Product Name

  • Name

    Morpholine

  • EINECS 203-815-1
  • CAS No. 110-91-8
  • Article Data311
  • CAS DataBase
  • Density 0.931 g/cm3
  • Solubility miscible with water.
  • Melting Point -5 °C
  • Formula C4H9NO
  • Boiling Point 128.9 °C at 760 mmHg
  • Molecular Weight 87.1216
  • Flash Point 35.6 °C
  • Transport Information UN 2054 8/PG 1
  • Appearance aqueous solution with a fishlike odor
  • Safety 23-36-45
  • Risk Codes 10-20/21/22-34
  • Molecular Structure Molecular Structure of 110-91-8 (Morpholine)
  • Hazard Symbols CorrosiveC
  • Synonyms Diethylenimide oxide;Drewamine;BASF 238;1-Oxa-4-azacyclohexane;Tetrahydro-2H-1,4-oxazine;Morpholine (4-oxazine);Tetrahydro-p-oxazine;Diethyleneimide oxide;Diethylene oximide;Tetrahydro-1,4-oxazine;2H-1,4-Oxazine, tetrahydro-;Morpholine hydrochloride;p-Isoxazine, tetrahydro-;Diethylene imidoxide;Tetrahydro-1, 4-isoxazine;1-oxa-4-azoniacyclohexane;4H-1,4-Oxazine, tetrahydro-;
  • PSA 21.26000
  • LogP -0.06500

Synthetic route

(1S,2S,5R,6R,7S,8S)-1,6-Dimethyl-8-morpholin-4-yl-3,4-diaza-tricyclo[3.2.1.02,7]oct-3-ene-2,5-dicarboxylic acid dimethyl ester

(1S,2S,5R,6R,7S,8S)-1,6-Dimethyl-8-morpholin-4-yl-3,4-diaza-tricyclo[3.2.1.02,7]oct-3-ene-2,5-dicarboxylic acid dimethyl ester

A

morpholine
110-91-8

morpholine

B

dimethyl 4-methylpyridazine-3,6-dicarboxylate
2166-25-8

dimethyl 4-methylpyridazine-3,6-dicarboxylate

Conditions
ConditionsYield
In xylene for 6h; Heating;A n/a
B 100%
under 0.075006 Torr; Pyrolysis;
allyl morpholine-1-carboxylate
25070-77-3

allyl morpholine-1-carboxylate

A

morpholine
110-91-8

morpholine

B

N-allylmorpholine
696-57-1

N-allylmorpholine

Conditions
ConditionsYield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water for 0.166667h; Ambient temperature;A 98%
B 2%
With formic acid; triphenylphosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 30℃; for 3h;A 16 % Chromat.
B 84 % Chromat.
diethylene glycol
111-46-6

diethylene glycol

A

morpholine
110-91-8

morpholine

B

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
With methylamineA 98%
B n/a
4-Phenylsulfanyl-morpholine
4837-31-4

4-Phenylsulfanyl-morpholine

diisopropyl phosphite
691-96-3

diisopropyl phosphite

A

morpholine
110-91-8

morpholine

B

thiophosphoric acid O,O'-diisopropyl ester S-phenyl ester
15267-38-6

thiophosphoric acid O,O'-diisopropyl ester S-phenyl ester

Conditions
ConditionsYield
A n/a
B 96%
prop-2-yn-1-yl morpholine-4-carboxylate
114406-39-2

prop-2-yn-1-yl morpholine-4-carboxylate

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With benzyltriethylammonium tetrathiomolybdate In acetonitrile at 20℃; for 2.5h;95%
With potassium tetrachloroplatinate(II) In d(4)-methanol; water-d2 at 20℃; for 14h; Reagent/catalyst;
4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With Ru-MACHO; potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; under 38002.6 Torr; for 2.5h; Catalytic behavior; Temperature; Glovebox; Autoclave; Cooling with ice;95%
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amide](carbonyl)(hydride)iron(II); hydrogen In tetrahydrofuran at 100℃; under 22801.5 Torr; for 4h; Catalytic behavior;
2,6-difluorobenzaldehyde
437-81-0

