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110-91-8

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110-91-8 Usage

General Description

Morpholine is a chemical compound with the formula C4H9NO, consisting of a six-membered heterocyclic ring with a nitrogen and an oxygen atom. It is a colorless, hygroscopic liquid with a characteristic amine-like odor, and it is soluble in water and many organic solvents. Morpholine is used in various industrial applications, including as a solvent, a corrosion inhibitor, and a chemical intermediate in the production of pharmaceuticals, rubber accelerators, and dyes. It is also used in the manufacture of herbicides, and as a component in the synthesis of surfactants and lubricants. Additionally, morpholine is utilized in the production of rubber and plastics as a pH adjuster and as a catalyst in the production of polyurethanes. However, exposure to morpholine can be harmful, causing skin and eye irritation, and prolonged or repeated exposure may lead to more severe health effects. Therefore, appropriate safety measures and protective equipment should be used when handling this chemical.

Check Digit Verification of cas no

The CAS Registry Mumber 110-91-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 0 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 110-91:
(5*1)+(4*1)+(3*0)+(2*9)+(1*1)=28
28 % 10 = 8
So 110-91-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H9NO/c1-3-6-4-2-5-1/h5H,1-4H2/p+1

110-91-8 Well-known Company Product Price

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  • Detail
  • Alfa Aesar

  • (A10355)  Morpholine, 99%   

  • 110-91-8

  • 100g

  • 109.0CNY

  • Detail
  • Alfa Aesar

  • (A10355)  Morpholine, 99%   

  • 110-91-8

  • 500g

  • 163.0CNY

  • Detail
  • Alfa Aesar

  • (A10355)  Morpholine, 99%   

  • 110-91-8

  • 2500g

  • 334.0CNY

  • Detail
  • Alfa Aesar

  • (31984)  Morpholine, ACS, 99.0% min   

  • 110-91-8

  • 500g

  • 811.0CNY

  • Detail
  • Alfa Aesar

  • (31984)  Morpholine, ACS, 99.0% min   

  • 110-91-8

  • *4x500g

  • 1887.0CNY

  • Detail
  • Sigma-Aldrich

  • (90179)  Morpholine  analytical standard

  • 110-91-8

  • 90179-5ML-F

  • 398.97CNY

  • Detail
  • Sigma-Aldrich

  • (90179)  Morpholine  analytical standard

  • 110-91-8

  • 90179-10ML-F

  • 668.07CNY

  • Detail
  • Aldrich

  • (394467)  Morpholine  purified by redistillation, ≥99.5%

  • 110-91-8

  • 394467-100ML

  • 861.12CNY

  • Detail
  • Sigma-Aldrich

  • (252360)  Morpholine  ACS reagent, ≥99.0%

  • 110-91-8

  • 252360-5ML

  • 358.02CNY

  • Detail
  • Sigma-Aldrich

  • (252360)  Morpholine  ACS reagent, ≥99.0%

  • 110-91-8

  • 252360-100ML

  • 522.99CNY

  • Detail
  • Sigma-Aldrich

  • (252360)  Morpholine  ACS reagent, ≥99.0%

  • 110-91-8

  • 252360-500ML

  • 965.25CNY

  • Detail
  • Sigma-Aldrich

  • (252360)  Morpholine  ACS reagent, ≥99.0%

  • 110-91-8

  • 252360-1L

  • 1,186.38CNY

  • Detail

110-91-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name morpholine

1.2 Other means of identification

Product number -
Other names 1,4-Oxazinan

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Corrosion inhibitors and anti-scaling agents,Functional fluids (closed systems),Functional fluids (open systems),Intermediates,Processing aids, not otherwise listed
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:110-91-8 SDS

110-91-8Synthetic 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%

110-91-8Related news

Novel Morpholine (cas 110-91-8) containing cinnamoyl amides as potent tyrosinase inhibitors08/27/2019

Tyrosinase enzyme plays a crucial role in melanin biosynthesis and enzymatic browning process of vegetables and fruits. Hence, tyrosinase inhibitors are important in the fields of medicine, cosmetics and agriculture. In this study, novel N-(2-morpholinoethyl)cinnamamide derivatives bearing diffe...detailed

Novel Morpholine (cas 110-91-8) liganded Pd-based N-heterocyclic carbene complexes: Synthesis, characterization, crystal structure, antidiabetic and anticholinergic properties08/25/2019

This study involves the synthesis of novel N-heterocyclic carbene (NHC)PdX2(morpholine) complexes (1a–i). These Pd-based complexes are synthesized from pyridine enhanced precatalyst preparation stabilization and initiation (PEPPSI) complexes and morpholine. The new complexes were characterized ...detailed

