Morpholine
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Morpholine
structure -
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CAS No:
110-91-8
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Formula:
C4H9NO
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Chemical Name:
Morpholine
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Synonyms:
Morpholine;Diethylene imidoxide;Diethylene oximide;Diethylenimide oxide;p-Isoxazine,tetrahydro-;1-Oxa-4-azacyclohexane;2H-1,4-Oxazine,tetrahydro-;4H-1,4-Oxazine,tetrahydro-;Tetrahydro-p-oxazine;Tetrahydro-1,4-oxazine;Tetrahydro-2H-1,4-oxazine;BASF 238;Drewamine;NSC 9376;88542-81-8;96122-95-1;99108-56-2;147366-31-2;854893-20-2;1357848-50-0
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CAS No:
Description
Colorless liquid with a weak, ammonia- or fish-like odor. [Note: A solid below 23°F.]
Morpholine is an organic chemical compound having the chemical formula O(CH2CH2)2NH. This heterocycle features both amine and ether functional groups. Because of the amine, morpholine is a base; its conjugate acid is called morpholinium. For example, treating morpholine with hydrochloric acid makes the salt morpholinium chloride.
Characteristics
21.26000
-1.08
APHA: ≤15 Liquid
1.0007 g/cm3 @ Temp: 20 °C
-4.9 °C
128.9 °C @ Press: 760 Torr
96 °F
1.415
Micible with water.
Store at R.T.
31 mm Hg ( 38 °C)
3 (vs air)
Oral-rat LD50: 1050 mg/kg; Oral-Mouse LD50: 525 mg/kg
Flammable; burning produces toxic chloride gas
1.4-15.2%(V)
Characteristic amine
Strong base
Safety Information
I
8
UN 2054 8/PG 1
3
10-20/21/22-34
23-36-45
QD6475000
C
Warehouse ventilated at low temperature and dry; prevent open flame, friction, sparks, storage and transportation separately from oxidant
Steam and air can be explosive when mixed
Stable. Flammable. Incompatible with strong oxidizing agents, strong acids, acid chlorides, acid anhydrides. Hygroscopic.
P210-P280-P303 + P361 + P353-P304 + P340 + P310-P305 + P351 + P338-P370 + P378
H226-H302-H311 + H331-H314
UN 2054/1760
Toxicity
moderately toxic
| Name | Type of Test | Exposure Route | Species Observed | Dose/Duration | Toxic Effects | Reference |
|---|---|---|---|---|---|---|
| SKIN/EYE IRRITATION DATA | Standard Draize test | Administration onto the skin | Rodent - rabbit | 995 mg/24H | -- | BIOFAX Industrial Bio-Test Laboratories, Inc., Data Sheets. (1810 Frontage Rd., Northbrook, IL 60062) Volume(issue)/page/year: 10-4/1970 |
| SKIN/EYE IRRITATION DATA | LD50 - Lethal dose, 50 percent kill | Oral | Rodent - rat | 1450 mg/kg | Details of toxic effects not reported other than lethal dose value-- | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. (Izdatel'stvo Meditsina, Moscow, USSR) No.1- 1961- Volume(issue)/page/year: 10,25,1968 |
| SKIN/EYE IRRITATION DATA | LC50 - Lethal concentration, 50 percent kill | Inhalation | Rodent - rat | 8000 ppm/8H | Details of toxic effects not reported other than lethal dose value-- | Raw Material Data Handbook, Vol.1: Organic Solvents, 1974. (National Assoc. of Printing Ink Research Institute, Francis McDonald Sinclair Memorial Laboratory, Lehigh Univ., Bethlehem, PA 18015) Volume(issue)/page/year: 1,85,1974 |
Morpholine Use and Manufacturing
The preparation method is prepared by dehydration and cyclization of diethanolamine in the presence of sulfuric acid. Add diethanolamine to the reaction pot, add H2SO4 dropwise below 60°C, increase the temperature to 185~195°C, keep for 30min, cool to 60°C, add NaOH solution dropwise to make pH=11, cool and filter, and rectify the filtrate. Collecting the fraction below 130°C is morpholine. Morpholine can also be prepared with diethylene glycol and ammonia in the presence and pressure of a catalyst. The raw materials of this method are easily available, and it has become the main method of producing morpholine in the world.
Morpholine reacts with inorganic acids to form salts, and organic acids to form salts or amides. It can be alkylated, and can also react with ethylene oxide, ketone or Willgerodt reaction.
Analysis Methods
| Name | Column Shape | Active Phase(℃) | Retention index | Temperature Control | Method | Comments | Reference |
|---|---|---|---|---|---|---|---|
| Kovats' RI, non-polar column, isothermal | Capillary | OV-101 | 794. | 110. | isothermal | 50. m/0.3 mm/0.4 μm, He | Zhuravleva, I.L.Evaluation of the polarity and boiling points of nitrogen-containing heterocyclic compounds by gas chromatographyRuss. Chem. Bull. (Engl. Transl.)2000, 49, 2, 325-328. |
| Kovats' RI, non-polar column, isothermal | Packed | SE-30 | 795. | 150. | isothermal | Ar, Gas Chrom Q (80-100 mesh); Column length: 3. m | Tiess, D.Gaschromatographische Retentionsindices von 125 leicht- bis mittelflüchtigen organischen Substanzen toxikologisch-analytischer Relevanz auf SE-30Wiss. Z. Wilhelm-Pieck-Univ. Rostock Math. Naturwiss. Reihe1984, 33, 6-9. |
| Kovats' RI, non-polar column, isothermal | Packed | PMS-100 | 766. | 130. | isothermal | He, Celite 545 (44-60 mesh); Column length: 3. m | Anderson, A.Jurel, S.Shymanska, M.Golender, L.Gas-liquid chromatography of some aliphatic and heterocyclic mono- and pollyfunctional amines. VII. Retention indices of amines in some polar and unpolar stationary phasesLatv. PSR Zinat. Akad. Vestis Kim. Ser.1973, 1, 51-63. |
| Kovats' RI, non-polar column, isothermal | Packed | PMS-100 | 750. | 150. | isothermal | He, Celite 545 (44-60 mesh); Column length: 3. m | Anderson, A.Jurel, S.Shymanska, M.Golender, L.Gas-liquid chromatography of some aliphatic and heterocyclic mono- and pollyfunctional amines. VII. Retention indices of amines in some polar and unpolar stationary phasesLatv. PSR Zinat. Akad. Vestis Kim. Ser.1973, 1, 51-63. |
| Kovats' RI, non-polar column, isothermal | Packed | PMS-100 | 749. | 180. | isothermal | He, Celite 545 (44-60 mesh); Column length: 3. m | Anderson, A.Jurel, S.Shymanska, M.Golender, L.Gas-liquid chromatography of some aliphatic and heterocyclic mono- and pollyfunctional amines. VII. Retention indices of amines in some polar and unpolar stationary phasesLatv. PSR Zinat. Akad. Vestis Kim. Ser.1973, 1, 51-63. |
Computed Properties
Molecular Weight:87.12
XLogP3:-0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:87.068413911
Monoisotopic Mass:87.068413911
Topological Polar Surface Area:21.3
Heavy Atom Count:6
Complexity:34.5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Price Analysis
- Data: 2026-08-01
- Price: 14360.00Yuan/mt
- Change: 920.0
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