2,6-difluorobenzaldehyde

Methyl thioglycolate
2365-48-2

Methyl thioglycolate

Benzo[b]thiophene
95-15-8

Benzo[b]thiophene

A

morpholine
110-91-8

morpholine

B

2-(1-Morpholino)-6-fluorobenzaldehyde

2-(1-Morpholino)-6-fluorobenzaldehyde

Conditions
ConditionsYield
With triethylamine In NaH; dimethyl sulfoxide; acetonitrileA 93%
B n/a
4-(9-fluorenylmethoxycarbonyl)morpholine
112918-83-9

4-(9-fluorenylmethoxycarbonyl)morpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate In neat (no solvent) at 25℃; for 0.0666667h; Green chemistry;93%
4-methylmorpholine N-oxide
7529-22-8

4-methylmorpholine N-oxide

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate In chloroform at 0 - 20℃;92%
4-morpholinylacetophenone
779-53-3

4-morpholinylacetophenone

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With magnesium; acetic acid In methanol at 20℃;92%
morpholine-4-carboxylic acid tert-butyl ester
220199-85-9

morpholine-4-carboxylic acid tert-butyl ester

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane for 3h; Ambient temperature;91%
allyl morpholine-1-carboxylate
25070-77-3

allyl morpholine-1-carboxylate

A

morpholine
110-91-8

morpholine

B

N-allylmorpholine
696-57-1

N-allylmorpholine

C

propene
187737-37-7

propene

Conditions
ConditionsYield
With formic acid; triphenylphosphine; tris(dibenzylideneacetone)dipalladium(0) chloroform complex In tetrahydrofuran at 30℃; for 3h;A 16 % Chromat.
B 84%
C n/a
4-Phenylsulfanyl-morpholine
4837-31-4

4-Phenylsulfanyl-morpholine

Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

A

morpholine
110-91-8

morpholine

B

Diethyl 4-morpholidophosphate
37097-43-1

Diethyl 4-morpholidophosphate

C

O,O-diethyl S-phenyl phosphorothioate
1889-58-3

O,O-diethyl S-phenyl phosphorothioate

Conditions
ConditionsYield
A n/a
B 5%
C 83%
N-nitrosomorpholine
59-89-2

N-nitrosomorpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With ammonium formate; PdMCM-41 In methanol at 69.84℃; for 2h;80%
With isocyanate de chlorosulfonyle In diethyl ether for 10h; Ambient temperature;75%
With perchloric acid; ammonium sulfamate; sodium thiocyanide at 50℃; Rate constant; piperidinium perchlorate, 18h; transnitrosating studies;
With benzophenone In N,N-dimethyl-formamide at 25℃; Rate constant; var. organic electron carriers, object of study - homogeneous electrochemical reduction with the aid of organic electron carriers;
1,1-bis(N-morpholinyl)ethylene
14212-87-4

1,1-bis(N-morpholinyl)ethylene

malononitrile
109-77-3

malononitrile

A

morpholine
110-91-8

morpholine

B

4-acetylmorpholine
1696-20-4

4-acetylmorpholine

C

2-(1-morpholinoethylidene)malononitrile
111505-54-5

2-(1-morpholinoethylidene)malononitrile

Conditions
ConditionsYield
In diethyl ether for 8h; Heating;A n/a
B n/a
C 74%
4-benzenesulfonylmorpholine
5033-21-6

4-benzenesulfonylmorpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 3h; Heating;70%
ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

