(Aminomethyl)phosphonic acid supplier

Name
(Aminomethyl)phosphonic acid
EINECS -0
CAS No. 1066-51-9
Article Data55
CAS DataBase
Density 1.635 g/cm³
Solubility Soluble in water
Melting Point 300 °C
Formula CH₆NO₃P
Boiling Point 358 °C at 760 mmHg
Molecular Weight 111.037
Flash Point 170.3 °C
Transport Information UN 3261 8/PG 3
Appearance white crystals or powder
Safety 26-36-24/25-45-36/37/39
Risk Codes 36/37/38-35
Molecular Structure
Hazard Symbols Xi
Synonyms Phosphonicacid, (aminomethyl)- (6CI,7CI,8CI,9CI);(Aminomethyl)phosphonic acid;AMPA (surfactant);Aminomethanephosphonic acid;Aminomethylenephosphonic acid;NSC 30076;Nalco 3919;Phosphaglycine;
PSA 93.36000
LogP -0.21940

Synthetic route

: 50917-72-1
aminomethylphosphonic acid diethyl ester

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride In water for 16h; Reflux;	100%
In various solvent(s) at 37℃; for 6h; phosphodiesterase I on carboxymethyl cellulose, pH 8.8; Yield given;

: O,O-dimethyl-N-phosphonomethylbenzamide

A: 1066-51-9
Aminomethylphosphonic acid

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With hydrogenchloride for 18h; Heating;	A 93% B 97%

: 57637-97-5
N-acetylaminomethylphosphonic acid

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride at 70 - 80℃; for 1h;	96%
In various solvent(s) at 37℃; for 6h; α-chymotrypsin on carboxymethyl cellulose, pH 7.8; Yield given;
With acetic acid In methanol; water

: 20495-31-2
(acetylaminomethyl)phosphonic acid diethyl ester

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride Heating;	96%

: 77393-49-8
diphenyl [(([(phenylmethyl)oxy]carbonyl)amino)methyl]phosphonate

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride for 4h; Heating;	94%

: Aminomethyl-phosphonic acid; hydrobromide

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With epichlorohydrin	90%

: O,O-bis(trifluoroethyl) aminomethylphosphonate

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride at 95℃; for 6h;	88%

: 26989-79-7
O,O-diethyl-N-ethoxycarbonylaminomethylphosphate

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride for 20h; Heating;	84.7%

: 120060-75-5
N-(triphenylmethyl)methanimine

: 108-24-7
acetic anhydride

A: 1066-51-9
Aminomethylphosphonic acid

B: 17261-34-6
(iminobismethylene)bisphosphonic acid

Conditions

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 74% B 6 %Spectr.

...Expand

: 20495-33-4
diethyl N-benzoyl-α-aminomethylphosphonate

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride for 20h; Heating;	70%

: 106938-62-9
(diethoxyphosphinyl)methyl trifluoromethanesulfonate

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With ammonia In ethanol at 0℃; for 0.0833333h;	70%

: disodium salt of [bis(2hydroxyethyl)amino]methylphosphonic acid monohydrate

A: 1066-51-9
Aminomethylphosphonic acid

B: 1071-83-6
N-(phosphonemethyl)glycine

Conditions

Conditions	Yield
With potassium hydroxide	A 60% B n/a

: 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

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.

...Expand

: 2617-47-2
hydroxymethylphosphonic acid

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
Stage #1: hydroxymethylphosphonic acid With benzylamine; ruthenium trichloride at 165℃; for 3h; Stage #2: With water Stage #3: With hydrogen	0%
Stage #1: hydroxymethylphosphonic acid With formamide; ruthenium(II) bis(triphenylphosphine) dichloride at 180℃; for 1h; Stage #2: With water	0%
Stage #1: hydroxymethylphosphonic acid With acetamide; ruthenium(II) bis(triphenylphosphine) dichloride at 180℃; for 16h; Stage #2: With water	0.7%
Stage #1: hydroxymethylphosphonic acid With dibenzylamine; ruthenium trichloride at 165℃; for 3h; Stage #2: With water Stage #3: With hydrogen	0%
Stage #1: hydroxymethylphosphonic acid With dibenzylamine; osmium (III) chloride In N,N-dimethyl acetamide at 150℃; for 3h; Stage #2: With water Stage #3: With hydrogen	0%

: 115989-10-1
di-tert-butyl (hydroxymethyl)phosphonate

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
Stage #1: di-t-butyl hydroxymethylphosphonate With dibenzylamine; ruthenium(II) bis(triphenylphosphine) dichloride In N,N-dimethyl acetamide at 150℃; for 3h; Stage #2: With water Stage #3: With hydrogen	0.3%

: 5332-26-3
N-(bromomethyl)phtalimide

: 122-52-1
triethyl phosphite

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
und anschliessend mit wss.Bromwasserstoffsaeure;

: 115340-31-3
aminomethyl-phosphonic acid monoethyl ester

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride at 140℃;
In various solvent(s) at 37℃; for 6h; phosphodiesterase I on carboxymethyl cellulose, pH 8.8; Yield given;

