6381-92-6

Basic information

• Product Name: Disodium edetate dihydrate
• Synonyms: aceticacid,(ethylenedinitrilo)tetra-,disodiumsalt,dihydrate;disodiumedtadihydrate;ethylenediaminetetraaceticacidsodiumsaltdihydrate(disodiumedta;ethylenediaminetetraaceticacidsodiumsaltdihydrate(disodiumedtadihydrate);glycine,n,n’-1,2-ethanediylbis(n-(carboxymethyl)-,disodiumsalt,dihydrate;Glycine,N,N’-1,2-ethanediylbis[N-(carboxymethyl)-,disodiumsalt,dihydrate;1,2-DIAMINOETHANE-N,N,N',N'-TETRA-ACETIC ACID;EDTA TITRANT
• CAS NO: 6381-92-6
• Molecular Formula: C₁₀H₁₄N₂O₈*2H₂O*2Na
• Molecular Weight: 372.24
• EINECS: 205-358-3
• Product Categories: Analytical Chemistry;Chelating Reagents;Complexones;EDTA Analogs;Organic Chemicals;organic amine;reagent;Cosmetic or Industrial Grade;Food Additives
• Mol File: 6381-92-6.mol

Chemical Properties

• Melting Point: 250 °C (dec.)(lit.)
• Boiling Point: >100 °C
• Flash Point: >100℃
• Appearance: ≤5 (0.5 M)(APHA)/crystalline
• Density: 1.01 g/mL at 25 °C
• Refractive Index: n20/D 1.363
• Storage Temp.: 2-8°C
• Solubility: 3 M NaOH: 100 mg/mL
• PKA: pK1:1.99;pK2:2.67;pK3:6.16;pK4:10.26 (25°C)
• Water Solubility: soluble
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 3900609
• CAS DataBase Reference: Disodium edetate dihydrate(CAS DataBase Reference)
• NIST Chemistry Reference: Disodium edetate dihydrate(6381-92-6)
• EPA Substance Registry System: Disodium edetate dihydrate(6381-92-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36-52/53-36/38-36/37/38-22
• Safety Statements: 26-61-37/39-36/37/39-36
• WGK Germany: 2
• RTECS: AH4025000
• F: 3
• TSCA: Yes
• Hazardous Substances Data: 6381-92-6(Hazardous Substances Data)

Usage

Chemical Properties

White or almost white, crystalline powder.

Uses

Chelating agent; sequestering agent

Uses

Ethylenediamine tetraacetic acid disodium dihydrate is used as chelating agent for metals and as pharmaceutic aid (chelating agent); as preservative in cosmetic products; anticoagulant.

Uses

Ethylenediaminetetraacetic acid disodium salt dihydrate is used as a chelator of divalent cations. It inhibits enzymes such as metalloproteases that require divalent cations for activity. It is also used in chelation therapy. It acts as a sequestering agent in shampoos, cleaners and other personal care products and serves as an anticoagulant for blood samples.

Definition

ChEBI: A hydrate that is the dihydrate form of EDTA disodium salt.

General Description

Ethylenediaminetetraacetic acid disodium salt dehydrate is designated as Molecular Biology grade and is suitable for molecular biology applications. It has been analyzed for the presence of nucleases and proteases.

Biochem/physiol Actions

Zinc-dependent metalloproteinases, as well as other proteases that are stabilized by calcium, can be effectively inhibited by chelation of divalent metal ions with EDTA. Other chelators such as EGTA, specific for calcium, and 1,10-phenanthroline, highly specific for zinc, can be used to target these two different types of proteases.

Purification Methods

Analytical reagent grade material can be used as primary standard after drying at 80o. Commercial grade material can be purified by crystallisation from water or by preparing a 10% aqueous solution at room temperature, then adding ethanol slowly until a slight permanent precipitate is formed, filtering, and adding an equal volume of ethanol. The precipitate is filtered off onto a sintered-glass funnel, is washed with acetone, followed by diethyl ether, and dried in air overnight to give the dihydrate. Drying at 80o for at least 24hours converts it to the anhydrous form. [Beilstein 4 IV 2451.]

InChI:InChI=1/C10H16N2O8.2Na.2H2O/c13-7(14)3-11(4-8(15)16)1-2-12(5-9(17)18)6-10(19)20;;;;/h1-6H2,(H,13,14)(H,15,16)(H,17,18)(H,19,20);;;2*1H2/q;2*+1;;

Synthetic route

thorium(IV) nitrate pentahydrate + edetate disodium dihydrate (6381-92-6) → Th(ethylenediaminetetraacetate)(H2O)*2H2O

Conditions	Yield
In water High Pressure; Th(NO3)4*5H2O, Na-salt, H2O placed in vessed, heated at 180°C for5 d; elem. anal.;	45%

potassium hexachloropalatinate(IV) + edetate disodium dihydrate (6381-92-6) → Pt((HO2CCH2)2NC2H4N(CH2CO2H)2)Cl4 (82728-71-0) + Pt((HO2CCH2)(O2CCH2)NC2H4N(CH2CO2)(CH2CO2H))Cl2*H2O

Conditions

Yield

In water byproducts: EDTA; solid ligand salt added to suspn. of Pt-complex (molar ratio 1.08:1) inwater, stirred until dissolution, heated with stirring to 80°C on steam bath for 1.5 h; filtered from hot soln., solid washed with hot water and acetone, driedunder vac. (Pt(EDTAH2)Cl2*H2O, filtrate evapd. to dryness in vac. desiccator, extd. with acetone, solvent removed under reduced pressure (Pt(EDTAH4)Cl4); elem. anal.;

