Product Name

  • Name

    O-PHOSPHORYLETHANOLAMINE

  • EINECS
  • CAS No. 1071-23-4
  • Article Data34
  • CAS DataBase
  • Density 1.554g/cm3
  • Solubility Soluble in water
  • Melting Point 241-243 °C(lit.)
  • Formula C2H8 N O4 P
  • Boiling Point 335.8°Cat760mmHg
  • Molecular Weight 141.064
  • Flash Point 156.9°C
  • Transport Information
  • Appearance white powder
  • Safety Moderately toxic by intravenous route. When heated to decomposition it emits very toxic fumes of POx and NOx.
  • Risk Codes 25-34
  • Molecular Structure Molecular Structure of 1071-23-4 (O-PHOSPHORYLETHANOLAMINE)
  • Hazard Symbols
  • Synonyms Ethanol,2-amino-, dihydrogen phosphate (ester) (8CI,9CI); Ethanol, 2-amino-, phosphate(6CI); Phosphoric acid, 2-aminoethyl ester (6CI); 2-Aminoethanol O-phosphate;2-Aminoethyl dihydrogen phosphate; Colamine phosphate; EthanolamineO-phosphate; Mono(2-aminoethyl) phosphate; Monoaminoethyl phosphate; NSC254167; O-Phosphoethanolamine; O-Phosphorylethanolamine; Phosphoethanolamine;Phosphonoethanolamine; Phosphorylethanolamine
  • PSA 102.59000
  • LogP -0.24530

Synthetic route

ethanolamine
141-43-5

ethanolamine

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With phosphoric acid at 100℃; under 10 Torr; for 3h;60%
With phosphoric acid 1) 100 deg C, 10 mmHg, 1 h; 2) 150 deg C, 0.3 mmHg, 3 h;60%
With phosphoric acid at 185℃; for 8h; Cooling with ice;45%
ethyleneimine
151-56-4

ethyleneimine

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With phosphoric acid at 105℃;
dimethylenecyclourethane
497-25-6

dimethylenecyclourethane

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With phosphoric acid at 165℃;
2-chloroethyl phosphoric acid
4167-12-8

2-chloroethyl phosphoric acid

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With ammonia; water at 120 - 130℃;
(2-hydroxy-ethyl)-amidophosphoric acid diisopropyl ester
14662-76-1

(2-hydroxy-ethyl)-amidophosphoric acid diisopropyl ester

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With hydrogenchloride
(2-diphenoxyphosphoryloxy-ethyl)-carbamic acid benzyl ester
102313-50-8

(2-diphenoxyphosphoryloxy-ethyl)-carbamic acid benzyl ester

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With ethanol; palladium Hydrogenation.anschliessend an Platin in Essigsaeure;
2-amino-ethanol hydrochloride
2002-24-6

2-amino-ethanol hydrochloride

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With disodium hydrogenphosphate Gegenwart von alkalischer Phosphatase bei pH 9 und 37grad;
2-chloroethyl phosphorodichloridate
1455-05-6

2-chloroethyl phosphorodichloridate

ammonium hydroxide

ammonium hydroxide

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
at 130℃;
phosphoric acid-(2-amino-ethyl ester)-diphenyl ester
65314-76-3

phosphoric acid-(2-amino-ethyl ester)-diphenyl ester

aqueous alkaline solution

aqueous alkaline solution

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

(2-diphenoxyphosphoryloxy-ethyl)-carbamic acid benzyl ester
102313-50-8

(2-diphenoxyphosphoryloxy-ethyl)-carbamic acid benzyl ester

acetic acid
64-19-7

acetic acid

platinum /palladium

platinum /palladium

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
Hydrogenation;
C10H13N2O9P2(3-)

C10H13N2O9P2(3-)

A

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

B

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

Conditions
ConditionsYield
at 37℃; pH=7.4; Kinetics; Equilibrium constant; aq. phosphate buffer;
[(2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate

[(2S,3R)-2-amino-3-hydroxyoctadec-4-enyl] dihydrogen phosphate

A

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With sphingosine-1-phosphate lyase Enzymatic reaction;
Sphingosine-1-phosphate
26993-30-6

Sphingosine-1-phosphate

A

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; human sphingosine-1-phosphate lyase In water; dimethyl sulfoxide at 20℃; for 22h; pH=8; Kinetics; Reagent/catalyst; Enzymatic reaction;
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

tetra(n-butyl)ammonium hydroxide
2052-49-5

tetra(n-butyl)ammonium hydroxide

2-aminoethyl di-(tetrabutylammonium) phosphonate

2-aminoethyl di-(tetrabutylammonium) phosphonate

Conditions
ConditionsYield
In water for 4h;99%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

azidomethyl 4-nitrophenyl carbonate
1257405-75-6

azidomethyl 4-nitrophenyl carbonate

ammonium 2-[(azidomethoxy)carbonylamino]ethylhydrogenphosphate
1257405-79-0

ammonium 2-[(azidomethoxy)carbonylamino]ethylhydrogenphosphate

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate; azidomethyl 4-nitrophenyl carbonate With water; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;
Stage #2: With water; ammonium bicarbonate
99%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

mitomycin A
4055-39-4

mitomycin A

octadecyl silane
18623-11-5

octadecyl silane

mitomycin C phosphate

mitomycin C phosphate

Conditions
ConditionsYield
With triethylamine In methanol; phosphorus pentaoxide; water97%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
82911-69-1

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

(2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}ethoxy)phosphonic acid
329223-23-6

(2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}ethoxy)phosphonic acid

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 20℃; for 1h;89%
With water; sodium carbonate In N,N-dimethyl-formamide for 0.333333h;75%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

(2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}ethoxy)phosphonic acid
329223-23-6

(2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}ethoxy)phosphonic acid

Conditions
ConditionsYield
Stage #1: chloro-trimethyl-silane; 2-aminoethyl dihydrogen phosphate In dichloromethane for 2h; Heating;
Stage #2: (fluorenylmethoxy)carbonyl chloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 6h; Further stages.;
85%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(2-phosphonooxy-ethyl)-carbamic acid tert-butyl ester
932014-80-7

(2-phosphonooxy-ethyl)-carbamic acid tert-butyl ester

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 20℃; for 17h;82%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

zinc(II) oxide

zinc(II) oxide

zinc bis(2-aminoethyl hydrogen phosphate) tetrahydrate

zinc bis(2-aminoethyl hydrogen phosphate) tetrahydrate

Conditions
ConditionsYield
In water treated suspension of ZnO in H2O with 2-aminoethyl dihydrogen phosphate; stirring for 10 min at room temp.; filtration; slowly evapn. at 45°C; elem. anal.;81%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-(2-chloroacetamido)ethyl dihydrogen phosphate

2-(2-chloroacetamido)ethyl dihydrogen phosphate

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h; pH=Ca.5;
Stage #2: chloroacetyl chloride With lithium hydroxide In water pH=Ca.5;
81%
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h;
Stage #2: chloroacetyl chloride In water
81%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

pyridoxal 5'-phosphate
54-47-7

pyridoxal 5'-phosphate

C10H18N2O9P2*H3N

C10H18N2O9P2*H3N

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate With potassium tert-butylate In methanol at 20℃; for 0.5h; Cooling with ice; Inert atmosphere;
Stage #2: pyridoxal 5'-phosphate With potassium tert-butylate In methanol at 0 - 20℃; for 0.5h; Inert atmosphere;
Stage #3: With sodium tetrahydroborate In methanol at 0℃; for 4h; Reflux; Darkness; Inert atmosphere;
79%
monofluoroacetyl chloride
359-06-8

monofluoroacetyl chloride

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

2-(2-fluoroacetamido)ethyl dihydrogen phosphate

2-(2-fluoroacetamido)ethyl dihydrogen phosphate

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h; pH=Ca.5;
Stage #2: monofluoroacetyl chloride With lithium hydroxide In water pH=Ca.5;
78%
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h;
Stage #2: monofluoroacetyl chloride In water
78%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

