N-(2-Acetamido)iminodiacetic acid supplier

Name
N-(2-Acetamido)iminodiacetic acid
EINECS 247-530-0
CAS No. 26239-55-4
Article Data9
CAS DataBase
Density 1.522 g/cm³
Solubility soluble in water
Melting Point 219 °C (dec.)(lit.)
Formula C₆H₁₀N₂O₅
Boiling Point 524.9 °C at 760 mmHg
Molecular Weight 190.156
Flash Point 271.3 °C
Transport Information
Appearance white to almost white powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Aceticacid, [(carbamoylmethyl)imino]di- (8CI);ADA (buffering agent);N-(2-Acetamido)-2-iminodiacetic acid;N-(Carbamoylmethyl)iminodiacetic acid;N-(2-Acetamido)iminodiacetic acid;
PSA 120.93000
LogP -1.35680

Synthetic route

: 22241-07-2
nitrilotriacetic acid trimethyl ester

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

Conditions

Conditions	Yield
With ammonia In tetrahydrofuran at 60℃; under 7500.75 Torr; for 8h; Solvent;	82%

: 181523-90-0
(N->B)phenyl[N-carbamoylmethyl-aminodiacetate-O,O',N]borane

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

Conditions

Conditions	Yield
In methanol; water refluxing (2 h); solvent removal (vac.), crystn. (acetone);	31%

: carbamoylmethylimino-di-acetic acid dimethyl ester

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 139-13-9
nitrilotriacetic acid

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

Conditions

Conditions	Yield
With acetamide; sulfuric acid

: copper(II) choride dihydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 71-00-1
D,L-histidine

: Na2[Cu(N-(2-acetamido)iminodiacetato)(histidine)(OH)]*2.5H2O

Conditions

Conditions	Yield
With NaOH In ethanol; water EtOH soln. contg. metal salt added to aq. EtOH soln. contg. N-(2-acetamido)iminodiacetic acid at pH 6 (drops of aq. NaOH), aq. EtOH soln. contg.histidine at pH 9 (drops of aq. NaOH) added slowly, stirred for 4 h; ppt. filtered off, washed (EtOH), dried (vac., P4O10); elem. anal.;	90%

...Expand

: manganese(II) chloride tetrahydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 71-00-1
D,L-histidine

: 330589-00-9
Na[Mn(N-(2-acetamido)iminodiacetato)(histidine)(H2O)]

Conditions

Conditions	Yield
With NaOH In ethanol; water EtOH soln. contg. metal salt added to aq. EtOH soln. contg. N-(2-acetamido)iminodiacetic acid at pH 6 (drops of aq. NaOH), aq. EtOH soln. contg.histidine at pH 9 (drops of aq. NaOH) added slowly, stirred for 4 h; ppt. filtered off, washed (EtOH), dried (vac., P4O10); elem. anal.;	90%

...Expand

: cobalt(II) chloride hexahydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 71-00-1
D,L-histidine

: Na2[Co(N-(2-acetamido)iminodiacetato)(histidine)(OH)]*0.75H2O

Conditions

Conditions	Yield
With NaOH In ethanol; water EtOH soln. contg. metal salt added to aq. EtOH soln. contg. N-(2-acetamido)iminodiacetic acid at pH 6 (drops of aq. NaOH), aq. EtOH soln. contg.histidine at pH 9 (drops of aq. NaOH) added slowly, stirred for 4 h; ppt. filtered off, washed (EtOH), dried (vac., P4O10); elem. anal.;	90%

...Expand

: 288-32-4
1H-imidazole

: malachite

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 204118-63-8, 258855-39-9
(imidazole)(N-carbamoylmethyliminodiacetato)copper(II)

Conditions

Conditions	Yield
In water byproducts: CO2, CuO; reduced pressure; stirring; filtering, crystn. on slow evapn. (room temp., 2 weeks), filtering, washing (H2O), drying; elem. anal.;	90%

...Expand

: malachite

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 514790-11-5
bis(N-carboxymethyl-N-(2-carbamoylmethyl)glycinato)copper(II)

Conditions

Conditions	Yield
In water byproducts: CO2; 0.5 mmol Cu2(CO)3(OH)2 and 1.1 mmol H2ADA, stirring, heating under vac. to remove CO2, addn. of 1 mmol H2ADA in soln., addn. of water, 1 day; coleccting, washing (water), air drying;	85%