A

morpholine
110-91-8

morpholine

B

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate
40752-96-3

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate

C

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate
173545-83-0

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate

Conditions
ConditionsYield
With hydrogenchloride; 2-hydroxyethanethiol In methanol for 4h; Ambient temperature;A 69%
B 5%
C 64%
ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

ethyl 2-<(1H-benzimidazol-2-yl)sulfinylmethyl>-4-morpholino-5-pyrimidinecarboxylate

2-hydroxyethanethiol
60-24-2

2-hydroxyethanethiol

A

morpholine
110-91-8

morpholine

B

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate
40752-96-3

ethyl 4-aminopyrimido<1,2-a>benzimidazole-3-carboxylate

C

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate
173545-83-0

ethyl 4-<2-(2-hydroxyethyldithio)-1-(2-hydroxyethylthio)ethylideneamino>pyrimido<1,2-a>benzimidazole-3-carboxylate

Conditions
ConditionsYield
With hydrogenchloride In methanol for 4h; Ambient temperature;A 69%
B 5%
C 64%
4-Phenylsulfanyl-morpholine
4837-31-4

4-Phenylsulfanyl-morpholine

methyl phosphite
96-36-6, 868-85-9

methyl phosphite

A

morpholine
110-91-8

morpholine

B

thiophosphoric acid O,O'-dimethyl ester S-phenyl ester
4237-00-7

thiophosphoric acid O,O'-dimethyl ester S-phenyl ester

Conditions
ConditionsYield
A n/a
B 67%
4-(trimethylsilyl)morpholine
13368-42-8

4-(trimethylsilyl)morpholine

morpholine
110-91-8

morpholine

Conditions
ConditionsYield
With C8H20BO(1-)*Na(1+) In tetrahydrofuran at 80℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique; High pressure;66%
Stage #1: 4-(trimethylsilyl)morpholine With cesium fluoride at 100℃; for 0.5h; Inert atmosphere; Sealed tube;
Stage #2: In chloroform-d1 Inert atmosphere; Acidic conditions;
29%
With potassium trimethylsilonate In dimethyl sulfoxide at 70℃; for 6h; Sealed tube; Schlenk technique;47 %Chromat.
With Na(1+)*C6H15B*C2H5O(1-) In tetrahydrofuran at 80℃; for 6h; Reagent/catalyst;66 %Chromat.
4,4'-<3,3'-Oxybis(2-methyl-1-phenyl-2-propenyliden)>dimorpholinium-bis(trifluormethansulfonat)
105787-50-6

4,4'-<3,3'-Oxybis(2-methyl-1-phenyl-2-propenyliden)>dimorpholinium-bis(trifluormethansulfonat)

A

morpholine
110-91-8

morpholine

B

3-Hydroxy-2-methyl-1-oxo-1-phenylprop-2-ene
55439-08-2

3-Hydroxy-2-methyl-1-oxo-1-phenylprop-2-ene

Conditions
ConditionsYield
With water In acetonitrile for 96h; Product distribution; Ambient temperature;A n/a
B 62%
ethanolamine
141-43-5

ethanolamine

acetylene
74-86-2

acetylene

A

morpholine
110-91-8

morpholine

B

2-aminoethyl vinyl ether
7336-29-0

2-aminoethyl vinyl ether

C

2-vinyloxy-1,3-butadiene
57796-76-6

2-vinyloxy-1,3-butadiene

D

N-Ethylideneethanolamine Vinyl Ether
93555-19-2

N-Ethylideneethanolamine Vinyl Ether

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 100℃; under 760 Torr; for 2h; Product distribution; reaction under different conditions (temperature, pressure, time, base, solvent);A n/a
B 60%
C n/a
D n/a
With potassium hydroxide In dimethyl sulfoxide at 100℃; under 760 Torr; for 2h;A n/a
B 60%
C n/a
D n/a
4-cyclohexen-1-ylmorpholine
670-80-4

