chloroacetic acid
glycine
A
nitrilotriacetic acid
B
iminodiacetic acid
Conditions | Yield |
---|---|
With lithium hydroxide for 144h; Ambient temperature; | A 12.5 g B 39% |
With lithium hydroxide for 6h; Ambient temperature; | A 12.5 g B 39% |
formaldehyd
N-butylethylenediamine
sodium cyanide
A
nitrilotriacetic acid
B
N-[2-(bis-carboxymethyl-amino)-ethyl]-N-butyl-glycine
Conditions | Yield |
---|---|
With sodium hydroxide; tert-butyl alcohol |
Conditions | Yield |
---|---|
With ammonia; water | |
With water |
formaldehyd
potassium cyanide
A
glycolic Acid
B
nitrilotriacetic acid
C
glycine
D
iminodiacetic acid
Conditions | Yield |
---|---|
With hydrogenchloride; water | |
With barium dihydroxide |
N,N-dicarboxymethyl hydrazine
nitrilotriacetic acid
Conditions | Yield |
---|---|
With sulfuric acid at 150℃; |
Conditions | Yield |
---|---|
With potassium hydroxide at 80℃; |
Conditions | Yield |
---|---|
With ammonia; water anschliessend mit NaCN und Formaldehyd; | |
With ammonia | |
With ammonia; zinc(II) chloride | |
With ammonia |
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
With potassium hydroxide at 80℃; |
Conditions | Yield |
---|---|
With water; mercury dichloride at 37℃; |
Conditions | Yield |
---|---|
With sodium hydroxide; nitric acid Kinetics; Rate constant; Thermodynamic data; | |
With sodium hydroxide; nitric acid |
Conditions | Yield |
---|---|
pH >10 sinken; |
Conditions | Yield |
---|---|
durch Schmelzen; |
Conditions | Yield |
---|---|
at 40℃; | |
at 70℃; |
nitrilotriacetic acid
Conditions | Yield |
---|---|
With sodium hydroxide; ammonia |
Conditions | Yield |
---|---|
reagiert analog mit Cystin und mit p-Phenylendiamin; |
Conditions | Yield |
---|---|
beim Erhitzen; |
hydrogenchloride
nitrilotriacetonitrile
A
nitrilotriacetic acid
B
iminodiacetic acid
formaldehyd
hydrogen cyanide
water
A
glycolic Acid
B
nitrilotriacetic acid
Conditions | Yield |
---|---|
Reaktion von KCN; |
formaldehyd
hydrogen cyanide
water
A
glycolic Acid
B
nitrilotriacetic acid
C
glycine
Conditions | Yield |
---|---|
Reaktion von KCN; |
Conditions | Yield |
---|---|
With hydrogenchloride; palladium-carbon In sodium hydroxide; water |
sodium cyanide
formaldehyd
monosodium glutamate
B
nitrilotriacetic acid
Conditions | Yield |
---|---|
Stage #1: sodium cyanide; monosodium glutamate With sodium hydroxide In water at 97℃; for 0.166667h; Strecker Synthesis; Stage #2: formaldehyd In water at 97℃; for 0.5h; Strecker Synthesis; Stage #3: sodium cyanide In water at 110℃; for 2h; Strecker Synthesis; | A 22 %Chromat. B n/a |
nitrilotriacetic acid
(2R)-2-aminobutan-1-ol
(+)-N,N,N-tris{[4-(R)-ethyloxazolin-2-yl]methyl}amine
Conditions | Yield |
---|---|
Stage #1: nitrilotriacetic acid; (2R)-2-aminobutan-1-ol In toluene for 24h; Reflux; Stage #2: at 125℃; for 9h; | 98% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 0 - 20℃; for 16h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h; Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0 - 80℃; for 12h; Temperature; Solvent; | 98% |
Conditions | Yield |
---|---|
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h; Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0℃; for 2h; Temperature; Solvent; | 98% |
Conditions | Yield |
---|---|
Stage #1: nitrilotriacetic acid With sodium hydroxide In water for 0.5h; Stage #2: 1,3,5-trichloro-2,4,6-triazine In water; acetonitrile at 0 - 40℃; for 6h; Temperature; Solvent; | 98% |
Conditions | Yield |
---|---|
at 90 - 100℃; under 2 Torr; for 2h; | 97% |
Conditions | Yield |
---|---|
In dimethyl sulfoxide byproducts: CH3CH2OH; heated with stirring at 80°C for 15 min; excess of DMSO removed at 50°C; cooled; filtered off; washed (benzene and ether) dried (vac.); elem.anal.; | 97% |
Conditions | Yield |
---|---|
With hydrogenchloride; tin(ll) chloride In water at 100℃; for 0.166667h; pH=5.0; Succinate buffer; | 95% |
Conditions | Yield |
---|---|