: nickel(II) chloride hexahydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 71-00-1
D,L-histidine

: Na2[Ni(N-(2-acetamido)iminodiacetato)(histidine)(OH)]*0.5H2O

Conditions

Conditions	Yield
With NaOH In ethanol; water EtOH soln. contg. metal salt added to aq. EtOH soln. contg. N-(2-acetamido)iminodiacetic acid at pH 6 (drops of aq. NaOH), aq. EtOH soln. contg.histidine at pH 9 (drops of aq. NaOH) added slowly, stirred for 4 h; ppt. filtered off, washed (EtOH), dried (vac., P4O10); elem. anal.;	68%

...Expand

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 1356855-78-1, 811431-04-6
fac-[ReI(OH2)3(CO)3](SO3CF3)

: 1310-73-2
sodium hydroxide

: Na[fac-Re(CO)3(ADA)]

Conditions

Conditions	Yield
In water at 20℃; for 24h; pH=6 - 7;	65%

...Expand

: uranyl nirate hexahydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: poly[[[diaquadioxouranium(VI)]-μ(3)-nitrilotriacetato-κ(3)O:O':O''] trihydrate]

Conditions

Conditions	Yield
In water High Pressure; 1 equiv. of the amide and U-compd. were heated in H2O in a closed vesselat 220 °C; crystn. for a week, crystals were filtered off, washed with H2O, elem. anal.;	62%

: malachite

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 147-93-3
Thiosalicylic acid

: 2H(1+)*Cu(H2NC(O)CH2N(CH2COO)2)(C6H4(S)COO)(H2O)(2-)*2H2O=H2[Cu(H2NC(O)CH2N(CH2COO)2)(C6H4(S)COO)(H2O)]*2H2O

Conditions

Conditions	Yield
In ethanol addn. of soln. of thiosalicylic acid to suspn. of basic carbonate, slow addn. of soln. of acetamidoiminodiacetic acid (stirring; pptn.); filtration, washing (EtOH), drying (vac., over P4O10); elem. anal.;	61%

...Expand

: 288-32-4
1H-imidazole

: basic nickel carbonate tetrahydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 7732-18-5
water

: aqua(imidazole)(N-carbamoylmethyl-iminodiacetato)nickel(II)

Conditions

Conditions	Yield
In water stoich. mixt., stirred at temperatures lower than 50°, stirred for 1 h, heated and stirred at 60°C for 20 h, cooled, 2 equiv. of imidazole added; evapd. for 3 wks at room temp., filtered, crystd., elem. anal.;	60%

...Expand

: 288-32-4
1H-imidazole

: cobalt(II) hydroxycarbonate*2H2O

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 7732-18-5
water

: aqua(imidazole)(N-carbamoylmethyl-iminodiacetato)cobalt(II)

Conditions

Conditions	Yield
In water stoich. mixt., stirred at temperatures lower than 50°, stirred for 1 h, heated and stirred at 60°C for 20 h, cooled, 2 equiv. of imidazole added; evapd. for 3 wks at room temp., filtered, crystd., elem. anal.;	60%

...Expand

: 2Co(2+)*CO3(2-)*2OH(1-)*6H2O = CoCO3*Co(OH)2*6H2O

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 147-93-3
Thiosalicylic acid

: 2H(1+)*Co(H2NC(O)CH2N(CH2COO)2)(C6H4(S)COO)(H2O)(2-)*2H2O=H2[Co(H2NC(O)CH2N(CH2COO)2)(C6H4(S)COO)(H2O)]*2H2O

Conditions

Conditions	Yield
In ethanol addn. of soln. of thiosalicylic acid to suspn. of basic carbonate, slow addn. of soln. of acetamidoiminodiacetic acid (stirring; pptn.); filtration, washing (EtOH), drying (vac., over P4O10); elem. anal.;	59%

...Expand

: 5Ni(2+)*4OH(1-)*3CO3(2-)*4H2O=3NiCO3*2Ni(OH)2*4H2O

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 147-93-3
Thiosalicylic acid

