Product Name

  • Name

    2-Morpholinoethanol

  • EINECS 210-734-5
  • CAS No. 622-40-2
  • Article Data69
  • CAS DataBase
  • Density 1.06 g/cm3
  • Solubility miscible with water
  • Melting Point -1 °C
  • Formula C6H13NO2
  • Boiling Point 224.4 °C at 760 mmHg
  • Molecular Weight 131.175
  • Flash Point 99.4 °C
  • Transport Information
  • Appearance clear colourless to yellow liquid
  • Safety 26-36-37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 622-40-2 (2-Morpholinoethanol)
  • Hazard Symbols IrritantXi
  • Synonyms 2-(4-Morpholino)ethylalcohol;2-(4-Morpholinyl)-1-ethanol;2-(4-Morpholinyl)ethanol;4-(2-Hydroxyethyl)morpholine;N-(2-Hydroxyethyl)morpholine;N-(b-Hydroxyethyl)morpholine;NSC1946;b-Morpholinoethanol;N-(2-Hydroxyethyl) Morpholine;4-Morpholineethanol;
  • PSA 32.70000
  • LogP -0.75120

Synthetic route

morpholine
110-91-8

morpholine

ethylene glycol
107-21-1

ethylene glycol

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With triphenylphosphine; ruthenium trichloride at 120℃; for 2h;100%
morpholine
110-91-8

morpholine

2-bromoethanol
540-51-2

2-bromoethanol

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
at 80℃; for 72h;85%
With potassium carbonate In acetonitrile for 3h; Reflux;83%
With potassium carbonate In acetonitrile for 3h; Reflux;83%
ethanolamine
141-43-5

ethanolamine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sodium carbonate In acetonitrile for 48h; Heating;83%
at 90 - 170℃;
With potassium carbonate at 120℃;
With ethanol; copper
N-morpholylacetic acid ethyl ester
3235-82-3

N-morpholylacetic acid ethyl ester

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0 - 50℃; for 8h;76.6%
morpholine
110-91-8

morpholine

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sodium hydroxide at 40 - 45℃;67%
With acetone
With benzene
oxirane
75-21-8

oxirane

morpholine
110-91-8

morpholine

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With water at 0℃;
With methanol
triethanolamine
102-71-6

triethanolamine

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With sulfuric acid at 160 - 170℃;
With cation exchanger at 160 - 220℃;
With sulfuric acid at 130 - 150℃; for 15h;
triethanolamine hydrochloride
637-39-8

triethanolamine hydrochloride

A

morpholine
110-91-8

morpholine

B

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

C

1,2-dimorpholylethane
1723-94-0

1,2-dimorpholylethane

D

2,2'-dimorpholinodiethyl ether
6425-39-4

2,2'-dimorpholinodiethyl ether

Conditions
ConditionsYield
at 190 - 230℃;
triethanolamine hydrochloride
637-39-8

triethanolamine hydrochloride

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
at 200 - 205℃; under 40 Torr; anschliessend Erhitzen mit wss.-aethanol. KOH;
at 200 - 205℃; under 40 Torr;
at 280℃; under 7 Torr; anschliessend Erhitzen mit wss.-aethanol. KOH;
3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With ammonium hydroxide at 65 - 80℃; under 2206.5 - 3677.5 Torr; anschliessend Behandeln mit wss. NaOH;
morpholine
110-91-8

morpholine

ethylene glycol
107-21-1

ethylene glycol

A

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

B

1,2-dimorpholylethane
1723-94-0

1,2-dimorpholylethane

Conditions
ConditionsYield
With triphenylphosphine; ruthenium trichloride at 120℃; for 2h; Product distribution; other catalyst, also with THF, other phosphine, also at 220 degC;
With hydridochlorotris(triphenylphosphine)ruthenium(II) at 100℃; for 5.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With ruthenium trichloride at 120℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Ru(CO)12; triphenylphosphine In tetrahydrofuran at 220℃; for 15h; Yield given;
With tris(triphenylphosphine)ruthenium(II) chloride at 100℃; for 2h; Product distribution; Mechanism; other diol; other secondary amines; other catalysts; var. temp. and reaction times;
methyl 2-morpholin-4-ylacetate
35855-10-8