4-cyclohexen-1-ylmorpholine

C10H7BrF3NO3

C10H7BrF3NO3

A

morpholine
110-91-8

morpholine

(7S*,12bS*,12cS*,4aS*)-11-bromo-4a-morpholino-7-(trifluoromethyl)-2,3,4,4a,12b,12c-hexahydro-1H,7H-chromeno[3,4-c][1,2]benzoxazin-6-oxide

(7S*,12bS*,12cS*,4aS*)-11-bromo-4a-morpholino-7-(trifluoromethyl)-2,3,4,4a,12b,12c-hexahydro-1H,7H-chromeno[3,4-c][1,2]benzoxazin-6-oxide

C

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.5h; Michael Addition; diastereoselective reaction;A n/a
B 59%
C n/a
3-Morpholin-4-yl-propionitrile
4542-47-6

3-Morpholin-4-yl-propionitrile

A

morpholine
110-91-8

morpholine

B

4-(3-Aminopropyl)morpholine
123-00-2

4-(3-Aminopropyl)morpholine

Conditions
ConditionsYield
With sodium tetrahydroborate; hydrogen; nickel dichloride In tert-butyl alcohol at 70℃; under 760.051 Torr; for 8h;A 22%
B 59%
morpholine
110-91-8

morpholine

Allyl glycidyl ether
106-92-3

Allyl glycidyl ether

N-(3-allyloxy-2-hydroxypropyl)morpholine

N-(3-allyloxy-2-hydroxypropyl)morpholine

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 20℃; for 6h; regioselective reaction;100%
With copper(II) ferrite In dichloromethane at 20℃; regioselective reaction;95%
With Montmorillonite K10 clay for 0.0166667h; aminolysis, ring cleavage; Irradiation;74%
at 130 - 140℃; for 3h;60%
morpholine
110-91-8

morpholine

2,3-Dichloro-1,4-naphthoquinone
117-80-6

2,3-Dichloro-1,4-naphthoquinone

2-chloro-3-morpholin-4-yl-[1,4]naphthoquinone
6336-72-7

2-chloro-3-morpholin-4-yl-[1,4]naphthoquinone

Conditions
ConditionsYield
In water at 50℃; for 0.333333h;100%
With water at 50℃; for 0.5h;98%
With triethylamine In diethyl ether at 20℃; for 24h;64%
morpholine
110-91-8

morpholine

Succinimide
123-56-8

Succinimide

formaldehyd
50-00-0

formaldehyd

N-[{morpholin-1-yl}-methyl]-pyrrolidine-2,5-dione
13314-97-1

N-[{morpholin-1-yl}-methyl]-pyrrolidine-2,5-dione

Conditions
ConditionsYield
With aluminum oxide In water for 0.2h; Condensation; microwave irradiation;100%
In ethanol at 60℃; for 2h;88%
morpholine
110-91-8

morpholine

methanol
67-56-1

methanol

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 100℃;100%
With [RhCl2(p-cymene)]2; bis[2-(diphenylphosphino)phenyl] ether In toluene at 250℃; under 37503.8 Torr; Flow reactor;93%
With Cu1-Mo1/TiO2 In neat liquid at 20℃; for 21h; Catalytic behavior; Inert atmosphere; UV-irradiation;82%
morpholine
110-91-8

morpholine

2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

4-(5-nitro-pyridin-2-yl)-morpholine
26820-62-2

4-(5-nitro-pyridin-2-yl)-morpholine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 3h;100%
With potassium carbonate In tetrahydrofuran at 80℃; for 4h;99%
With potassium carbonate In tetrahydrofuran at 80℃; for 4h;99%
morpholine
110-91-8

morpholine

formaldehyd
50-00-0

formaldehyd

4-methyl-morpholine
109-02-4

4-methyl-morpholine

Conditions
ConditionsYield
With oxalic acid at 100 - 120℃; Eschweiler-Clarke methylation;100%
With hydrogen In methanol at 100℃; under 9750.98 Torr; for 3h; Autoclave;97%
With acetic acid at 30℃; for 2h;96%
morpholine
110-91-8