: 2H(1+)*Ni(H2NC(O)CH2N(CH2COO)2)(C6H4(S)COO)(H2O)(2-)*2H2O=H2[Ni(H2NC(O)CH2N(CH2COO)2)(C6H4(S)COO)(H2O)]*2H2O

Conditions

Conditions	Yield
In ethanol addn. of soln. of thiosalicylic acid to suspn. of basic carbonate, slow addn. of soln. of acetamidoiminodiacetic acid (stirring; pptn.); filtration, washing (EtOH), drying (vac., over P4O10); elem. anal.;	58%

...Expand

: potassium metavanadate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 7722-84-1
dihydrogen peroxide

: K(1+)*VO(O2)N(CH2COO)2(CH2CONH2)(1-)*4H2O=K[VO(O2)N(CH2COO)2(CH2CONH2)]*4H2O

Conditions

Conditions	Yield
With HCl In water stirring (0°C), pH=4 (HCl), stirring (overnight), keeping (5°C, several days); elem. anal.;	56%

...Expand

: vanadyl(IV) sulfate hydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: VO(H2O)(N-(carbamoylmethyl)iminodiacetate)*2H2O

Conditions

Conditions	Yield
With Ba(OH)2*8H2O In water stoich. amts.; heating and stirring ligand with hydroxide for 0.5 h (dissoln.), addn. of VOSO4, heating and spectroscopy for 0.5 h; warm filtration, cooling, crystn. on slow evapn.; elem. anal.;	53%

: basic nickel carbonate tetrahydrate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 7732-18-5
water

: 71261-94-4
cis-diaqua(N-carbamoylmethyl-iminodiacetato)nickel(II)

Conditions

Conditions	Yield
In water stoich. mixt., stirred at temperatures lower than 50°, stirred for 1 h, heated and stirred at 60°C for 20 h, cooled, filtered; evapd. for 3 wks at room temp., filtered, crystd., elem. anal.;	50%

...Expand

: ammonium thiocyanate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: lead(II) oxide

: [Pb2(μ1,1-NCS)(NCS)(N-(2-carbamoylmethyl)iminodiacetate)]n

Conditions

Conditions	Yield
In water High Pressure; hydrothermal synthesis; mixt. of N-(2-carbamoylmethyl)iminodiacetic acid, PbO, NH4NCS, H2O heated in a sealed Teflon-lined stainless steel autoclave at 140°C for 5 d; cooled to room temp.; washed several times with H2O and Et2O; elem. anal.;	33%

...Expand

: chromium chloride

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: Ag(2+)*F6Si(2-)

: Ag(1+)*Cr(3+)*2C6H8N2O5(2-)

Conditions

Conditions	Yield
In methanol; water at 20℃; for 168h;	26%

...Expand

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

A: 50-00-0
formaldehyd

B NH3: NH3

Conditions

Conditions	Yield
With perchloric acid; sodium hexachloroiridate at 20℃; for 20h; Rate constant; Thermodynamic data; Mechanism; var. temp.; activation parameters: ΔS(excit.), ΔH(excit.), ΔG(excit.);

: [VO(O2)(picolinamide)2]ClO4*3H2O

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 7722-84-1
dihydrogen peroxide

: vanadia

: [VO(O2)(picolinamide)2][VO(O2)(carbamoylmethyliminodiacetate)]*2H2O

Conditions

Conditions	Yield
In ethanol; water soln. (VO(O2)(pa)2ClO4*3H2O in aq. EtOH was added dropwise to V2O5 dissolved in H2O2 under cooling in ice bath, aq. soln. H2ada was added; crystn. at 278 K for 24 h, ppt. was filtered and dried above silica gel at 278 K;

...Expand

: 1452-77-3
pyridine-2-carboxylic acid amide

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 7722-84-1
dihydrogen peroxide

: vanadia

: [VO(O2)(picolinamide)2][VO(O2)(carbamoylmethyliminodiacetate)]*2H2O

Conditions

Conditions	Yield
In water soln. prepared by dissolving V2O5 in H2O2 under cooling in ice bath and addn. aq. H2ada was added dropwise to soln. prepared by dissolving V2O5 in H2O2 under cooling in ice bath and addn. aq picolinamide; crystn. at 278 K for 24 h, ppt. was filtered and dried above silica gel at 278 K;

...Expand

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 6018-89-9
nickel(II) acetate tetrahydrate