: 625-51-4
N-(hydroxymethyl)acetamide

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With chloroform; phosphorus trichloride unter Ausschluss von Feuchtigkeit und anschliessendes Kochen mit Salzsaeure;
Stage #1: N-(hydroxymethyl)acetamide With phosphorus(III) oxide In acetonitrile at 80℃; for 1h; Stage #2: With trifluorormethanesulfonic acid In acetonitrile at 80℃; for 2h; Stage #3: With water; sodium hydroxide In acetonitrile at 100℃; for 2h;
With chloroform; phosphorus trichloride unter Ausschluss von Feuchtigkeit und anschliessendes Kochen mit Salzsaeure;

: 867-13-0
diethoxyphosphoryl-acetic acid ethyl ester

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
(i) N2H4, (ii) NaNO2, aq. HCl, (iii) aq. HCl; Multistep reaction;

: 50-00-0
formaldehyd

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
Yield given. Multistep reaction;

: 5332-26-3
N-(bromomethyl)phtalimide

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With trimethylsilyl bromide; water; triethyl phosphite 1.) 130-135 deg C, 12 h, 2.) room t., 5 h, 3.) 15 h, reflux; Yield given. Multistep reaction;

: 33512-26-4
diethyl (phthalimidomethyl)phosphonate

: 1066-51-9
Aminomethylphosphonic acid

Conditions

Conditions	Yield
With hydrogenchloride; hydrazine hydrate 1.) MeOH, overnight, room temp.; 2 h, reflux, 2.) 6 h, reflux; Multistep reaction;
With hydrogenchloride Yield given;

: 3852-14-0
N,N-methylenediacetamide

A: 1066-51-9
Aminomethylphosphonic acid

B: 6419-19-8
nitrilo-tris(methylenephosphonic acid)

Conditions

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

: 6419-19-8
nitrilo-tris(methylenephosphonic acid)

A: 1066-51-9
Aminomethylphosphonic acid

B: 2617-47-2
hydroxymethylphosphonic acid

C: 35869-68-2
(N,N-dimethylamino)methylphosphonic acid

Conditions

Conditions	Yield
at 200℃; for 3h; Product distribution; 5 M HCl, sealed ampul, other temperature (250 deg C);

...Expand

: 5994-61-6
phosphonomethylimino-di-acetic acid

A: 64-18-6
formic acid

B: 1066-51-9
Aminomethylphosphonic acid

C: 35404-71-8
N-methylaminomethanephosphonic acid

D: 1071-83-6
N-(phosphonemethyl)glycine

E: 84767-96-4
N-formyl-N-(phosphonomethyl)glycine

F: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

Conditions

Conditions	Yield
With cobalt(II) sulfate; oxygen In water at 85℃; under 41371.8 Torr; Product distribution; Rate constant; Mechanism; var. temp., pressure and reagents; deuterium isotope effect;

...Expand

: 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

Conditions	Yield
With phosphoric acid Mechanism; Product distribution;

...Expand

: 1066-51-9
Aminomethylphosphonic acid

: 108-24-7
acetic anhydride

: 57637-97-5
N-acetylaminomethylphosphonic acid

Conditions

Conditions	Yield
With acetic acid at 100℃; for 0.5h;	96%
for 2.5h; Heating;	81%

: 1066-51-9
Aminomethylphosphonic acid

: 6000-59-5
glyoxalic acid monohydrate

: 1071-83-6
N-(phosphonemethyl)glycine

Conditions

Conditions	Yield
	96%
In water

: 1066-51-9
Aminomethylphosphonic acid

: 123-62-6
propionic acid anhydride

: (propionylamino-methyl)-phosphonic acid

Conditions

Conditions	Yield
With water; propionic acid at 100℃; for 0.5h;	95%

: 1066-51-9
Aminomethylphosphonic acid

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 53044-36-3
Tri-N,O,O-(trimethylsilyl)-aminomethylphosphonsaeure

Conditions

Conditions	Yield
at 150 - 160℃;	91%
Yield given;

: 50-00-0
formaldehyd

: 1066-51-9
Aminomethylphosphonic acid

: N-4-(4’-chlorobiphenyl)methyl vancomycin

: C81H90Cl3N10O27P

Conditions

Conditions	Yield
Stage #1: formaldehyd; Aminomethylphosphonic acid With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 0.333333h; Mannich Aminomethylation; Stage #2: N-4-(4’-chlorobiphenyl)methyl vancomycin In water; acetonitrile at -10℃; for 12h; Mannich Aminomethylation;	81%

...Expand

: 50-00-0
formaldehyd

: 1066-51-9
Aminomethylphosphonic acid

: N3-decylaminoethylvancomycin

: telavancin

Conditions

Conditions	Yield
Stage #1: formaldehyd; Aminomethylphosphonic acid With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 20℃; for 0.333333h; Mannich Aminomethylation; Stage #2: N3-decylaminoethylvancomycin In water; acetonitrile at -10℃; for 4h; Mannich Aminomethylation;	79%
Stage #1: formaldehyd; Aminomethylphosphonic acid With N-ethyl-N,N-diisopropylamine In water; acetonitrile at 0℃; for 1h; Inert atmosphere; Stage #2: N3-decylaminoethylvancomycin In water; acetonitrile	57%