With NH4OH In water H2O added to a mixt. of ligand and dispersed BaCO3 (1:1.5), warmed up to95°C, treated with CrCl3*6H2O (1.5 equiv.) in H2O, kept at 95.de gree.C, neutralized with concd.NH4OH to pH=6.5-7; filtered, concd., crystd. for 24 h, filtered, washed (cold H2O, EtOH, ether); | 95% |
Conditions | Yield |
---|---|
In pyridine onto UCl4 and nitrilotriacetic acid pyridine was condensed at -70°C, react. mixt. was stirred at 60°C for 30 min and at 95°C for 12 h; ppt. was filtered, washed with hot pyridine and dried under vacuum at 25°C for 48 h; elem. anal.; | 95% |
Conditions | Yield |
---|---|
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Zn(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.; | 95% |
nitrilotriacetic acid
benzylamine
2,2',2"-nitrilotris-(N-phenylmethyl)-acetamide
Conditions | Yield |
---|---|
at 150℃; for 0.75h; microwave irradiation; | 94% |
Microwave irradiation; |
nitrilotriacetic acid
triethylmethoxystannane
tris(triethylstannyl) nitrilotrisacetate
Conditions | Yield |
---|---|
In not given elem. anal.; | 94% |
nitrilotriacetic acid
1,2-diamino-benzene
N,N',N''-tris(2-benzimidazolylmethyl)amine
Conditions | Yield |
---|---|
In ethylene glycol at 200℃; | 93% |
at 170 - 180℃; for 1h; | 90% |
In diethylene glycol | 85% |
Conditions | Yield |
---|---|
In acetonitrile refluxed for 1 h; concd. (vac.), crystd. from H2O; | 92% |
Conditions | Yield |
---|---|
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Ni(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.; | 92% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water; N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
In ethylene glycol | 92% |
nitrilotriacetic acid
1,1,1,3,3,3-hexamethyl-disilazane
1,1',1''-tris<(trimethylsiloxy)carbonyl>trimethylamine
Conditions | Yield |
---|---|
90% |
nitrilotriacetic acid
(3-dimethylaminopropyl)phenoxydiphenylstannane
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide byproducts: C6H6, C6H5OH; stirred and heated to 140°C (1 h); ppt. filtered off, washed (CH2Cl2), dried, elem. anal.; | 90% |
Conditions | Yield |
---|---|
With NH3 In ammonia aq. NH3; addn. of 1 equiv. of Ti(IV) compd. to soln. of 1 equiv. of nitrilotriacetic acid in H2O, stirring overnight, addn. of aq. H2O2 at 0°C, filtration, adjusting pH to 4.0 by aq. NH3, addn. of 1 equiv. of Co(II) compd., keeping at 4°C for 3 ds; isolation of crystals, washing with deionized water, drying in vac., elem. anal.; | 90% |
Conditions | Yield |
---|---|
In water Ti(O(CH2)3CH3)4 added to aq. suspn. of ligand, stirred for 3 h, H2O2 added at room temp. with stirring, Pb(CH3CO2)2*3H2O added, stirred for 0.5 h in air; filtered, washed with H2O, EtOH, dried in air; elem. anal.; | 90% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; | 90% |
nitrilotriacetic acid
fac-[ReI(OH2)3(CO)3](SO3CF3)
sodium hydroxide
Conditions | Yield |
---|---|
In water at 20℃; for 24h; pH=6 - 7; | 89% |
Conditions | Yield |
---|---|
In acetonitrile refluxed for 3 h; filtered immediately, crystd.; elem. anal.; | 88% |
nitrilotriacetic acid
2-(aminomethyl)-1,6-dimethyl-3-(phenylmethoxy)-4(1H)-pyridinone
C51H57N7O9
Conditions | Yield |
---|---|
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; | 88% |
nitrilotriacetic acid
Ethyl-triethoxygermanium
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide; benzene byproducts: CH3CH2OH; boiled for 2 h with distillation; cooled; filtered off; washed (benzene and ether); dried (vac.); elem.anal.; | 87% |
Conditions | Yield |
---|---|
In pyridine nitrilotriacetic acid dissolved in refluxing pyridine, cooled slightly, FeCl3*6H2O added with stirring, 1.5 h; pyridine removed by exhaustive rotary evapn. over 0.5-1 h at 80°C, oil layered with MeCN, left overnight, ppt. washed with THF, dried in air; | 87% |
In pyridine ligand dissolved in refluxing py, cooled, ferric chloride (1:1) added, stirred for 1.5 h, concd.; layered (CH3CN), crystd., stored overnight, filtered off, washed (CH3CN,THF), elem. anal.; | 83% |