Structural and thermal studies on some Morpholine (cas 110-91-8) complexes08/20/2019

A series of mono metallic and hetero-metallic morpholine complexes were synthesized and characterized by elemental analysis, spectral (IR, UV-VIS and ESR) studies, room-temperature magnetic susceptibility and thermal analysis techniques(TG, DTG, DTA, DSC). IR spectra showed, that morpholine beha...detailed

110-91-8Relevant articles and documents

Selective electrochemical deprotection of cinnamyl ethers, esters, and carbamates

Hansen, Jeff,Freeman, Stanley,Hudlicky, Tomas

, p. 1575 - 1578 (2003)

Electrochemical deprotection of the cinnamyl moiety from ethers, esters, and carbamates was studied with the focus on O- versus N- selectivity as well as selectivity over allyl or benzyl systems.

-

Erickson,Sander

, p. 2086,2088 (1972)

-

Experimental investigations of thermal stability of some morpholinecarbamic acid complexes of copper(II) and zinc(II)

Kalia, Shashi B.,Kumar, Rajesh,Bharti, Monika,Christopher

, p. 1291 - 1306 (2017)

Some new carbamates, viz. M(MorphcbmH)2X2 (MorphcbmH?=?morpholinecarbamic acid, M?=?Cu, X?=?Cl, ClO4,NO3; M?=?Zn, X?=?Cl, ClO4, NO3, CH3COO and X2?=?SO4), h

Kinetics and mechanism of large rate enhancement in an acidic aqueous cleavage of the tertiary amide bond of N-(2-methoxyphenyl)-N′-morpholinophthalamide (1)

Sim, Yoke-Leng,Ariffin, Azhar,Khan, M. Niyaz

, p. 178 - 182 (2008)

The rate of conversion of 1 to N-(2-methoxyphenyl)phthalimide (2) within [HCl] range 5.0 × 10-3-1.0 M at 1.0 M ionic strength (by NaCl) reveals the presence of both uncatalyzed and specific acid-catalyzed kinetic terms in the rate law. Intramolecular carboxamide group-assisted cleavage of amide bond of 1 reveals rate enhancement of much larger than 106-fold compared to the expected rate of analogous intermolecular reaction.

-

Hampton,Pollard

, p. 2338 (1936)

-

Cooperative reactivity in photogenerated radical ion pairs: Photofragmentation of amino ketones

Bergmark, William R.,Whitten, David G.

, p. 4042 - 4043 (1990)

-

Infrared studies of amine, pyridine, and phosphine derivatives of tungsten hexacarbonyl

Angelici, Robert J.,Malone, Mary Diana

, p. 1731 - 1736 (1967)

Seventeen complexes, LW(CO)5, where L = amine, pyridine, or phosphine, have been prepared and examined in the C-O stretching region of their infrared spectra. The C-O stretching frequencies and force constants in the amine, pyridine, and phosphine series decrease as the basicity of L increases, and the magnitude of this decrease is virtually the same for all three groups of ligands. The results suggest that W-L π bonding, even for the phosphines, need not be invoked to explain the C-O stretching frequency shifts in these metal carbonyl complexes.

The pyridoxamine action on Amadori compounds: A reexamination of its scavenging capacity and chelating effect

Adrover, Miquel,Vilanova, Bartolome,Frau, Juan,Munoz, Francisco,Donoso, Josefa

, p. 5557 - 5569 (2008)

Amadori compounds act as precursors in the formation of advanced glycation end products (AGEs) by non-enzymatic protein glycation, which are involved in ensuing protein damage. Pyridoxamine is a potent drug against protein glycation, and can act on several pathways in the glycation process. Nevertheless, the pyridoxamine inhibition action on Amadori compounds oxidation is still unclear. In this work, we have studied the Schiff base formation between pyridoxamine and various Amadori models at pH 7.4 at 37 °C in the presence of NaCNBH3. We detected an adduct formation, which suggests that pyridoxamine reacts with the carbonyl group in Amadori compounds. The significance of this mechanism is tested by comparison of the obtained kinetics rate constants with that obtained for 4-(aminomethyl)-pyridine, a structural analogue of pyridoxamine without post-Amadori action. We also study the chelating effect of pyridoxamine on metal ions. We have determined the complexation equilibrium constants between pyridoxamine, N-(1-deoxy-d-fructos-1-yl)-l-tryptophan, aminoguanidine, and ascorbic acid in the presence of Zn2+. The results show that the strong stability of pyridoxamine complexes is the key in its post-Amadori inhibition action. On the other hand results explain the lack of inhibition of aminoguanidine (a glycation inhibitor) in the post-Amadori reactions.