methyl 2-morpholin-4-ylacetate

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
ethanolamine
141-43-5

ethanolamine

diethylene glycol ditosylate
7460-82-4

diethylene glycol ditosylate

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

phenyl-carbamic acid-(2-morpholino-ethyl ester); hydrochloride
50594-07-5

phenyl-carbamic acid-(2-morpholino-ethyl ester); hydrochloride

A

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

B

carbon dioxide
124-38-9

carbon dioxide

C

aniline
62-53-3

aniline

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 40℃; Rate constant; Thermodynamic data; var. temp., EA;
2,2'-diiodoethyl ether
34270-90-1

2,2'-diiodoethyl ether

ammonia
7664-41-7

ammonia

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

tris-(2-chloro-ethyl)-amine
555-77-1

tris-(2-chloro-ethyl)-amine

aqueous Na2CO3

aqueous Na2CO3

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

tris-(2-chloro-ethyl)-amine
555-77-1

tris-(2-chloro-ethyl)-amine

KOH <0.05n>

KOH <0.05n>

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

morpholine
110-91-8

morpholine

Iodoethanol
624-76-0

Iodoethanol

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In ethanol for 12h; Reflux;
triethanolamine
102-71-6

triethanolamine

ethanolamine
141-43-5

ethanolamine

A

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

B

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

Conditions
ConditionsYield
With oxygen; zirconium(IV) oxide In water at 325℃; under 760.051 Torr; Product distribution / selectivity;
1,2-dimorpholinoethane-1,2-dione
6342-79-6

1,2-dimorpholinoethane-1,2-dione

A

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

B

2-hydroxy-1-(morpholin-4-yl)ethan-1-one
51068-78-1

2-hydroxy-1-(morpholin-4-yl)ethan-1-one

C

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With hydrogen; Cu/Al2O3/SiO2 In methanol at 170℃; under 41254.1 Torr; for 16.5h; Autoclave;
triethanolamine
102-71-6

triethanolamine

A

2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

B

2,2'-dimorpholinodiethyl ether
6425-39-4

2,2'-dimorpholinodiethyl ether

Conditions
ConditionsYield
With sulfuric acid at 130 - 200℃; for 15h; Temperature; Time;
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

N-(2-bromoethyl)morpholine
89583-07-3

N-(2-bromoethyl)morpholine

Conditions
ConditionsYield
With dibromotriphenylphosphorane In dichloromethane at 0 - 20℃;100%
With phosphorus tribromide In dichloromethane at 0 - 45℃;23.7%
With hydrogen bromide at 130℃;
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

4-(2-hydroxyethyl)morpholine 4-oxide
95925-60-3

4-(2-hydroxyethyl)morpholine 4-oxide

Conditions
ConditionsYield
With dihydrogen peroxide100%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

4-fluoro-2-methoxy-1-nitrobenzene
448-19-1

4-fluoro-2-methoxy-1-nitrobenzene

4-(2-(3-methoxy-4-nitrophenoxy)ethyl)morpholine
342435-24-9

4-(2-(3-methoxy-4-nitrophenoxy)ethyl)morpholine

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In water; toluene at 18 - 60℃; for 22h;100%
With tetrabutylammomium bromide; water; potassium hydroxide In toluene at 60℃; for 18h;98%
With benzyltriethylammonium bromide; potassium hydroxide In water; toluene at 60℃; for 24h;42.4%
With tetrabutyl-ammonium chloride; potassium hydroxide In toluene at 60℃; for 24h;42%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

4-bromo-phenol
106-41-2

4-bromo-phenol

1-bromo-4-(2-morpholinoethoxy)benzene
836-59-9

1-bromo-4-(2-morpholinoethoxy)benzene

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 110℃; for 17h; Mitsunobu Displacement; Inert atmosphere;100%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 2.16667h;
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

ethyl 1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-hydroxy-1H-pyrazole-3-carboxylate
851728-86-4

ethyl 1-(2-chlorophenyl)-5-(4-chlorophenyl)-4-hydroxy-1H-pyrazole-3-carboxylate

1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-ethoxycarbonyl-4-(2-morpholinoethoxy)-1H-pyrazole
935259-86-2

