Conditions | Yield |
---|---|
With phosphoric acid; ammonia In water at 126 - 136℃; for 4h; Product distribution / selectivity; | 72% |
With hydrogenchloride; phosphonic Acid; ammonium chloride | |
With ammonium chloride; phosphorus trichloride |
N-(triphenylmethyl)methanimine
acetic anhydride
A
Aminomethylphosphonic acid
B
nitrilo-tris(methylenephosphonic acid)
C
(iminobismethylene)bisphosphonic acid
Conditions | Yield |
---|---|
Stage #1: acetic anhydride With phosphonic Acid at 0 - 20℃; Stage #2: N-(triphenylmethyl)methanimine at 0℃; Stage #3: With hydrogenchloride; water for 8h; Reflux; | A 54% B 9 %Spectr. C 13 %Spectr. |
P,P',P''-azanetriyltrimethyl-tris-phosphonic acid hexaethyl ester
nitrilo-tris(methylenephosphonic acid)
Conditions | Yield |
---|---|
With hydrogenchloride at 130 - 140℃; | |
With hydrogenchloride Heating; |
formaldehyd
A
nitrilo-tris(methylenephosphonic acid)
B
hydroxymethylphosphonic acid
Conditions | Yield |
---|---|
With ammonium chloride; phosphorus trichloride Mechanism; |
N,N-methylenediacetamide
A
Aminomethylphosphonic acid
B
nitrilo-tris(methylenephosphonic acid)
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid; phosphorus trichloride 1) 1h, reflux 2) 12h, reflux; Yield given. Multistep reaction. Yields of byproduct given; |
formaldehyd
hexamethylenetetramine
A
Aminomethylphosphonic acid
B
nitrilo-tris(methylenephosphonic acid)
C
(iminobismethylene)bisphosphonic acid
D
N-methyliminobis(methylphosphonic acid)
Conditions | Yield |
---|---|
With phosphoric acid Mechanism; Product distribution; |
formaldehyd
A
nitrilo-tris(methylenephosphonic acid)
B
N-methyliminobis(methylphosphonic acid)
Conditions | Yield |
---|---|
With hydrogenchloride; phosphorus(III) oxide; water; ammonium chloride at 100 - 110℃; Product distribution / selectivity; Inert atmosphere; |
nitrilotriacetic acid
A
nitrilo-tris(methylenephosphonic acid)
B
aminotrismethylenephosphonic acid N-oxide
Conditions | Yield |
---|---|
With phosphorus(III) oxide; trifluorormethanesulfonic acid at 45 - 50℃; for 3h; | A 8.5 %Spectr. B 9.5 %Spectr. |
Conditions | Yield |
---|---|
With phosphorus(III) oxide; methanesulfonic acid at 75℃; for 0.5h; Concentration; Reagent/catalyst; Time; Temperature; | 95.6 %Spectr. |
Conditions | Yield |
---|---|
Stage #1: ammonium bicarbonate With hydrogenchloride; phosphorous acid at 50℃; for 4.5h; Large scale; Stage #2: formaldehyd at 95 - 110℃; for 21h; Temperature; Large scale; |
Conditions | Yield |
---|---|
In water Heating; | 94% |
Conditions | Yield |
---|---|
at 70 - 90℃; for 1h; | 94% |
Conditions | Yield |
---|---|
With nitric acid at 20℃; pH=2.5; | 91% |
nitrilo-tris(methylenephosphonic acid)
Conditions | Yield |
---|---|
90% |
Conditions | Yield |
---|---|
at 100 - 200℃; for 12h; | 83% |
nitrilo-tris(methylenephosphonic acid)
Conditions | Yield |
---|---|
With sodium hydroxide In water at 150℃; for 120h; pH=3; Autoclave; | 83% |
pyridine
nitrilo-tris(methylenephosphonic acid)
water
copper(II) acetate monohydrate
(pyridinium)[Cu(II)(nitrilotrimethylenetrisphosphonate)(H2O)]
Conditions | Yield |
---|---|
In pyridine; water a soln. of ligand in water-pyridine was added to a soln. of Cu salt in pyridine; acetone was added, ppt. was formed for 24 h, ppt. was filtered off, washed with acetone, dried in vac., ppt. was dissolved in water and pptd. byslow diffusion of acetone through the soln.; elem. anal.; | 80% |
nitrilo-tris(methylenephosphonic acid)