morpholine

formic acid
64-18-6

formic acid

4-morpholinecarboxaldehyde
4394-85-8

4-morpholinecarboxaldehyde

Conditions
ConditionsYield
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 3h; Reagent/catalyst; Solvent;100%
In butan-1-ol at 120℃; Solvent; Temperature;99.35%
In ethanol at 140℃; for 24h; Solvent; Autoclave;98%
morpholine
110-91-8

morpholine

bromobenzene
108-86-1

bromobenzene

4-Phenylmorpholine
92-53-5

4-Phenylmorpholine

Conditions
ConditionsYield
With sodium t-butanolate; palladium diacetate; [(μ-PPh2CH2PPh2)Co2(CO)4][μ,η-PhCCP(tBu)2] In toluene at 60℃; for 20h; Product distribution; Further Variations:; Catalysts; Reagents; Solvents; Temperatures;100%
With C20H45N2OP; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene at 105℃; for 20h; Reagent/catalyst;100%
With bis(η3-allyl-μ-chloropalladium(II)); [(μ-Ph2PCH2PPh2)Co2(CO)4(μ,η-Me2NCH2CCP(C6H11)2)]; sodium t-butanolate In toluene at 80℃; for 2h; Inert atmosphere;99%
morpholine
110-91-8

morpholine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2,6-Dichloro-4-morpholino-1,3,5-triazine
6601-22-5

2,6-Dichloro-4-morpholino-1,3,5-triazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at -78℃; for 0.166667h;100%
With triethylamine In dichloromethane at -78 - -30℃; for 1.5h; Inert atmosphere;99%
With triethylamine In acetone for 0.5h; Cooling with ice;98%
morpholine
110-91-8

morpholine

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine
7597-22-0

2-chloro-4,6-di-morpholin-4-yl-[1,3,5]triazine

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane at 0 - 40℃; for 3h;100%
In dichloromethane; water at 0 - 5℃; for 3.25h; Large scale;98%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 1h;95%
morpholine
110-91-8

morpholine

bromocyane
506-68-3

bromocyane

N-cyanomorpholine
1530-89-8

N-cyanomorpholine

Conditions
ConditionsYield
100%
With sodium hydrogencarbonate In dichloromethane; water at 0 - 20℃;86.5%
With triethylamine In diethyl ether at 0℃;82%
morpholine
110-91-8

morpholine

1,4-dibromo-2-nitrobenzene
3460-18-2

1,4-dibromo-2-nitrobenzene

4-(4-bromo-2-nitro-phenyl)-morpholine
90841-34-2

4-(4-bromo-2-nitro-phenyl)-morpholine

Conditions
ConditionsYield
In isopropyl alcohol100%
With triethylamine In isopropyl alcohol at 70℃; for 24h;73%
morpholine
110-91-8

morpholine

ethyl 2-phenyl-2-bromoacetate
2882-19-1

ethyl 2-phenyl-2-bromoacetate

α-morpholine ethyl phenylacetate
22083-23-4

α-morpholine ethyl phenylacetate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 1.5h;100%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 1.5h;100%
With triethylamine at 20℃;80%
With isopropyl alcohol
morpholine
110-91-8

morpholine

cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

trans-2-morpholinocyclohexanol
14909-79-6

trans-2-morpholinocyclohexanol

Conditions
ConditionsYield
With zirconium(IV) chloride at 20℃; for 0.25h;100%
With zinc(II) perchlorate hexahydrate at 80℃; for 1h;100%
With zinc(II) bis(tetrafluoroborate) hydrate at 20℃; for 2h; Neat (no solvent);97%
morpholine
110-91-8

morpholine

benzaldehyde
100-52-7

benzaldehyde

4,4'-(phenylmethylene)bismorpholine
6425-08-7

4,4'-(phenylmethylene)bismorpholine

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
In benzene at 20℃; for 16h; Inert atmosphere;99%
In benzene Reflux;95%
morpholine
110-91-8