1-(2-chlorophenyl)-5-(4-chlorophenyl)-3-ethoxycarbonyl-4-(2-morpholinoethoxy)-1H-pyrazole

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃;100%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

3-chlorosulfonyl-4-chlorobenzoyl chloride
62574-66-7

3-chlorosulfonyl-4-chlorobenzoyl chloride

2-(morpholin-4-yl)ethyl 4-chloro-3-chlorosulfonylbenzoate
1135370-76-1

2-(morpholin-4-yl)ethyl 4-chloro-3-chlorosulfonylbenzoate

Conditions
ConditionsYield
In dichloromethane for 12h;100%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

2-morpholin-4-yl-potassium ethoxide
1169860-18-7

2-morpholin-4-yl-potassium ethoxide

Conditions
ConditionsYield
With potassium In ethanol at 0℃; Product distribution / selectivity;100%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

8-bromo-1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-1H-purine-2,6(3H,7H)-dione

8-bromo-1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-1H-purine-2,6(3H,7H)-dione

1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-8-(2-morpholinoethoxy)-1H-purine-2,6(3H,7H)-dione

1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-8-(2-morpholinoethoxy)-1H-purine-2,6(3H,7H)-dione

Conditions
ConditionsYield
With sodium at 20℃; for 24h;100%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

1,2-dichloro-4-fluoro-5-nitrobenzene
2339-78-8

1,2-dichloro-4-fluoro-5-nitrobenzene

4-[2-(4,5-dichloro-2-nitrophenoxy)ethyl]morpholine

4-[2-(4,5-dichloro-2-nitrophenoxy)ethyl]morpholine

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.166667h;
Stage #2: 1,2-dichloro-4-fluoro-5-nitrobenzene In tetrahydrofuran; mineral oil at 0℃; for 1h;
100%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

C24H29BrIN5O4

C24H29BrIN5O4

C25H33BrN6O4

C25H33BrN6O4

Conditions
ConditionsYield
With copper(l) iodide; 1,10-Phenanthroline; caesium carbonate at 110℃; for 0.5h; Microwave irradiation;100%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

4-benzyloxy-2-fluoro-1-nitrobenzene
221040-07-9

4-benzyloxy-2-fluoro-1-nitrobenzene

4-{2-[5-(benzyloxy)-2-nitrophenoxy]ethyl}morpholine

4-{2-[5-(benzyloxy)-2-nitrophenoxy]ethyl}morpholine

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20 - 30℃; for 1h;
Stage #2: 4-benzyloxy-2-fluoro-1-nitrobenzene In tetrahydrofuran; mineral oil at 20℃; for 1h;
99.2%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

3,3-diphenylpropyl 4-(2-(1-morpholine)ethoxy)acetoacetate

3,3-diphenylpropyl 4-(2-(1-morpholine)ethoxy)acetoacetate

Conditions
ConditionsYield
99%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

6-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid isopropyl amide

6-hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylic acid isopropyl amide

6-(2-morpholine-4-ylethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylic acid isopropyl amide
867187-72-2

6-(2-morpholine-4-ylethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylic acid isopropyl amide

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; benzene at 0 - 20℃; for 2h;99%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

ethyl 2-oxocyclohexane carboxylate
1655-07-8

ethyl 2-oxocyclohexane carboxylate

C13H21NO4

C13H21NO4

Conditions
ConditionsYield
In toluene for 120h; Reflux;98%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

6-chloropyridine-3-ol
41288-96-4

6-chloropyridine-3-ol

4-(2-((6-chloropyridin-3-yl)oxy)ethyl)morpholine
879487-97-5

4-(2-((6-chloropyridin-3-yl)oxy)ethyl)morpholine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 4h;97%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

1-bromomethyl-4-iodobenzene
16004-15-2

1-bromomethyl-4-iodobenzene

4-(2-hydroxyethyl)-4-(4-iodobenzyl)morpholin-4-ium bromide

4-(2-hydroxyethyl)-4-(4-iodobenzyl)morpholin-4-ium bromide

Conditions
ConditionsYield
at 72℃; for 18h;97%
In N,N-dimethyl-formamide at 72℃; Inert atmosphere;97%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