(iminobismethylene)bisphosphonic acid
Conditions | Yield |
---|---|
With nitric acid In water Heating; | 78% |
With sulfuric acid In water at 140℃; for 25h; |
Conditions | Yield |
---|---|
With sodium hydroxide In aq. acetate buffer at 80℃; for 2h; pH=5 - 5.3; | 76.5% |
Conditions | Yield |
---|---|
Stage #1: gadolinium(III) nitrate hexahydrate With sodium hydroxide Stage #2: nitrilo-tris(methylenephosphonic acid); water; sodium hydroxide pH=8.5; | 75% |
Conditions | Yield |
---|---|
at 60 - 80℃; for 1h; pH=7.8; | 74% |
nitrilo-tris(methylenephosphonic acid)
Conditions | Yield |
---|---|
With sodium hydroxide In water at 120℃; for 149h; pH=2; Autoclave; High pressure; | 73% |
Conditions | Yield |
---|---|
at 40 - 50℃; | 73% |
nitrilo-tris(methylenephosphonic acid)
Conditions | Yield |
---|---|
Stage #1: nitrilo-tris(methylenephosphonic acid) With calcium chloride; sodium hydroxide In water pH=6; Stage #2: at 130℃; for 120h; Autoclave; | 72.2% |
Molecule structure of Amino Trimethylene Phosphonic Acid (ATMP) (CAS NO.6419-19-8) :
IUPAC Name: [bis(phosphonomethyl)amino]methylphosphonic acid
Molecular Weight: 299.049963 g/mol
Molecular Formula: C3H12NO9P3
Density: 2.094 g/cm3
Melting Point: ~215 °C
Boiling Point: 746.2 °C at 760 mmHg
Flash Point: 405.1 °C
Appreance: colourless liquid
Molar Volume: 142.7 cm3
Polarizability: 19.62*10-24 cm3
Surface Tension: 143.1 dyne/cm
Enthalpy of Vaporization: 118.39 kJ/mol
Vapour Pressure: 2.29E-24 mmHg at 25 °C
XLogP3-AA: -7.2
H-Bond Donor: 6
H-Bond Acceptor: 10
Rotatable Bond Count: 6
Exact Mass: 298.972491
MonoIsotopic Mass: 298.972491
Topological Polar Surface Area: 176
Heavy Atom Count: 16
Complexity: 305
Canonical SMILES: C(N(CP(=O)(O)O)CP(=O)(O)O)P(=O)(O)O
InChI: InChI=1S/C3H12NO9P3/c5-14(6,7)1-4(2-15(8,9)10)3-16(11,12)13/h1-3H2,(H2,5,6,7)(H2,8,9,10)(H2,11,12,13) InChIKey: YDONNITUKPKTIG-UHFFFAOYSA-N
EINECS: 229-146-5
Product Categories: Phosphonate antiscalant; Organic Building Blocks; Phosphonic/Phosphinic Acids; Phosphorus Compounds
Amino Trimethylene Phosphonic Acid (ATMP) (CAS NO.6419-19-8) is used for cooling water, boiler water, oilfield water treatment and corrosion inhibitor.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
duck | LD50 | oral | > 2510mg/kg (2510mg/kg) | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0990-0937, | |
quail | LD50 | oral | > 2510mg/kg (2510mg/kg) | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0990-0937, | |
rabbit | LD50 | skin | > 6310mg/kg (6310mg/kg) | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0990-0937, | |
rat | LD50 | oral | 2100mg/kg (2100mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(2), Pg. 67, 1984. |
Hazard Codes: Xi, C
Risk Statements: 36-34
R36: Irritating to eyes
R34: Causes burns
Safety Statements: 26-45-36/37/39-25
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
S25: Avoid contact with eyes
RIDADR: 3265
WGK Germany: 1
RTECS: SZ9860000
F: 3-9
HazardClass: 8
PackingGroup: III
Amino Trimethylene Phosphonic Acid (ATMP) (CAS NO.6419-19-8) is also called Nitrilotris(methylene))trisphosphonic acid ; 4-01-00-03070 (Beilstein Handbook Reference) ; AI3-51572 ; Amino, tris(methylene phosphonic acid) ; Aminotri(methylene phosphonic acid) ; Aminotris(methylphosphonic acid) . Amino Trimethylene Phosphonic Acid (ATMP) (CAS NO.6419-19-8) is stable and incompatible with bases, strong oxidizing agents.
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