nitrilotriacetic acid
Methyl-triaethoxy-germanium
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide; benzene byproducts: CH3CH2OH; boiled for 2 h with distillation; cooled; filtered off; washed (benzene and ether); dried (vac.); TG; elem.anal.; | 86% |
Molecular Structure:
Molecular Formula: C6H9NO6
Molecular Weight: 191.1388
IUPAC Name: 2-[Bis(carboxymethyl)amino]acetic acid
Synonyms of Aminotriacetic acid (CAS NO.139-13-9): 4-04-00-02441 (Beilstein Handbook Reference) ; AI3-52483 ; Acetic acid, nitrilotri- ; BRN 1710776 ; CCRIS 436 ; CHEL 300 ; Complexon I ; EINECS 205-355-7 ; Glycine, N,N-bis(carboxymethyl)- ; HSDB 2853 ; Hampshire NTA acid ; Komplexon I ; Kyselina nitrilotrioctova ; Kyselina nitrilotrioctova [Czech] ; N,N-Bis(carboxymethyl)glycine ; NCI-C02766 ; NSC 2121 ; NTA ; Nitrilo-2,2',2''-triacetic acid ; Nitrilotriacetic acid ; Nitrilotriessigsaeure ; Titriplex I ; Tri(carboxymethyl)amine ; Triglycine ; Triglycollamic acid ; Trilon A ; Versene NTA acid ; alpha,alpha',alpha''-Trimethylaminetricarboxylic acid
CAS NO: 139-13-9
Classification Code: Chelating agents ; Mutation data ; Tumor data
Melting point: 245 °C
Index of Refraction: 1.557
Molar Refractivity: 38.26 cm3
Molar Volume: 118.7 cm3
Surface Tension: 86.4 dyne/cm
Density: 1.61 g/cm3
Flash Point: 255.1 °C
Enthalpy of Vaporization: 83.9 kJ/mol
Boiling Point: 498.2 °C at 760 mmHg
Vapour Pressure: 2.78E-11 mmHg at 25°C
Aminotriacetic acid (CAS NO.139-13-9) can be produced by the reaction of chloroacetic acid and sodium hydroxide.And then amino Tri-sodium chloride reaction and acidification the product is finished.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 325mg/kg (325mg/kg) | CRC Critical Reviews in Toxicology. Vol. 20, Pg. 83, 1989. | |
mouse | LD50 | oral | 3160mg/kg (3160mg/kg) | Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to the National Cancer Institute by Litton Bionetics, Inc. Vol. NCI-E-C-72-3252, Pg. 1973, | |
rat | LD50 | oral | 1100mg/kg (1100mg/kg) | Angewandte Chemie, International Edition in English. Vol. 14, Pg. 94, 1975. |
NTP 10th Report on Carcinogens. IARC Cancer Review: Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 (1990),p. 181.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 (1990),p. 181.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 48 (1990),p. 181.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . NCI Carcinogenesis Bioassay (feed); Clear Evidence: mouse, rat NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-6 ,1977. . Reported in EPA TSCA Inventory. Community Right-To-Know List.
Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx.
Safety Information of Aminotriacetic acid (CAS NO.139-13-9):
Hazard Codes: Xn,T
Risk Statements: 40-36/37/38-45-20/21/22
R40: Limited evidence of a carcinogenic effect.
R36/37/38: Irritating to eyes, respiratory system and skin.
R45: May cause cancer.
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-45-36/37/39-53
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S53: Avoid exposure - obtain special instructions before use.
RIDADR: 2811
WGK Germany: 2
RTECS: AJ0175000
F: 21
HazardClass: 8
PackingGroup: II
HS Code: 29224995
Stability and Reactivity of Aminotriacetic acid (CAS NO.139-13-9).
Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Incompatible materials.
Incompatibilities with Other Materials Metals, strong oxidizing agents, strong bases.
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization Will not occur.
First Aid Measures of Aminotriacetic acid (CAS NO.139-13-9).
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Ingestion: Get medical aid. Wash mouth out with water.
Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician: Treat symptomatically and supportively.
Handling and Storage of Aminotriacetic acid (CAS NO.139-13-9).
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container.
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