1,3-Benzothiazole
95-16-9

1,3-Benzothiazole

2-amino-6-hydroxybenzothiazole
26278-79-5

2-amino-6-hydroxybenzothiazole

diethylazodicarboxylate
1972-28-7

diethylazodicarboxylate

6-(2-morpholinoethoxy)benzo[d]thiazol-2-amine

6-(2-morpholinoethoxy)benzo[d]thiazol-2-amine

Conditions
ConditionsYield
With sodium hydrogencarbonate; triphenylphosphine In tetrahydrofuran; ethyl acetate96%
With sodium hydrogencarbonate; triphenylphosphine In tetrahydrofuran; ethyl acetate96%
With sodium hydrogencarbonate; triphenylphosphine In tetrahydrofuran; ethyl acetate96%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

2-Fluoro-5-nitrobenzotrifluoride
400-74-8

2-Fluoro-5-nitrobenzotrifluoride

4-[2-(4-nitro-2-trifluoromethyl-phenoxy)-ethyl]-morpholine
850797-92-1

4-[2-(4-nitro-2-trifluoromethyl-phenoxy)-ethyl]-morpholine

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: 2-Fluoro-5-nitrobenzotrifluoride In tetrahydrofuran at 20℃; for 4h;
96%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

8,8′,8″-(hydroxymethanetriyl)tris[2,2,6,6-tetramethylbenzo[1,2-d:4,5-d′]bis([1,3]dithiole)-4-carboxylic acid]
910912-09-3

8,8′,8″-(hydroxymethanetriyl)tris[2,2,6,6-tetramethylbenzo[1,2-d:4,5-d′]bis([1,3]dithiole)-4-carboxylic acid]

tris(2,2,6,6-tetramethyl-8-{[2-(morpholin-4-yl)ethyl]carbonyl}-benzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol
1374260-17-9

tris(2,2,6,6-tetramethyl-8-{[2-(morpholin-4-yl)ethyl]carbonyl}-benzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol

Conditions
ConditionsYield
Stage #1: tris(8-carboxyl-2,2,6,6-tetramethylbenzo[1,2-d;4,5-d']bis[1,3]dithiol-4-yl)methanol With 1,1'-carbonyldiimidazole In tetrahydrofuran at 55℃; for 4h; Inert atmosphere;
Stage #2: 2-(morpholin-4-yl)ethanol In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
Stage #3: With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 24h; Inert atmosphere;
96%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

2-chloro-N-(4-(5-(3,4-dichlorophenyl)-3-hydroxy-1H-1,2,4-triazol-1-yl)phenyl)acetamide

2-chloro-N-(4-(5-(3,4-dichlorophenyl)-3-hydroxy-1H-1,2,4-triazol-1-yl)phenyl)acetamide

2-chloro-N-(4-(5-(3,4-dichlorophenyl)-3-(2-morpholinoethoxy)-1H-1,2,4-triazol-1-yl)phenyl)acetamide

2-chloro-N-(4-(5-(3,4-dichlorophenyl)-3-(2-morpholinoethoxy)-1H-1,2,4-triazol-1-yl)phenyl)acetamide

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 3h;96%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

(3'aRS,6'aSR)-1-(cis-4-isopropylcyclohexyl)-2'-phenylhexahydrospiro[piperidine-4,1'-pyrrolo[3,4-c]pyrrole]-4',6'-dione

(3'aRS,6'aSR)-1-(cis-4-isopropylcyclohexyl)-2'-phenylhexahydrospiro[piperidine-4,1'-pyrrolo[3,4-c]pyrrole]-4',6'-dione

(3'aRS,6'aSR)-1-(cis-4-isopropylcyclohexyl)-5'-(2-morpholin-4-yl-ethyl)-2'-phenylhexahydrospiro[piperidine-4,1'-pyrrolo[3,4-c]pyrrole]-4',6'-dione