...Expand

: 1066-51-9
Aminomethylphosphonic acid

: 3282-30-2
pivaloyl chloride

: 866605-67-6
[(2,2-Dimethyl-propionylamino)-methyl]-phosphonic acid

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane; water at 20℃; for 2h;	78%

: 106-31-0
butanoic acid anhydride

: 1066-51-9
Aminomethylphosphonic acid

: (butyrylamino-methyl)-phosphonic acid

Conditions

Conditions	Yield
With water; butyric acid at 100℃; for 0.5h;	76%

: 1066-51-9
Aminomethylphosphonic acid

: 2946-39-6
8-bromoadenosine

: 1002111-61-6
{[6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyltetrahydrofuran-2-yl)-9H-purin-8-ylamino]methyl}phosphonic acid

Conditions

Conditions	Yield
With potassium carbonate In water at 100℃; for 48h;	75%

: 50-00-0
formaldehyd

: 1066-51-9
Aminomethylphosphonic acid

: 3′-(methylthio)propyl vancomycin

: 76-05-1
trifluoroacetic acid

: (phosphonomethyl)aminomethyl-N-3′-(methylthio)propyl vancomycin

Conditions

Conditions	Yield
Stage #1: formaldehyd; Aminomethylphosphonic acid; 3′-(methylthio)propyl vancomycin With N-ethyl-N,N-diisopropylamine In water; acetonitrile at -10℃; for 8h; Stage #2: trifluoroacetic acid	72%

...Expand

: 1066-51-9
Aminomethylphosphonic acid

: 53114-57-1
S-methylisothiourea hydrochloride

: 55215-14-0
guanidinomethanephosphonic acid

Conditions

Conditions	Yield
With potassium hydroxide at 60℃; for 4h;	70.1%

: 1066-51-9
Aminomethylphosphonic acid

: 24424-99-5
di-tert-butyl dicarbonate

: N-t-butoxycarbonylaminomethylphosphonic acid

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran; water for 72h; Ambient temperature;	61%

: 1066-51-9
Aminomethylphosphonic acid

: 77004-75-2
(3R)-4-tert-butoxy-3-[(tert-butoxycarbonyl)amino]-4-oxobutanoic acid

: 148823-29-4
Boc-D-Asp(NH-CH2-PO3H2)-OBut

Conditions

Conditions	Yield
With diphenyl phosphoryl azide; triethylamine In N,N-dimethyl-formamide at 0℃; for 96h;	60%

: 1066-51-9
Aminomethylphosphonic acid

: 7646-85-7
zinc(II) chloride

: 1043413-88-2
[Zn(aminomethylphosphonate)Cl]n

Conditions

Conditions	Yield
In water stirred and heated at 70 °C for 1 h; filtered, crystd. by slow evapn. at ambient temp.;	52%

(Aminomethyl)phosphonic acid Specification

The cas register number of (Aminomethyl)phosphonic acid is 1066-51-9. It also can be called as Phosphaglycine and the IUPAC Name about this chemical is aminomethylphosphonic acid.

Physical properties about (Aminomethyl)phosphonic acid are: (1)ACD/LogP: -2.76; (2)ACD/LogD (pH 5.5): -5.35; (3)ACD/LogD (pH 7.4): -6.11; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 2; (11)Polar Surface Area: 48.58Å²; (12)Index of Refraction: 1.505; (13)Molar Refractivity: 20.16 cm³; (14)Molar Volume: 67.8 cm³; (15)Polarizability: 7.99x10^-24cm³; (16)Surface Tension: 85.7 dyne/cm; (17)Enthalpy of Vaporization: 66.29 kJ/mol; (18)Boiling Point: 358 °C at 760 mmHg; (19)Vapour Pressure: 4.29E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by Triethylphosphonomethylcarbamat. This reaction will need reagent aq. 20percent HCl. The reaction time is 20 hour(s) at Heating. The yield is about 84.7%.

Uses of (Aminomethyl)phosphonic acid: it can be used to produce (acetylamino-methyl)-phosphonic acid with acetic acid anhydride at temperature of 100 ℃. This reaction will need reagent acetic acid with reaction time of 0.3 hours.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin and it can causes severe burns.When you are using it, wear suitable protective clothing, gloves and eye/face protection, in addition, you need avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: O=P(O)(O)CN
(2)InChI: InChI=1/CH6NO3P/c2-1-6(3,4)5/h1-2H2,(H2,3,4,5)
(3)InChIKey: MGRVRXRGTBOSHW-UHFFFAOYAF
(4)Std. InChI: InChI=1S/CH6NO3P/c2-1-6(3,4)5/h1-2H2,(H2,3,4,5)
(5)Std. InChIKey: MGRVRXRGTBOSHW-UHFFFAOYSA-N

Product Name

(Aminomethyl)phosphonic acid

Synthetic route

(Aminomethyl)phosphonic acid Specification

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