FORM EDTA" is really misleading.

EDTA is an artificial amino acid.  It would never exist in some substance like brewers yeast.  EDTA does not occur in nature -- it would always be "free form," in the sense that it does not exist in some natural state connected to other ingredients.

EDTA is manufactured in various forms.  In some of those forms it is combined with sodium, or calcium, etc.

Since PLAIN EDTA would work as a chelating substance and MIGHT chelate calcium, and since for most uses you DO NOT want the EDTA to chelate calcium, then most EDTA used for chelating activity would be combined with calcium, usually as sodium-calcium EDTA.

Here is an example of a terribly unethical company's claims:

Oral chelation "grabs" a number of unwanted substances that can cause LDL Cholesterol plaque build up and free radical damage from the cardiovascular system, renders them harmless, and prepares them for excretion through the urine. Oral Chelation is a natural process of "roto-rootering" the cardiovascular system, helping the body cleanse the arteries and veins, as well as detoxify the liver and kidneys.

Ah!  What misery to have to continually expose lies, over and over again.

The quote above is from the VAXA brand of oral chelation -- found HERE.

What oral chelation GRABS is metal, not calcium.  If oral chelation were to grab calcium, then it would deplete the blood of a vital element -- calcium, and the heart could stop beating very quickly.  The beat of the heart depends on the blood containing an exact amount of both calcium and magnesium.  If you suddenly remove all the calcium from the blood, the heart would stop beating.  So, if you put some substance into the blood, to do "oral chelation" and that substance GRABS calcium, it would be deadly.  However, this is not true in any serious sense because chelating substances are selective and sequential.

The chelating substance PREFERS to chelate heavy metals to light ones.  So, if there is both iron and calcium available, the chelating substance will GRAB the iron, not the calcium.

Chelating substances are also sequential -- even if the chelating substance grabs calcium (because there is nothing else around) it will leg go of the calcium when it bumps into the iron.

So, chelating substances are safe -- but the point here is that EDTA SHOULD be combined with calcium when it is given to you as oral chelation.  Why?  So there is zero chance that the EDTA can grab calcium. That is why intravenous chelation doctors used sodium-calcium-EDTA.  There is no risk, with this combination, of removing calcium.

Yet, because heart doctors have made the false claims that "plaque" is what causes the problem, and that "plaque" is made up of calcium and cholesterol, then the unethical promoters repeat these lies and claim that the oral chelation REMOVES the PLAQUE.

Ah!  More lies!

Chelating substances, remove heavy metals, not calcium.

Heavy metals increase the number and activity of free radicals in the body.

Free radicals hit the cells in the arteries and damage them -- they become weak.  Some die!

The weak cells are constantly taking in, and getting rid of stuff -- including calcium.  So the weak cell takes in calcium is too weak to kick it out, and winds up with excessive amounts of calcium INSIDE the cell.

Oral chelation does NOT remove that calcium from inside the cell -- rather oral chelation removes the metals which cause free radical damage.  When the free radicals are reduced, the cell gets back to a healthy condition and ITSELF kicks out the excessive calcium.

When someone implies that oral chelation removes the plaque they are being very misleading.

If they also claim that their EDTA is "free form" they are just adding more misleading claims.

The world is full of charlatans!  Don't fall for them.

Karl Loren


 


 

 


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