[ CAS No. 139-33-3 ] {[proInfo.proName]}

Name: 139-33-3|EDTA disodium salt|98%
Brand: Ambeed
SKU: A354454
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Quality Control of [ 139-33-3 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 139-33-3 ]

Product Details of [ 139-33-3 ]

CAS No. :	139-33-3	MDL No. :	MFCD00070672
Formula :	C₁₀H₁₄N₂Na₂O₈	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	336.21	Pubchem ID :	-
Synonyms :	Ethylenediaminetetraacetic acid disodium salt;EDTA-Na2;Edta disodium;Disodium edetate;Edetate disodium

Safety of [ 139-33-3 ]

Signal Word:	Danger	Class:	N/A
Precautionary Statements:	P260-P264-P270-P271-P280-P301+P312+P330-P304+P340+P312-P305+P351+P338+P310-P314-P501	UN#:	N/A
Hazard Statements:	H302+H332-H318-H373	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 139-33-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 139-33-3 ]
Downstream synthetic route of [ 139-33-3 ]

[ 139-33-3 ] Synthesis Path-Upstream 1~2

1
[ 1072-72-6 ]
[ 139-33-3 ]
[ 17396-35-9 ]

Yield	Reaction Conditions	Operation in experiment
73%	With oxone; sodium hydrogencarbonate In acetonitrile	1,1-Dioxotetrahydrothiopyran-4-one. To a solution of tetrahydrothiopyran-4-one (400 mg, 3.45 mmol) in acetonitrile (5 ml) was added aqueous Na₂EDTA (3 ml, 0.0004 M). A mixture of oxone (6.30 g, 10.30 mmol) and sodium bicarbonate (2.70, 32 mmol) was added in small portions to the above solution over a period of 20 min. The slurry was stirred for another 1 h before being quenched with methylene chloride. The organic solvent was decanted and the solid residue was triturated with ethyl acetate (3*25 ml). The combined organic layers were dried over sodium sulfate and concentrated to give the desired ketone (0.37 g, 73percent) as a colorless solid. mp 170-172° C. (lit. 168-170° C.); ¹H NMR (500 MHz, CDCl₃) 2.99 (t, J=6.8 Hz, 4H), 3.39 (t, J=6.8 Hz, 4H). Ref: Yang, D.; Yip, Y.-C.; Jiao, G.-S.; Wong, M.-K. Design of Efficient Ketone Catalysts for Epoxidation by Using the Field Effect. J. Org. Chem, 1998, 63, 8952-8956.

Reference： [1] Patent: US6486199, 2002, B1,

2
[ 139-33-3 ]
[ 60-00-4 ]

Yield	Reaction Conditions	Operation in experiment
5.2 mg	With dihydrogen peroxide; acetic acid In water at 20℃; for 72 h;	Dissolve 5.8 g of disodium ethylenediaminetetraacetate in 50 ml of acetic acid, place in a 200 ml round-bottomed flask, and add 50 ml of 30 wtpercent aqueous hydrogen peroxide.After stirring at room temperature for 3 days, the solvent was removed in vacuo under reduced pressure, and the resulting pale yellow solid was recrystallized from a water/ethanol (1:1) system to give 5.2 g of a white solid.

Reference： [1] Patent: EP2277878, 2011, A1, . Location in patent: Page/Page column 58
[2] ChemistryOpen, 2015, vol. 4, # 2, p. 146 - 154
[3] Patent: CN104740655, 2018, B, . Location in patent: Paragraph 0065

[ 139-33-3 ] Synthesis Path-Downstream 1~9

1
[ 139-33-3 ]
[ 688-57-3 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; ammonium ferric sulfate; oxygen In water for 168h; Heating;

Reference： [1]Motekaitis, Ramunas J.; Martell, Arthur E.; Hayes, David; Frenier, Wayne W. [Canadian Journal of Chemistry, 1980, vol. 58, # 19, p. 1999 - 2005]