: [(sodium)2 nickel(II) (N-carbamoylmethyl-iminodiacetate)2(water)4]n

Conditions

Conditions	Yield
In sodium hydroxide; water aq. NaOH; High Pressure; N-carbamoylmethyl-iminodiacetic acid in aq. NaOH mixed with aq. Ni(CH3COO)2*4H2O; after stirring for 5 min in air the mixture placed into Teflon-lined autoclave and heated at 160 °C for 72 h; autoclave cooled over a period of 12 h at a rate 5 K/h; crystals collected by filtration; elem. anal.;

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 6147-53-1
cobalt(II) diacetate tetrahydrate

: [(sodium)2 cobalt(II) (N-carbamoylmethyl-iminodiacetate)2(water)4]n

Conditions

Conditions	Yield
In sodium hydroxide; water aq. NaOH; High Pressure; N-carbamoylmethyl-iminodiacetic acid in aq. NaOH mixed with aq. Co(CH3COO)2*4H2O; after stirring for 5 min in air the mixture placed into Teflon-lined autoclave and heated at 160 °C for 72 h; autoclave cooled over a period of 12 h at a rate 5 K/h; crystals collected by filtration; elem. anal.;

: potassium metavanadate

: 26239-55-4
N-(2-acetamido)-3-iminodiacetic acid

: 7722-84-1
dihydrogen peroxide

: KO[VO(O2)(2,2-[(2-amino-2-oxoethyl)imino]diacetate)]

Conditions

Conditions	Yield
Stage #1: potassium metavanadate; N-(2-acetamido)-3-iminodiacetic acid; dihydrogen peroxide In water at 0℃; for 0.166667h; Stage #2: With sodium hydroxide In water for 4h; pH=4;

...Expand

N-(2-Acetamido)iminodiacetic acid Specification

1.Introduction of N-(2-Acetamido)iminodiacetic acid

The N-(2-acetamide)-iminodiacetic acid, with its CAS NO.26239-55-4, is a kind of white crystalline powder. It has synonyms of Glycine, N-(2-amino-2-oxoethyl)-N-(carboxymethyl)- ; N-Carbamoylmethyliminodi(acetic acid) and Carbamoylmethylaminodiacetic acid. N-(2-Acetamido)iminodiacetic acid should be stored in shady and cool warehouse and mainly used as pharmaceutical intermediates.

2.Properties of N-(2-Acetamido)iminodiacetic acid

(1) Molecular Weight 189.14606 [g/mol] (2) Molecular Formula C6H9N2O5- (3) XLogP3-AA -2.6
(4) H-Bond Donor 2 (5) H-Bond Acceptor 5 (6) Rotatable Bond Count 4
(7) Tautomer Count 3 (8) Exact Mass 189.051146 (9) MonoIsotopic Mass 189.051146
(10) Topological Polar Surface Area 128 (11) Heavy Atom Count 13 (12) Formal Charge -1
(13) Complexity 200 (14) Covalently-Bonded Unit Count 1 (15) Feature 3D Acceptor Count 5
(16) Feature 3D Donor Count 2 (17) Feature 3D Anion Count 2 (18) Feature 3D Cation Count 1
(19) Effective Rotor Count 6 (20) Conformer Sampling RMSD 0.6 (21)CID Conformer Count 39

3.Structure descriptors of N-(2-Acetamido)iminodiacetic acid

IUPAC Name: 2-[(2-amino-2-oxoethyl)-(carboxylatomethyl)azaniumyl]acetate

InChI: InChI=1S/C6H10N2O5/c7-4(9)1-8(2-5(10)11)3-6(12)13/h1-3H2,(H2,7,9)(H,10,
11)(H,12,13)/p-1

InChIKey: QZTKDVCDBIDYMD-UHFFFAOYSA-M

Canonical SMILES : C(C(=O)N)[NH+](CC(=O)[O-])CC(=O)[O-]

4.Safety information of N-(2-Acetamido)iminodiacetic acid

Safety Statements: 24/25
S24/25:Avoid contact with skin and eyes
WGK Germany:3

Product Name

N-(2-Acetamido)iminodiacetic acid

Synthetic route

N-(2-Acetamido)iminodiacetic acid Specification

Related Products

Hot Products