Thioctic acid
1077-28-7, 62-46-4

Thioctic acid

2-(5-(1,2-dithiolan-3-yl)pentanamido)ethyl dihydrogen phosphate
1085381-76-5

2-(5-(1,2-dithiolan-3-yl)pentanamido)ethyl dihydrogen phosphate

Conditions
ConditionsYield
Stage #1: Thioctic acid With 1-hydroxy-pyrrolidine-2,5-dione; sodium hydrogencarbonate In water; N,N-dimethyl-formamide pH=7.4;
Stage #2: 2-aminoethyl dihydrogen phosphate With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium phosphate In water; N,N-dimethyl-formamide
74%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

tetrachlorophthalic anhydride
117-08-8

tetrachlorophthalic anhydride

2-(tetrachlorophthalimide)ethane phosphoric acid

2-(tetrachlorophthalimide)ethane phosphoric acid

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane for 6h; Reflux;69%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

(5Z,8Z,11Z,14Z)-2,5-dioxopyrrolidin-1-yl icosa-5,8,11,14-tetraenoate
187224-28-8

(5Z,8Z,11Z,14Z)-2,5-dioxopyrrolidin-1-yl icosa-5,8,11,14-tetraenoate

Anandamide O-phosphate

Anandamide O-phosphate

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran Ambient temperature;60%
2-iodoacetyl chloride
38020-81-4

2-iodoacetyl chloride

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

2-(2-iodoacetamido)ethyl dihydrogen phosphate

2-(2-iodoacetamido)ethyl dihydrogen phosphate

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h; pH=Ca.5;
Stage #2: 2-iodoacetyl chloride With lithium hydroxide In water pH=Ca.5;
58%
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h;
Stage #2: 2-iodoacetyl chloride In water
58%
tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate
3392-07-2

tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

C9H19N2O7P

C9H19N2O7P

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In methanol at 20℃; for 3h;57%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

1,3-dioxoisoindolin-2-yl 2-(cyclooct-2-yn-1-yloxy)acetate
1425803-45-7

1,3-dioxoisoindolin-2-yl 2-(cyclooct-2-yn-1-yloxy)acetate

(2-(2-(cyclooct-2-yn-1-yloxy)acetamido)ethyl)phosphonic acid

(2-(2-(cyclooct-2-yn-1-yloxy)acetamido)ethyl)phosphonic acid

Conditions
ConditionsYield
With triethylamine In water; N,N-dimethyl-formamide for 2h;54%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

2-(2-bromoacetamido)ethyl dihydrogen phosphate
52011-43-5

2-(2-bromoacetamido)ethyl dihydrogen phosphate

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h; pH=Ca.5;
Stage #2: 2-Bromoacetyl bromide With lithium hydroxide In water pH=Ca.5;
49%
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h;
Stage #2: 2-Bromoacetyl bromide In water
49%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

benzyl chloroformate
501-53-1

benzyl chloroformate

dilithium 2-(benzyloxycarbonylamino)ethyl phosphate
119220-16-5

dilithium 2-(benzyloxycarbonylamino)ethyl phosphate

Conditions
ConditionsYield
With lithium hydroxide In benzene for 2h;47%
chlorine e6 anhydride

chlorine e6 anhydride

n-Octylamine
111-86-4

n-Octylamine

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

C36H42N5O9P*C8H19N

C36H42N5O9P*C8H19N

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate With sodium hydrogencarbonate In dimethyl sulfoxide at 20℃; for 0.5h;
Stage #2: chlorine e6 anhydride In dichloromethane; dimethyl sulfoxide at 20℃; Darkness;
Stage #3: n-Octylamine In dichloromethane at 20℃; for 0.5h;
44%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