Yield	Reaction Conditions	Operation in experiment
	With Triton X-100 In water at 25℃; Irradiation; photoelectrochemical cell; photovoltage curves; other temperatures and reagents (surfactants);
	at 25℃; Irradiation; photovoltage generation, relaxation time;

3
[ 1076-38-6 ]
[ 139-33-3 ]
[ 4865-84-3 ]

Yield	Reaction Conditions	Operation in experiment
		EXAMPLE 1 1) A mixture of hydroxylamine sulfate (43 g), water (113 ml) and a 25% aqueous sodium hydroxide solution (57 ml) is stirred, and thereto are added 4-hydroxycoumarin (21 g) and ethylenediamine-tetraacetic acid disodium salt dihydrate (0.4 g), and the mixture is stirred with heating at 84 C. to 86 C. for 4 hours. The reaction mixture is cooled, and thereto are added 1,2-dichloroethane (30 ml) and water (43 ml), and the mixture is stirred. The 1,2-dichloroethane layer is removed, and the pH value thereof is adjusted to pH 1-2 with 62.5% sulfuric acid. The mixture is extracted twice with 1,2-dichloroethane (120 ml and 10 ml) to give a mixture of 1,2-benzisoxazole-3-acetic acid and 1,2-dichloroethane. The purity of 1,2-benzisoxazole-3-acetic acid in this mixture is 98%.; EXAMPLE 2 A mixture of hydroxylamine sulfate (344.0 g), water (904 ml) and a 25% aqueous sodium hydroxide solution (456 ml) is stirred, and thereto are added 4-hydroxycoumarin (168.0 g) and ethylenediaminetetraacetic acid disodium salt dihydrate (3.2 g), and the mixture is stirred with heating at 84 C.-86 C. for 4 hours. The reaction mixture is cooled, and thereto is added 1,2-dichloroethane (240 ml). The mixture is stirred, and the aqueous layer is collected. The pH value of the aqueous layer is adjusted to pH 1-2 with 25% sulfuric acid, and the precipitated crystals are collected by filtration, washed with water, and dried with air at 60 C. for 15 hours to give 1,2-benzisoxazole-3-acetic acid (170.4 g).

Reference： [1]Patent: US2005/215796,2005,A1 .Location in patent: Page/Page column 3

4
[ 1072-72-6 ]
[ 139-33-3 ]
[ 17396-35-9 ]

Yield	Reaction Conditions	Operation in experiment
73%	With oxone; sodium hydrogencarbonate; In acetonitrile;	1,1-Dioxotetrahydrothiopyran-4-one. To a solution of tetrahydrothiopyran-4-one (400 mg, 3.45 mmol) in acetonitrile (5 ml) was added aqueous Na2EDTA (3 ml, 0.0004 M). A mixture of oxone (6.30 g, 10.30 mmol) and sodium bicarbonate (2.70, 32 mmol) was added in small portions to the above solution over a period of 20 min. The slurry was stirred for another 1 h before being quenched with methylene chloride. The organic solvent was decanted and the solid residue was triturated with ethyl acetate (3*25 ml). The combined organic layers were dried over sodium sulfate and concentrated to give the desired ketone (0.37 g, 73%) as a colorless solid. mp 170-172 C. (lit. 168-170 C.); 1H NMR (500 MHz, CDCl3) 2.99 (t, J=6.8 Hz, 4H), 3.39 (t, J=6.8 Hz, 4H). Ref: Yang, D.; Yip, Y.-C.; Jiao, G.-S.; Wong, M.-K. Design of Efficient Ketone Catalysts for Epoxidation by Using the Field Effect. J. Org. Chem, 1998, 63, 8952-8956.