The benzyl can be selectively removed by visible light or near visible light. Method for protecting allyl and propargyl group

-

Paragraph 0024, (2021/10/16)

The invention provides a method for selectively removing benzyl, allyl and propargyl protecting groups by visible light or near visible light, namely a substrate containing benzyl, allyl or propargyl protecting groups. The method has the advantages of simple operation, safe and clean visible light or near visible light as excitation conditions, cheap and easily available reagents, high reaction yield, high reaction chemistry and regional selectivity, and is suitable for selective removal of benzyl, allyl and propargyl protecting groups in various substrates.

Platinum-Triggered Bond-Cleavage of Pentynoyl Amide and N-Propargyl Handles for Drug-Activation

Oliveira, Bruno L.,Stenton, Benjamin J.,Unnikrishnan,De Almeida, Cátia Rebelo,Conde, Jo?o,Negr?o, Magda,Schneider, Felipe S.S.,Cordeiro, Carlos,Ferreira, Miguel Godinho,Caramori, Giovanni F.,Domingos, Josiel B.,Fior, Rita,Bernardes, Gon?alo J. L.

supporting information, p. 10869 - 10880 (2020/07/04)

The ability to create ways to control drug activation at specific tissues while sparing healthy tissues remains a major challenge. The administration of exogenous target-specific triggers offers the potential for traceless release of active drugs on tumor sites from antibody-drug conjugates (ADCs) and caged prodrugs. We have developed a metal-mediated bond-cleavage reaction that uses platinum complexes [K2PtCl4 or Cisplatin (CisPt)] for drug activation. Key to the success of the reaction is a water-promoted activation process that triggers the reactivity of the platinum complexes. Under these conditions, the decaging of pentynoyl tertiary amides and N-propargyls occurs rapidly in aqueous systems. In cells, the protected analogues of cytotoxic drugs 5-fluorouracil (5-FU) and monomethyl auristatin E (MMAE) are partially activated by nontoxic amounts of platinum salts. Additionally, a noninternalizing ADC built with a pentynoyl traceless linker that features a tertiary amide protected MMAE was also decaged in the presence of platinum salts for extracellular drug release in cancer cells. Finally, CisPt-mediated prodrug activation of a propargyl derivative of 5-FU was shown in a colorectal zebrafish xenograft model that led to significant reductions in tumor size. Overall, our results reveal a new metal-based cleavable reaction that expands the application of platinum complexes beyond those in catalysis and cancer therapy.

Discovery and characterization of an acridine radical photoreductant

MacKenzie, Ian A.,Wang, Leifeng,Onuska, Nicholas P. R.,Williams, Olivia F.,Begam, Khadiza,Moran, Andrew M.,Dunietz, Barry D.,Nicewicz, David A.

, p. 76 - 80 (2020/04/17)

Photoinduced electron transfer (PET) is a phenomenon whereby the absorption of light by a chemical species provides an energetic driving force for an electron-transfer reaction1–4. This mechanism is relevant in many areas of chemistry, including the study of natural and artificial photosynthesis, photovoltaics and photosensitive materials. In recent years, research in the area of photoredox catalysis has enabled the use of PET for the catalytic generation of both neutral and charged organic free-radical species. These technologies have enabled previously inaccessible chemical transformations and have been widely used in both academic and industrial settings. Such reactions are often catalysed by visible-light-absorbing organic molecules or transition-metal complexes of ruthenium, iridium, chromium or copper5,6. Although various closed-shell organic molecules have been shown to behave as competent electron-transfer catalysts in photoredox reactions, there are only limited reports of PET reactions involving neutral organic radicals as excited-state donors or acceptors. This is unsurprising because the lifetimes of doublet excited states of neutral organic radicals are typically several orders of magnitude shorter than the singlet lifetimes of known transition-metal photoredox catalysts7–11. Here we document the discovery, characterization and reactivity of a neutral acridine radical with a maximum excited-state oxidation potential of ?3.36 volts versus a saturated calomel electrode, which is similarly reducing to elemental lithium, making this radical one of the most potent chemical reductants reported12. Spectroscopic, computational and chemical studies indicate that the formation of a twisted intramolecular charge-transfer species enables the population of higher-energy doublet excited states, leading to the observed potent photoreducing behaviour. We demonstrate that this catalytically generated PET catalyst facilitates several chemical reactions that typically require alkali metal reductants and can be used in other organic transformations that require dissolving metal reductants.

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