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6419-19-8

Basic Information
CAS No.: 6419-19-8
Name: Amino tris(methylene phosphonic acid)
Article Data: 15
Molecular Structure:
Molecular Structure of 6419-19-8 (Amino tris(methylene phosphonic acid))
Formula: C3H12NO9P3
Molecular Weight: 299.051
Synonyms: Phosphonicacid, [nitrilotris(methylene)]tri- (6CI,7CI,8CI);Phosphonic acid,[nitrilotris(methylene)]tris- (9CI);1,1,1-Nitrilotris(methylphosphonic acid);ATMP (phosphonic acid);Aminotri(methylenephosphonic acid);Briquest 301;Briquest 301-50A;Chelest PH320;Cublen AP 1;Dequest 2000;Dequest 2001;Ferrofos 509;Mayoquest 1320;NTP-A;Nitrilo-N,N,N-trimethylenephosphonic acid;Nitrilotrimethanephosphonic acid;Sequion 20H45;Sequion OA;Unihib 305;WSI 3300;[Nitrilotris(methylene)]triphosphonic acid;a,a',a''-Aminotris(methylphosphonicacid);
EINECS: 229-146-5
Density: 2.094 g/cm3
Melting Point: ~215 °C (dec.)
Boiling Point: 746.2 °C at 760 mmHg
Flash Point: 405.1 °C
Solubility: 500g/L at 20℃
Appearance: colourless liquid
Hazard Symbols: IrritantXi,CorrosiveC
Risk Codes: 36-34
Safety: 26-45-36/37/39-25
PSA: 205.26000
LogP: -1.30600
Synthetic route
50-00-0

formaldehyd

6419-19-8

nitrilo-tris(methylenephosphonic acid)

Conditions
ConditionsYield
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
120060-75-5

N-(triphenylmethyl)methanimine

108-24-7

acetic anhydride

A

1066-51-9

Aminomethylphosphonic acid

B

6419-19-8

nitrilo-tris(methylenephosphonic acid)

C

17261-34-6

(iminobismethylene)bisphosphonic acid

Conditions
ConditionsYield
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.
6806-71-9

P,P',P''-azanetriyltrimethyl-tris-phosphonic acid hexaethyl ester

6419-19-8

nitrilo-tris(methylenephosphonic acid)

Conditions
ConditionsYield
With hydrogenchloride at 130 - 140℃;
With hydrogenchloride Heating;
50-00-0

formaldehyd

A

6419-19-8

nitrilo-tris(methylenephosphonic acid)

B

2617-47-2

hydroxymethylphosphonic acid

Conditions
ConditionsYield
With ammonium chloride; phosphorus trichloride Mechanism;
3852-14-0

N,N-methylenediacetamide

A

1066-51-9

Aminomethylphosphonic acid

B

6419-19-8

nitrilo-tris(methylenephosphonic acid)

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; phosphorus trichloride 1) 1h, reflux 2) 12h, reflux; Yield given. Multistep reaction. Yields of byproduct given;
50-00-0

formaldehyd

100-97-0

hexamethylenetetramine

A

1066-51-9

Aminomethylphosphonic acid

B

6419-19-8

nitrilo-tris(methylenephosphonic acid)

C

17261-34-6

(iminobismethylene)bisphosphonic acid

D

5995-25-5

N-methyliminobis(methylphosphonic acid)

Conditions
ConditionsYield
With phosphoric acid Mechanism; Product distribution;
50-00-0

formaldehyd

A

6419-19-8

nitrilo-tris(methylenephosphonic acid)

B

5995-25-5

N-methyliminobis(methylphosphonic acid)

Conditions
ConditionsYield
With hydrogenchloride; phosphorus(III) oxide; water; ammonium chloride at 100 - 110℃; Product distribution / selectivity; Inert atmosphere;
139-13-9

nitrilotriacetic acid

A

6419-19-8

nitrilo-tris(methylenephosphonic acid)

B

15834-10-3

aminotrismethylenephosphonic acid N-oxide

Conditions
ConditionsYield
With phosphorus(III) oxide; trifluorormethanesulfonic acid at 45 - 50℃; for 3h;A 8.5 %Spectr.
B 9.5 %Spectr.
139-13-9

nitrilotriacetic acid

6419-19-8

nitrilo-tris(methylenephosphonic acid)

Conditions
ConditionsYield
With phosphorus(III) oxide; methanesulfonic acid at 75℃; for 0.5h; Concentration; Reagent/catalyst; Time; Temperature;95.6 %Spectr.
50-00-0

formaldehyd

ammonium bicarbonate

6419-19-8

nitrilo-tris(methylenephosphonic acid)

Conditions
ConditionsYield
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;
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Chemistry

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

Uses

 Amino Trimethylene Phosphonic Acid (ATMP) (CAS NO.6419-19-8) is used for cooling water, boiler water, oilfield water treatment and corrosion inhibitor.

Toxicity Data With Reference

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.

Safety Profile

Hazard Codes: IrritantXi, CorrosiveC
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

Specification

 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.