Reference： [1]Patent: US6486199,2002,B1

5
CuCO_3.Cu(OH)2.H₂O [ No CAS ]
[ 3022-15-9 ]
[ 139-33-3 ]
[ 4457-32-3 ]
[ 623565-10-6 ]

Yield	Reaction Conditions	Operation in experiment
77%	With hydrogenchloride; sodium hydrogencarbonate; In 1,4-dioxane; water;	Step 1 Piperazine-1,3-dicarboxylic acid 1-(4-nitrobenzyl) ester CuCO3.Cu(OH)2.H2O (15.8 g) was added to the H2O (275 mL) solution of piperazine-2-carboxylic acid, dihydrochloride (22.3 g), then the mixture was refluxed and stirred for 10 min. The insoluble material was filtered off and was washed with hot H2O (165 mL). The filtrate was cooled to room temperature, and NaHCO3 (9.2 g) and 1,4-dioxane (220 mL) was added to the dark blue solution. The mixture was cooled to 0 C. and NaHCO3 (18.5 g) and 50% solution of 4-nitrobenzyl chloroformate in 1,4-dioxane (61.7 g) was added to the mixture for 0.5 h. After stirring for additional 1.5 h at 0 C., the precipitate was filtered and washed with cold H2O (140 mL), EtOH (100 mL), acetone (200 mL) and Et2O (100 mL), then it was allowed to dry under reduced pressure to obtain the pale blue crystals. The crystals were added to the 1 mol/L HCl (330 mL) solution of EDTA.2Na (20.5 g) for 30 min, and stirred for 2 h at room temperature. The suspension was filtered and the filtered material was diluted with EtOH-H2O (7:3, 550 mL) and refluxed for 10 min. The reaction mixture was filtered to obtain the colorless crystals. The recrystallization from the filtrate was carried out 3 times to obtain additional crystals. The combined crystals were dried under reduced pressure to obtain the titled compound (26.25 g, 77%) as colorless crystals. 1H NMR (D2O) delta 2.54-2.61 (m, 1H), 2.89 (dt, 2H, J=12.7, 3.4 Hz), 2.97 (br, 1H), 3.13 (br, 1H), 3.62-4.04 (m, 2H), 5.16 (s, 2H), 7.49 (d, 2H, J=8.6 Hz), 8.14 (d, 2H, J=8.6 Hz).

Reference： [1]Patent: US2004/132708,2004,A1

Yield	Reaction Conditions	Operation in experiment
		[0184] The shampoo compositions illustrated in the following Examples illustrate specific embodiments of the shampoo compositions of the present invention, but are not intended to be limiting thereof. Other modifications can be undertaken by the skilled artisan without departing from the spirit and scope of this invention. These exemplified embodiments of the shampoo composition of the present invention provide enhanced conditioning benefits to the hair. [0185] The shampoo compositions illustrated in the following Examples are prepared by conventional formulation and mixing methods, an example of which is set forth hereinbelow. All exemplified amounts are listed as weight percents and exclude minor materials such as diluents, preservatives, color solutions, imagery ingredients, botanicals, and so forth, unless otherwise specified. [0186] The compositions illustrated in the examples were prepared in the following manner (all percentages are based on weight unless otherwise specified). [0187] For each of the compositions, 6-9% of ammonium laureth-3 sulfate, P43 oil, PureSyn6 oil, cationic polymers, 0-1.5% Ammonium Xylene Sulfonate, and 0-5% water was added to a jacketed mix tank and heated to about 74 C. with agitation to form a solution. Citric Acid, Sodium Citrate, Sodium Benzoate, Disodium EDTA, Cocamide MEA and 0.6-0.9% Cetyl alcohol, were added to the tank and allowed to disperse. Ethylene glycol distearate (EGDS) was then added to the mixing vessel, and melted. After the EGDS was well dispersed (after about 10 minutes) preservative was added and mixed into the surfactant solution. This mixture was passed through a heat exchanger where it was cooled to about 35 C. and collected in a finishing tank. As a result of this cooling step, the ethylene glycol distearate crystallized to form a crystalline network in the product. [0188] Separately about 20% of the water was heated to about 74 C. and the remainder of the Cetyl Alcohol, Stearyl Alcohol, and the Cationic Surfactant were added to it. After incorporation, this mixture was passed through a heat exchanger where it was cooled to about 35 C. As a result of this cooling step, the Fatty Alcohols and surfactant crystallized to form a crystalline gel network. [0189] These two premixes are the mixed together and the remainder of the surfactants, perfume, Dimethicone, Sodium Chloride or Ammonium Xylene Sulfonate for viscosity adjustment and the remainder of the water were added with ample agitation to insure a homogeneous mixture. [0190] Preferred viscosities range from about 5000 to about 9000 centipoise at 27 C. (as measured by a Wells-Brookfield model RVTDCP viscometer using a CP-41 cone and plate at 2/s at 3 minutes).