morpholine

salicylaldehyde
90-02-8

salicylaldehyde

2-(dimorpholinomethyl)phenol
127704-26-1

2-(dimorpholinomethyl)phenol

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h;100%
at 50℃; for 0.333333h; Molecular sieve; Microwave irradiation;98%
at 100℃; for 0.166667h; Microwave irradiation; Neat (no solvent);95%
morpholine
110-91-8

morpholine

phenyl isocyanate
103-71-9

phenyl isocyanate

N-phenylmorpholine-4-carboxamide
4559-92-6

N-phenylmorpholine-4-carboxamide

Conditions
ConditionsYield
at 0 - 20℃; for 48.3333h;100%
In diethyl ether at 20℃; for 18h;99.2%
In diethyl ether at 20℃; for 0.75h; Addition;97%
morpholine
110-91-8

morpholine

ethyl bromoacetate
105-36-2

ethyl bromoacetate

N-morpholylacetic acid ethyl ester
3235-82-3

N-morpholylacetic acid ethyl ester

Conditions
ConditionsYield
In benzene for 0.5h; Reflux;100%
In toluene for 8h;92%
In benzene for 0.5h; Alkylation; Heating;91%
morpholine
110-91-8

morpholine

4-chlorobenzonitrile
100-00-5

4-chlorobenzonitrile

1-morpholino-4-nitrobenzene
10389-51-2

1-morpholino-4-nitrobenzene

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;100%
With potassium carbonate In dimethyl sulfoxide at 120℃; for 19h;100%
In tetrahydrofuran at 50℃; under 10000 Torr; for 2h; Product distribution; other pressure;99.7%
morpholine
110-91-8

morpholine

2-Chloronitrobenzene
88-73-3

2-Chloronitrobenzene

N-(2-nitrophenyl)morpholine
5320-98-9

N-(2-nitrophenyl)morpholine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;100%
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h;99%
With potassium phosphate; Al2O3#dotCo(2+) In water at 100℃; for 7h;90%
morpholine
110-91-8

morpholine

2-Bromo-4'-phenylacetophenone
135-73-9

2-Bromo-4'-phenylacetophenone

1-biphenyl-4-yl-2-morpholin-4-yl-ethanone
94164-35-9

1-biphenyl-4-yl-2-morpholin-4-yl-ethanone

Conditions
ConditionsYield
Stage #1: morpholine; 2-Bromo-4'-phenylacetophenone In diethyl ether; dichloromethane at 0 - 20℃; for 1h;
Stage #2: With sodium hydrogencarbonate In dichloromethane; water Product distribution / selectivity;
100%
With triethylamine In diethyl ether at 0 - 20℃; for 2.5h; Product distribution / selectivity;93%
morpholine
110-91-8

morpholine

acrylonitrile
107-13-1

acrylonitrile

3-Morpholin-4-yl-propionitrile
4542-47-6

3-Morpholin-4-yl-propionitrile

Conditions
ConditionsYield
In methanol100%
With zirconium(IV) chloride In dichloromethane at 20℃; for 1h; Michael addition;100%
With poly(ethylene glycol) 2000; ruthenium trichloride at 50℃; for 6h; aza-Michael addition;99%
morpholine
110-91-8

morpholine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

N-chloroacetylmorpholine
1440-61-5

N-chloroacetylmorpholine

Conditions
ConditionsYield
With potassium carbonate In toluene at 60℃; for 2h;100%
Stage #1: morpholine; chloroacetyl chloride With triethylamine In dichloromethane at 0 - 27℃; for 2h;
Stage #2: With hydrogenchloride In dichloromethane; water
100%
With triethylamine In dichloromethane at 0 - 20℃; for 6h;99%
morpholine
110-91-8

