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Cas Database |
| Name |
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine |
EINECS | 227-824-5 |
| CAS No. | 5994-61-6 | Density | 1.792 g/cm3 |
| PSA | 145.18000 | LogP | -1.40720 |
| Solubility | N/A | Melting Point |
215 °C (dec.)(lit.) |
| Formula | C5H10NO7P | Boiling Point | 585.9 °C at 760 mmHg |
| Molecular Weight | 227.111 | Flash Point | 308.2 °C |
| Transport Information | UN 3261 8/PG 3 | Appearance | Neutral crystalline powder |
| Safety | 26-36/37/39-45 | Risk Codes | 34 |
| Molecular Structure |
|
Hazard Symbols |
 C
|
| Synonyms |
Aceticacid, [(phosphonomethyl)imino]di- (6CI,7CI,8CI);AminomethylphosphonicN,N-diacetic acid;N-(Phosphonomethyl)iminodiacetic acid;Nitrilodiacetic acid methylphosphonic acid;Nitrilotris(methylene) triphonicacid;Phosphonomethyliminodiacetic acid; |
Article Data | 28 |
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Synthetic route
| Conditions | Yield |
|---|---|
| Stage #1: iminodiacetonitrile With sodium hydroxide In water at 45 - 50℃; for 1h; Stage #2: With phosphorus trichloride Stage #3: formaldehyd at 115 - 120℃; for 2h; | 93.8% |
| Stage #1: iminodiacetonitrile With hydrogenchloride; sulfuric acid In water at 80 - 160℃; under 1500.15 - 15001.5 Torr; for 6h; Inert atmosphere; Autoclave; Stage #2: formaldehyd With phosphonic Acid In water for 3h; Pressure; Temperature; Inert atmosphere; Autoclave; Reflux; | 90.52% |
- 31611-66-2
Ν,Ν-biscyanomethyl glycine
- 5994-61-6
phosphonomethylimino-di-acetic acid
| Conditions | Yield |
|---|---|
| Stage #1: Ν,Ν-biscyanomethyl glycine With methanesulfonic acid; phosphorus pentoxide In acetonitrile at 25 - 40℃; for 21h; Stage #2: With water; sodium hydroxide In acetonitrile at 90℃; for 7h; Reagent/catalyst; Time; pH-value; Temperature; | 97.3% |
| Stage #1: Ν,Ν-biscyanomethyl glycine With phosphorus(III) oxide; methanesulfonic acid In acetonitrile at 20 - 40℃; for 21h; Stage #2: In water at 90℃; for 7h; Temperature; Time; Concentration; Reagent/catalyst; | 97.3 %Spectr. |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; phosphorous acid In water at 115 - 120℃; for 2h; | 94.1% |
| With hydrogenchloride; phosphonic Acid In water |
| Conditions | Yield |
|---|---|
| Stage #1: iminodiacetonitrile With sodium hydroxide In water at 100 - 110℃; for 1h; Stage #2: iminodiacetic acid hydrochloride With dihydrogen peroxide; pyrographite at 80 - 100℃; for 0.5h; Stage #3: With formaldehyd; phosphoric acid at 110℃; for 3h; Reagent/catalyst; | 98.5% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; phosphonic Acid In water at 80 - 110℃; for 5h; Temperature; | 94.2% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride; phosphorous acid In water at 100 - 120℃; under 7500.75 - 9000.9 Torr; | 93.1% |
| With phosphonic Acid for 3h; Reflux; Green chemistry; | 90.3% |
| Stage #1: iminodiacetic acid With phosphonic Acid In water Reflux; Stage #2: formaldehyd In water at 130 - 136℃; for 1.75h; Product distribution / selectivity; | 67.3% |
| Conditions | Yield |
|---|---|