Yield	Reaction Conditions	Operation in experiment
		EXAMPLES [0184] The shampoo compositions illustrated in the following Examples illustrate specific embodiments of the shampoo compositions of the present invention, but are not intended to be limiting thereof. Other modifications can be undertaken by the skilled artisan without departing from the spirit and scope of this invention. These exemplified embodiments of the shampoo composition of the present invention provide enhanced conditioning benefits to the hair. [0185] The shampoo compositions illustrated in the following Examples are prepared by conventional formulation and mixing methods, an example of which is set forth hereinbelow. All exemplified amounts are listed as weight percents and exclude minor materials such as diluents, preservatives, color solutions, imagery ingredients, botanicals, and so forth, unless otherwise specified. [0186] The compositions illustrated in the examples were prepared in the following manner (all percentages are based on weight unless otherwise specified). [0187] For each of the compositions, 6-9% of ammonium laureth-3 sulfate, P43 oil, PureSyn6 oil, cationic polymers, 0-1.5% Ammonium Xylene Sulfonate, and 0-5% water was added to a jacketed mix tank and heated to about 74 C. with agitation to form a solution. Citric Acid, Sodium Citrate, Sodium Benzoate, Disodium EDTA, Cocamide MEA and 0.6-0.9% Cetyl alcohol, were added to the tank and allowed to disperse. Ethylene glycol distearate (EGDS) was then added to the mixing vessel, and melted. After the EGDS was well dispersed (after about 10 minutes) preservative was added and mixed into the surfactant solution. This mixture was passed through a heat exchanger where it was cooled to about 35 C. and collected in a finishing tank. As a result of this cooling step, the ethylene glycol distearate crystallized to form a crystalline network in the product. [0188] Separately about 20% of the water was heated to about 74 C. and the remainder of the Cetyl Alcohol, Stearyl Alcohol, and the Cationic Surfactant were added to it. After incorporation, this mixture was passed through a heat exchanger where it was cooled to about 35 C. As a result of this cooling step, the Fatty Alcohols and surfactant crystallized to form a crystalline gel network. [0189] These two premixes are the mixed together and the remainder of the surfactants, perfume, Dimethicone, Sodium Chloride or Ammonium Xylene Sulfonate for viscosity adjustment and the remainder of the water were added with ample agitation to insure a homogeneous mixture. [0190] Preferred viscosities range from about 5000 to about 9000 centipoise at 27 C. (as measured by a Wells-Brookfield model RVTDCP viscometer using a CP-41 cone and plate at 2/s at 3 minutes).