(3'aRS,6'aSR)-1-(cis-4-isopropylcyclohexyl)-5'-(2-morpholin-4-yl-ethyl)-2'-phenylhexahydrospiro[piperidine-4,1'-pyrrolo[3,4-c]pyrrole]-4',6'-dione

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 24h; Mitsunobu reaction;95%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

3-hydroxy-4-methoxybenzoate
6702-50-7

3-hydroxy-4-methoxybenzoate

A

4-Methoxy-3-(2-morpholin-4-yl-ethoxy)benzoic acid methyl ester
250726-35-3

4-Methoxy-3-(2-morpholin-4-yl-ethoxy)benzoic acid methyl ester

B

diethyl hydrazodicarboxylate
4114-28-7

diethyl hydrazodicarboxylate

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In ethyl acetateA 95%
B n/a
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

benzyl (2S,4aS,6aS,6bR,8aS,10S,12aS,12bR,14bR)-10-(chlorocarbonyl)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

benzyl (2S,4aS,6aS,6bR,8aS,10S,12aS,12bR,14bR)-10-(chlorocarbonyl)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

2-benzyl 10-(2-morpholinoethyl)(2S,4aS,6aS,6bR,8aS,10S,12aS,12bR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,10-dicarboxylate

2-benzyl 10-(2-morpholinoethyl)(2S,4aS,6aS,6bR,8aS,10S,12aS,12bR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,10-dicarboxylate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃;95%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

methyl p-toluene sulfonate
80-48-8

methyl p-toluene sulfonate

S4-(2-hydroxyethyl)-4-methylmorpholin-4-ium 4-methylbenzenesulfonate
1206209-06-4

S4-(2-hydroxyethyl)-4-methylmorpholin-4-ium 4-methylbenzenesulfonate

Conditions
ConditionsYield
In acetonitrile for 4h; Reflux;94.4%
In acetonitrile for 4h; Reflux;87%
In acetonitrile for 4h; Reflux;84%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

3-chloro-isonicotinonitrile
68325-15-5

3-chloro-isonicotinonitrile

3-[2-(morpholin-4-yl)ethoxy]pyridine-4-carbonitrile

3-[2-(morpholin-4-yl)ethoxy]pyridine-4-carbonitrile

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 1h;
Stage #2: 3-chloro-isonicotinonitrile In tetrahydrofuran; mineral oil at 20℃; for 18h;
94%
Stage #1: 2-(morpholin-4-yl)ethanol With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 1h;
Stage #2: 3-chloro-isonicotinonitrile In tetrahydrofuran; mineral oil at 20℃; for 18h;
94%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

1-oxo-6-hydroxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester
867187-58-4

1-oxo-6-hydroxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

6-(2-morpholine-4-ylethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester
867187-62-0

6-(2-morpholine-4-ylethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; benzene at 0 - 20℃; for 2h;93%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; benzene at 0 - 20℃; for 2h;93%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

4-fluoro-1-nitro-2-(prop-2-yn-1-yloxy)benzene

4-fluoro-1-nitro-2-(prop-2-yn-1-yloxy)benzene

4-(4-nitro-3-(prop-2-ynyloxy)phenoxyethyl)morpholine
1202634-09-0

4-(4-nitro-3-(prop-2-ynyloxy)phenoxyethyl)morpholine

Conditions
ConditionsYield
Stage #1: 2-(morpholin-4-yl)ethanol With sodium hydride In N,N-dimethyl-formamide at 20℃;
Stage #2: 4-fluoro-1-nitro-2-(prop-2-yn-1-yloxy)benzene In N,N-dimethyl-formamide at -35℃; for 6h; Inert atmosphere;
93%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

4-Iodophenol
540-38-5

4-Iodophenol

4-<2-(p-iodophenoxy)ethyl>morpholine
103808-71-5

4-<2-(p-iodophenoxy)ethyl>morpholine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 20℃; for 17h; Cooling with ice;93%
2-(morpholin-4-yl)ethanol
622-40-2