| With formaldehyd; sulfuric acid | 78.2% |
| With formaldehyd; sulfuric acid | 75.3% |
| With formaldehyd; sulfuric acid | 74.2% |
| With formaldehyd; sulfuric acid In water | 59.8% |
- 31611-66-2
Ν,Ν-biscyanomethyl glycine
A
- 5994-61-6
phosphonomethylimino-di-acetic acid
B
- 76127-84-9
N,N-bis(cyanomethyl)aminomethylphosphonic acid
| Conditions | Yield |
|---|---|
| Stage #1: Ν,Ν-biscyanomethyl glycine With methanesulfonic acid; phosphorus pentoxide In acetonitrile at 25 - 30℃; for 2h; Stage #2: With water; sodium hydroxide at 25℃; Solvent; Time; Temperature; Reagent/catalyst; | A 15.1% B 37.6% |
| With phosphorus(III) oxide; trifluorormethanesulfonic acid In acetonitrile at 30℃; for 3h; Reagent/catalyst; Temperature; Concentration; Time; | A 13.4 %Spectr. B 65.3 %Spectr. |
- 1531623-12-7
N-hydroxymethylimino diacetic acid diethyl ester
- 5994-61-6
phosphonomethylimino-di-acetic acid
| Conditions | Yield |
|---|---|
| Stage #1: N-hydroxymethylimino diacetic acid diethyl ester With methanesulfonic acid; phosphorus pentoxide; Dimethyl phosphite at 50 - 85℃; Stage #2: With water at 85℃; for 1h; Reagent/catalyst; Time; Temperature; | 61% |
- 50-00-0
formaldehyd
- 77752-64-8
1,4-di(carboxymethyl)-2,5-diketopiperazine
- 5994-61-6
phosphonomethylimino-di-acetic acid
| Conditions | Yield |
|---|---|
| With hydrogenchloride In water | 55% |
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Chemical Properties
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IUPAC Name: 2-[Carboxymethyl(phosphonomethyl)amino]acetic acid
Molecular Formula: C5H10NO7P
Molecular Weight: 227.11 g/mol
Canonical SMILES: O=P(CN(CC(=O)O)CC(=O)O)(O)O
InChI: InChI=1/C5H10NO7P/c7-4(8)1-6(2-5(9)10)3-14(11,12)13/h1-3H2,(H,7,8)(H,9,10)(H2,11,12,13)
EINECS: 227-824-5
Product Categories: Organic Building Blocks; Phosphonic / Phosphinic Acids; Phosphorus Compounds
XLogP3-AA: -4.6
H-Bond Donor: 4
H-Bond Acceptor: 8
Rotatable Bond Count: 6
Exact Mass: 227.019488
MonoIsotopic Mass: 227.019488
Topological Polar Surface Area: 135
Heavy Atom Count: 14
Complexity: 255
Melting Point: 215 °C (dec.)(lit.)
Index of Refraction: 1.577
Molar Refractivity: 42 cm3
Molar Volume: 126.7 cm3
Polarizability: 16.65×10-24 cm3
Surface Tension: 105.2 dyne/cm
Density: 1.792 g/cm3
Flash Point: 308.2 °C
Enthalpy of Vaporization: 95.61 kJ/mol
Boiling Point: 585.9 °C at 760 mmHg
Vapour Pressure of N-(Carboxymethyl)-N-(phosphonomethyl)-glycine (CAS NO.5994-61-6): 3.01E-15 mmHg at 25 °C
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Safety Profile
Hazard Codes: 
C
Risk Statements: 34
R34: Causes burns.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3261 8/PG 3
WGK Germany of N-(Carboxymethyl)-N-(phosphonomethyl)-glycine (CAS NO.5994-61-6): 1
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine Specification
N-(Carboxymethyl)-N-(phosphonomethyl)-glycine (CAS NO.5994-61-6), its Synonyms are Glycine, N-(carboxymethyl)-N-(phosphonomethyl)- ; Phosphonomethyliminodiacetic acid ; N-Phosphonomethyl aminodiacetic acid .
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