morpholine

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

4-cyanoacetylmorpholine
15029-32-0

4-cyanoacetylmorpholine

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Inert atmosphere;100%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 2-methyltetrahydrofuran at 40℃; for 4h;87%
at 130℃; for 4h;75%
morpholine
110-91-8

morpholine

2,5-dichloronitrobenzene
89-61-2

2,5-dichloronitrobenzene

4-(4-chloro-2-nitro-phenyl)morpholine
65976-60-5

4-(4-chloro-2-nitro-phenyl)morpholine

Conditions
ConditionsYield
In tetrahydrofuran at 50℃; under 4500360 Torr; for 20h;100%
at 2℃; Heating;50%
morpholine
110-91-8

morpholine

N-nitrosomorpholine
59-89-2

N-nitrosomorpholine

Conditions
ConditionsYield
With [NO(1+)*18-crown-6*H(NO3)2(1-)] In dichloromethane at 20℃; for 0.0833333h;100%
With silica gel; zinc(II) chloride; sodium nitrite In dichloromethane at 20℃; for 0.75h; Nitrosation;99%
With Iron(III) nitrate nonahydrate; tetrabutylammonium perchlorate In acetonitrile at 70℃; Kinetics; Reagent/catalyst; Inert atmosphere; Electrolysis; Green chemistry;99%
morpholine
110-91-8

morpholine

morpholine-4-sulfonyl chloride
1828-66-6

morpholine-4-sulfonyl chloride

Conditions
ConditionsYield
With sulfuryl dichloride In acetonitrile for 24h; Heating / reflux;100%
With hydrogenchloride; sodium hypochlorite; sulfur dioxide; chlorine In dichloromethane; water60%
With hydrogenchloride; sodium hypochlorite; sulfur dioxide; chlorine In dichloromethane; water60%
morpholine
110-91-8

morpholine

Phenyl glycidyl ether
122-60-1

Phenyl glycidyl ether

4-(2-hydroxy-3-phenoxypropyl)morpholine
5296-26-4

4-(2-hydroxy-3-phenoxypropyl)morpholine

Conditions
ConditionsYield
In 2,2,2-trifluoroethanol at 20℃; for 6h; regioselective reaction;100%
In water at 0 - 20℃;97%
With sulfated zirconia In neat (no solvent) at 20℃; for 3h; regioselective reaction;97%
morpholine
110-91-8

morpholine

epichlorohydrin
106-89-8

epichlorohydrin

1-chloro-3-(4-morpholinyl)-2-propanol
40893-69-4

1-chloro-3-(4-morpholinyl)-2-propanol

Conditions
ConditionsYield
In ethanol for 24h; Heating;100%
With zinc(II) chloride In water at 60℃; for 8h; regioselective reaction;96%
In water at 0 - 5℃; for 4h;92%
morpholine
110-91-8

morpholine

2-bromo-1,3-thiazole
3034-53-5

2-bromo-1,3-thiazole

2-(morpholine-1-yl)thiazole
21429-06-1

2-(morpholine-1-yl)thiazole

Conditions
ConditionsYield
at 120℃; for 9h;100%
for 72h; Heating;95%
at 100℃; for 4h; Neat (no solvent);95%

Morpholine Chemical Properties

Molecular structure of Morpholine (CAS NO.110-91-8) is:

Product Name: Morpholine
CAS Registry Number: 110-91-8
IUPAC Name: morpholine
Molecular Weight: 87.12036 [g/mol]
Molecular Formula: C4H9NO
XLogP3: -0.9
H-Bond Donor: 1
H-Bond Acceptor: 2 
EINECS: 203-815-1
Melting Point: -5 °C
Refractive index: n20/D 1.454(lit.)
Storage temp.: Store at R.T.
Water Solubility: MISCIBLE 
Sensitive: Hygroscopic
Surface Tension: 29.2 dyne/cm
Density: 0.931 g/cm3
Flash Point: 35.6 °C
Enthalpy of Vaporization: 36.66 kJ/mol
Boiling Point: 128.9 °C at 760 mmHg
Vapour Pressure: 10.4 mmHg at 25°C
Product Categories: Organic Chemicals;BasesChemical Synthesis;Organic Bases;Supported Reagents;Supported Synthesis;Synthetic Reagents