A n/a B 43%

lead (7439-92-1) + 1-(4-chloro-5-fluoropyrimidin-6-yl)bromoethane (188416-28-6) + edetate disodium dihydrate (6381-92-6) + 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone (86404-63-9) + zinc (7440-66-6) → (2R,3R/2S,3S)-3-(4-Chloro-5-fluoropyrimidin-6-yl)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol hydrochloride

Conditions	Yield
With hydrogenchloride; iodine In tetrahydrofuran; water; acetic acid; ethyl acetate; isopropyl alcohol

edetate disodium dihydrate (6381-92-6) + cadmium(II) chloride (10108-64-2) → Ethylendiamin-tetracetatocadmium(II)-saeure (36528-30-0)

Conditions	Yield
In water byproducts: H2O; reaction enthalpy was measured by a new method based on a laser deflection heat-sensor;

tetrakis(acetato)dichromium(II) dihydrate (14404-41-2) + edetate disodium dihydrate (6381-92-6) → Cr(ethylenediamminetetraacetate)(2-)

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide Na-salt, KOH, Cr-complex in H2O-DMF were reacted at pH 5.5 under Ar at room temp.;

manganese(II) sulfate + edetate disodium dihydrate (6381-92-6) → manganese(III) ethylenediaminetetraacetate

Conditions	Yield
With lead dioxide In water; acetic acid
With PbO2 In water; acetic acid

gallium(III) nitrate + sodium tungstate (VI) dihydrate (10213-10-2) + edetate disodium dihydrate (6381-92-6) → Na10GaW9O34H*12H2O

Conditions	Yield
With sodium hydroxide; nitric acid In water Na2EDTA was added to a soln. of Ga(NO3)3, adjusted to pH 8.5 with NaOH,heated, cooled, mixed with a soln. of the tungstate, adjusted to pH 8.4-8.6 with HNO3, addn. of ethanol, reacting for 0.5 h; oil was solidified in a refrigerator at 2°C, recrystd. from water;

sodium hexacyanoferrate(II) + edetate disodium dihydrate (6381-92-6) → 6Na(1+)*Fe(2+)*4CN(1-)*[N(CH2COO)2CH2]2(4-)*H2O = Na6[Fe(CN)4][N(CH2COO)2CH2]2*H2O

Conditions	Yield
byproducts: HCN; equimolar mixtures, heated to 80°C; sepd. by concentration of soln. on a water bath, filtered off, washed (50% EtOH and pure EtOH), dried in air, elem. anal.;

potassium hexachloropalatinate(IV) + edetate disodium dihydrate (6381-92-6) → Pt((HO2CCH2)(O2CCH2)NC2H4N(CH2CO2)(CH2CO2H))Cl2*H2O + Pt((HO2CCH2)(O2CCH2)NC2H4N(CH2CO2)(CH2CO2H))Cl2*2H2O

Conditions	Yield
In water byproducts: EDTA; solid ligand salt added to suspn. of Pt-complex (molar ratio 1.08:1) inwater, stirred until dissolution, heated with stirring to 80°C on steam bath, prolonged heated at 40°C;

potassium hexachloropalatinate(IV) + edetate disodium dihydrate (6381-92-6) → Pt((HO2CCH2)(O2CCH2)NC2H4N(CH2CO2)(CH2CO2H))Cl2*2H2O

Conditions	Yield
In water byproducts: EDTA; solid ligand salt added to suspn. of Pt-complex (molar ratio 1.08:1) inwater, stirred until dissolution, heated with stirring to 80°C on steam bath, heated at 40°C on hot plate for 30 min; filtered warm, washed with ice cold water and acetone, dried under vac.; elem. anal.;

edetate disodium dihydrate (6381-92-6) + titanium oxide(2+) → TiO(CH2CO2H)2(CH2CO2)2N2C2H4(H2O)

Conditions	Yield
With sodium carbonate In water Solid Na2CO3 was added to a soln. of reagents in H2O until pH 5, the soln. was stirred for 15 min at room temp.;; filtered, concd. HCl was added until pH 1, ppt. was washed with HCl, ethanol, dried in air;;

sodium hexachloroplatinate + edetate disodium dihydrate (6381-92-6) → Pt((HO2CCH2)(O2CCH2)NC2H4N(CH2CO2)(CH2CO2H))Cl2*H2O

Conditions	Yield
In water

edetate disodium dihydrate (6381-92-6) → C10H12N2O8(4-)*2Na(1+)*Sr(2+)

Conditions	Yield
With strontium chloride Heating;

edetate disodium dihydrate (6381-92-6) → C10H12N2O8(4-)*Ba(2+)*2Na(1+)

Conditions	Yield
With barium(II) chloride Heating;

edetate disodium dihydrate (6381-92-6) → disodium calcium EDTA

Conditions	Yield
With calcium chloride Heating;

Upstream product

• 107-15-3 Ethylenediamine 
• 79-11-8 Chloroacetic acid 

Downstream Products

• 64-02-8 Sodium edetate 
• 396-01-0 2,4,7-Triamino-6-phenylpteridine 
• 9041-93-4 Bleomycin sulfate 
• 4685-14-7 Paraquat