2-(morpholin-4-yl)ethanol

4-hydroxy-2-nitroaniline
610-81-1

4-hydroxy-2-nitroaniline

4-(2-morpholin-4-yl-ethoxy)-2-nitro-phenylamine

4-(2-morpholin-4-yl-ethoxy)-2-nitro-phenylamine

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In ethyl acetate92%
With diisopropyl (E)-azodicarboxylate; triphenylphosphine In tetrahydrofuran
With diisopropyl (E)-azodicarboxylate; triphenylphosphine In tetrahydrofuran

2-Morpholinoethanol Chemical Properties

IUPAC Name: 2-Morpholin-4-ylethanol
Molecular Formula: C6H13NO2
Molecular Weight: 131.17 g/mol
Molecular structure of 4-Morpholineethanol (CAS NO.622-40-2):

EINECS: 210-734-5
Melting Point: -1 °C 
Boiling Point: 227 °C at 757 mm Hg(lit.)
Density: 1.083 g/mL at 25 °C(lit.)
Refractive Index:  n20/D 1.476(lit.)
Flash Point: 211 °F
Water Solubility: miscible 
Molar Refractivity: 34.48 cm3
Molar Volume: 123.6 cm3
XLogP3-AA: -0.8
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 2
Exact Mass: 131.094629
MonoIsotopic Mass: 131.094629
Topological Polar Surface Area: 32.7
Heavy Atom Count: 9 
Canonical SMILES: C1COCCN1CCO
InChI: InChI=1S/C6H13NO2/c8-4-1-7-2-5-9-6-3-7/h8H,1-6H2
InChIKey: KKFDCBRMNNSAAW-UHFFFAOYSA-N
Classification Code: Mutation data; Skin / Eye Irritant

2-Morpholinoethanol Uses

 4-Morpholineethanol (CAS NO.622-40-2) is commonly used in organic synthesis. It is also a kind of very important chemical pharmaceutical intermediates.

2-Morpholinoethanol Toxicity Data With Reference

1.    

skn-rbt 10 mg/24H open

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),63.
2.    

eye-rbt 20 mg SEV

    AJOPAA    American Journal of Ophthalmology. 29 (1946),1363.
3.    

dns-rat:lvr 5 g/L

    MUREAV    Mutation Research. 136 (1984),153.
4.    

orl-rat LD50:5500 mg/kg

    JACTDZ    Journal of the American College of Toxicology. 1 (1990),16.
5.    

ipr-mus LD50:3600 mg/kg

    CANCAR    Cancer. 2 (1949),1055.
6.    

scu-mus LD50:2650 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 109 (1957),108.
7.    

par-mus LDLo:4800 mg/kg

    CBCCT*    “Summary Tables of Biological Tests” National Research Council Chemical-Biological Coordination Center. 7 (1955),691.
8.    

skn-gpg LD50:2500 mg/kg

    JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),63.

2-Morpholinoethanol Consensus Reports

Reported in EPA TSCA Inventory.

2-Morpholinoethanol Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 1
RTECS: QE3510000
F: 10-23
HS Code: 29349990
Moderately toxic by skin contact, subcutaneous, and intraperitoneal routes. Mildly toxic by ingestion and parenteral routes. Mutation data reported. A skin and severe eye irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx.

2-Morpholinoethanol Specification

 4-Morpholineethanol (CAS NO.622-40-2) is also named as 2-(4-Morpholinyl)ethanol ; 2-Morpholinoethanol ; 4-(2-Hydroxyethyl)morpholine ; 4-27-00-00056 (Beilstein Handbook Reference) ; AI3-03872 ; BRN 0104375 ; Ethanol, 2-(morpholinyl)- ; Ethanol, 2-morpholino- ; Hydroxyethylmorpholine ; Morpholine ethanol ; Morpholineethanol ; N-(2-Hydroxyethyl)morfolin ; N-(2-Hydroxyethyl)morfolin [Czech] ; N-(2-Hydroxyethyl)morpholine ; N-beta-Hydroxyethylmorpholine ; NSC 1946 ; beta-Morpholinoethanol ; beta-Oxyaethyl-morpholin ; beta-Oxyaethyl-morpholin [German] ; beta-Oxyaethyl-morpholin [German] . 4-Morpholineethanol (CAS NO.622-40-2) is clear colourless to yellow liquid.

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