Morpholine Uses

 Morpholine (CAS NO.110-91-8) is a common additive because its volatility is about the same as water. Morpholine is often used in conjunction with low concentrations of hydrazine or ammonia to provide a comprehensive all-volatile treatment chemistry for corrosion protection for the steam systems of such plants.

Morpholine Production

 Morpholine (CAS NO.110-91-8) may be produced by the dehydration of diethanolamine with sulfuric acid.
 

Morpholine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo oral 100mg/kg (100mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE
Journal of Industrial Hygiene and Toxicology. Vol. 21, Pg. 236, 1939.
mammal (species unspecified) LC50 inhalation 12000mg/m3 (12000mg/m3)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 90, 1975.
mammal (species unspecified) LD50 oral 1220mg/kg (1220mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 14, Pg. 90, 1975.
mouse LC50 inhalation 1320mg/m3/2H (1320mg/m3) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 8, Pg. 60, 1966.
mouse LD50 intraperitoneal 413mg/kg (413mg/kg)   Cancer Vol. 2, Pg. 1055, 1949.
mouse LD50 oral 525mg/kg (525mg/kg) BEHAVIORAL: SLEEP

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Biomedica Biochimica Acta. Vol. 44, Pg. 795, 1985.
mouse LD50 subcutaneous 458mg/kg (458mg/kg)   United States Patent Document. Vol. #4576951,
rabbit LD50 skin 500uL/kg (0.5mL/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 10, Pg. 61, 1954.
rat LC50 inhalation 8000ppm/8H (8000ppm)   Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. Vol. 1, Pg. 85, 1974.
rat LD50 oral 1450mg/kg (1450mg/kg)   Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 10, Pg. 25, 1968.
rat LDLo unreported 1600mg/kg (1600mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 662, 1969.

Morpholine Safety Profile

Moderately toxic by ingestion, inhalation, skin contact, and intraperitoneal routes. Mutation data reported. A corrosive irritant to skin, eyes, and mucous membranes. Can cause kidney damage. Questionable carcinogen with experimental neoplastigenic data. Flammable liquid. A very dangerous fire hazard when exposed to flame, heat, or oxidizers; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. Mixtures with nitromethane are explosive. May ignite spontaneously in contact with cellulose nitrate of high surface area. When heated to decomposition it emits highly toxic fumes of NOx
Hazard Codes: CorrosiveC
Risk Statements: 10-20/21/22-34 
R10:Flammable. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R34:Causes burns.
Safety Statements: 23-36-45 
S23:Do not breathe vapour. 
S36:Wear suitable protective clothing. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2054 8/PG 1
WGK Germany: 3
RTECS: QD6475000
HazardClass: 8
PackingGroup: I

Morpholine Specification

 Morpholine , its cas register number is 110-91-8. It also can be called Tetrahydro-1,4-oxazine ; 1-Oxa-4-azacyclohexane ; 2H-1,4-Oxazine, tetrahydro- ; 4H-1,4-Oxazine, tetrahydro- ; Diethylene imidoxide ; Diethylene oximide ; Tetrahydro-1,4-isoxazine ; Tetrahydro-1,4-oxazine ; Tetrahydro-p-oxazine ; p-Isoxazine, tetrahydro- .It is a aqueous solution with a fishlike odor.It is highly flammable and water soluble.It dissolved in water neutralizes acids in exothermic reactions to form salts plus water. It may cause toxic effects if inhaled or ingested/swallowed. Morpholine decomposes reasonably slowly in the absence of oxygen even at the high temperatures and pressures in these steam systems.

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