phenylacetyl chloride
103-80-0

phenylacetyl chloride

2-(2-phenylacetamido)ethyl dihydrogen phosphate

2-(2-phenylacetamido)ethyl dihydrogen phosphate

Conditions
ConditionsYield
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h; pH=Ca.5;
Stage #2: phenylacetyl chloride With lithium hydroxide In water pH=Ca.5;
32%
Stage #1: 2-aminoethyl dihydrogen phosphate With lithium hydroxide In water at 20℃; for 0.5h;
Stage #2: phenylacetyl chloride In water
32%
mono(6-bromo-6-deoxy)-β-cyclodextrin

mono(6-bromo-6-deoxy)-β-cyclodextrin

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

triethylamine
121-44-8

triethylamine

C6H15N*C46H82N2O41P2

C6H15N*C46H82N2O41P2

Conditions
ConditionsYield
In water; N,N-dimethyl-formamide at 80℃; under 7600.51 Torr; for 168h; Inert atmosphere; Autoclave;30%
2,5-dioxopyrrolidin-1-yl biphenyl-4-carboxylate
299969-20-3

2,5-dioxopyrrolidin-1-yl biphenyl-4-carboxylate

2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

N-(4-phenylbenzoyl)-2-aminoethyl phosphate
1191406-80-0

N-(4-phenylbenzoyl)-2-aminoethyl phosphate

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; triethylamine In water; N,N-dimethyl-formamide at 20℃; for 3h;23%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

4-(N-benzylamino)benzoic acid N-hydroxysuccinimide ester
1191406-77-5

4-(N-benzylamino)benzoic acid N-hydroxysuccinimide ester

N-(4-(N-benzylamino)benzoyl)-2-aminoethyl phosphate
1191406-78-6

N-(4-(N-benzylamino)benzoyl)-2-aminoethyl phosphate

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; triethylamine In water; N,N-dimethyl-formamide at 20℃; for 3h;23%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

C30H47NO6

C30H47NO6

(2-((4R)-4-((3R,5S,6R,7R,10S,13R)-6-ethyl-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-17-yl)pentanoylamino)ethyl)phosphonic acid

(2-((4R)-4-((3R,5S,6R,7R,10S,13R)-6-ethyl-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene-17-yl)pentanoylamino)ethyl)phosphonic acid

Conditions
ConditionsYield
With sodium carbonate In water; N,N-dimethyl-formamide at 20℃; for 24h;22%
2-aminoethyl dihydrogen phosphate
1071-23-4

2-aminoethyl dihydrogen phosphate

8-bromoadenosine
2946-39-6

8-bromoadenosine

3-[6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyltetrahydrofuran-2-yl)-9H-purin-8-ylamino]-propionic acid
1151916-63-0

3-[6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyltetrahydrofuran-2-yl)-9H-purin-8-ylamino]-propionic acid

Conditions
ConditionsYield
With potassium carbonate In water for 24h; Inert atmosphere; Reflux;14%

ETHANOLAMINE PHOSPHATE Chemical Properties

Ethanolamine phosphate(1071-23-4)'s molecular formula is C2H8NO4P and its formula weight is 141.06.
Ethanolamine phosphate(1071-23-4) has a  melting point of  241-243 °C(lit.).
Ethanolamine phosphate(1071-23-4)  has the property of being dissolved in water. It is slightly soluble in methanol and ethanol.
The molecular structure of ethanolamine phosphate(1071-23-4):

ETHANOLAMINE PHOSPHATE Uses

Ethanolamine phosphate(1071-23-4) is used in biochemical research and fat metabolism research.

ETHANOLAMINE PHOSPHATE Toxicity Data With Reference

1.   

ivn-mus LD50:639 mg/kg

   RPOBAR    Research Progress in Organic Biological and Medicinal Chemistry. 2 (1970),316.

ETHANOLAMINE PHOSPHATE Consensus Reports

Reported in EPA TSCA Inventory.

ETHANOLAMINE PHOSPHATE Safety Profile

Moderately toxic by intravenous route. When heated to decomposition it emits very toxic fumes of POx and NOx.

ETHANOLAMINE PHOSPHATE Specification

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: Keep refrigerated. (Store below 4°C/39°F.) Store in a tightly closed container. Store in a dry area. Corrosives area. 
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