8
[ 139-33-3 ]
[ 60-00-4 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide; In water;pH 7.9;	[Step 9] Synthesis of (Z)-4'-C-(2-chloroethenyl)-2',3'-didehydro-3'-deoxy-5'-O-pivaloyl thymidine (Compound (13-1)) EDTA·2Na·2H2O (13.4 g) was suspended in water (50 mL), and a 20(w/w)% sodium hydroxide aqueous solution was added thereto for adjusting the pH to 7.9 to give an EDTA aqueous solution. Zinc powder (773 mg, 11.8 mmol) was suspended in DMSO (6 mL), and 1,2-dibromoethane (102 muL, 0.50 mmol) was added dropwise at room temperature. The reaction mixture was heated to 60C and stirred for 3 minutes. After cooling to room temperature, a solution of Compound (12-1) (1.20 g, 2.36 mmol) in DMSO (6 mL) was added dropwise. After 1 hour of stirring at room temperature, the reaction mixture was further stirred at 40C for additional 1 hour. After ethyl acetate (12 mL) was added thereto, the mixture was ice-cooled, and then the above-mentioned EDTA aqueous solution (6 mL) was added. After water (12 mL) was added and the mixture was stirred, the organic layer was recovered, and the aqueous layer was re-extracted with ethyl acetate (12 mL). Combined organic layers were washed with a saturated aqueous solution of sodium chloride (6 mL), dried with magnesium sulfate, filtered, and then concentrated under reduced pressure. Separation and purification of the obtained crude product by silica gel column chromatography (silica gel: 8 g, heptane:ethyl acetate = 1:1 (v/v)) gave the title compound (13-1) (562 mg, yield: 65%) as a white powder. (Properties) 1H-NMR (200 MHz, DMSO-d6) delta 1.14 (9H, s, 3 × Me of Pv), 1.785 (3H, d, J=1.2 Hz, 5-Me), 4.29 and 4.34 (1H each, ABq, J=11.7 Hz, 5'-H2), 6.06 (1H, d, J=7.9Hz, C1CH=CH-), 6.14 (1H, dd, J=5.9 , 1.3Hz, 3'-H), 6.47(1H, d, J=7.9 Hz, C1CH=CH-), 6.56 (1H, dd, J=5.9, 2.0 Hz, 2'-H), 6.87 (1H, dd, J=2.0, 1.3 Hz, 1'-H), 7.27 (1H, q-like d, J=1.2 Hz, 6-H), and 11.44 (1H, br s, 3-H). 13C-NMR (50.3 MHz, DMSO-d6) : delta 11.9 (5-Me), 26.7 (3 × Me of Pv), 66.5 (5'-C), 89.4 (1'-C), 90.0 (4'-C), 109.7 (5-C), 119.5 (ClHC=CH-), 126.9 (ClHC=CH-), 130.8 and 133.5 (2'-and 3'-C), 135.6 (6-C), 150.6 (2-C), 163.6 (4-C), 176.9 (C=O of Pv).
5.2 mg	With dihydrogen peroxide; acetic acid; In water; at 20℃; for 72h;	Dissolve 5.8 g of disodium ethylenediaminetetraacetate in 50 ml of acetic acid, place in a 200 ml round-bottomed flask, and add 50 ml of 30 wt% aqueous hydrogen peroxide.After stirring at room temperature for 3 days, the solvent was removed in vacuo under reduced pressure, and the resulting pale yellow solid was recrystallized from a water/ethanol (1:1) system to give 5.2 g of a white solid.

Reference： [1]Patent: EP2277878,2011,A1 .Location in patent: Page/Page column 58
[2]ChemistryOpen,2015,vol. 4,p. 146 - 154
[3]Patent: CN104740655,2018,B .Location in patent: Paragraph 0065

9
[ 59-67-6 ]
[ 87-89-8 ]
Vitamin B₅ vitamins [ No CAS ]
[ 58-56-0 ]
[ 139-33-3 ]
[ 67-03-8 ]
potassium dihydrogenphosphate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		P, B, Mo 100* Stock: 18.5 g KH2PO4, 0.62 g H3BO3, 0.025 g Na2MoO4.2H2O Fe EDTA 100* Stock: 3.724 g Na2EDTA, 2.784 g FeSO4.7H2O 2,4-D Stock: 10 mg/mL Vitamin B5 vitamins, 1000* Stock: 100.0 g myo-inositol, 1.0 g nicotinic acid, 1.0 g pyridoxine HCl, 10 g thiamine.HCL.

Reference： [1]Patent: US2012/233726,2012,A1

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 139-33-3 ] {[proInfo.proName]}

Quality Control of [ 139-33-3 ]

Related Doc. of [ 139-33-3 ]

Product Details of [ 139-33-3 ]

Safety of [ 139-33-3 ]

Application In Synthesis of [ 139-33-3 ]

[ 139-33-3 ] Synthesis Path-Upstream 1~2

[ 139-33-3 ] Synthesis Path-Downstream 1~9

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry