Morpholine

Base Information

• Chemical Name: Morpholine
• CAS No.: 110-91-8
• Deprecated CAS: 147366-31-2,88542-81-8,96122-95-1,99108-56-2,854893-20-2,1357848-50-0,854893-20-2,96122-95-1,99108-56-2
• Molecular Formula: C4H9NO
• Molecular Weight: 87.1216
• Hs Code.: 2934.90
• European Community (EC) Number: 203-815-1,686-132-5
• ICSC Number: 0302
• NSC Number: 9376
• UN Number: 2054
• UNII: 8B2ZCK305O
• DSSTox Substance ID: DTXSID2025688
• Nikkaji Number: J2.453H
• Wikipedia: Morpholine
• Wikidata: Q410243
• Metabolomics Workbench ID: 44969
• ChEMBL ID: CHEMBL276518
• Mol file: 110-91-8.mol

Synonyms:morpholine;morpholine hydrochloride;morpholine hydroiodide;morpholine phosphate;morpholine phosphate (3:1);morpholine phosphonate (1:1);morpholine sulfite (1:1)

Chemical Property of Morpholine

Chemical Property:

• Appearance/Colour: aqueous solution with a fishlike odor
• Vapor Pressure: 10.4mmHg at 25°C
• Melting Point: -5 °C
• Refractive Index: 1.4541
• Boiling Point: 128.9 °C at 760 mmHg
• Flash Point: 35.6 °C
• PSA: 21.26000
• Density: 0.931 g/cm³
• LogP: -0.06500
• Water Solubility.: MISCIBLE
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 87.068413911
• Heavy Atom Count: 6
• Complexity: 34.5
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C:Corrosive
• Statements: R10:; R20/21/22:; R34:
• Safety Statements: S23:; S36:; S45:

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Morpholines
• Canonical SMILES: C1COCCN1
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion. Inhalation of the vapour may cause lung oedema.
• Effects of Long Term Exposure: The substance may have effects on the liver and kidneys.

Technology Process of Morpholine

There total 296 articles about Morpholine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-(trimethylsilyl)morpholine (13368-42-8) + chloro-trimethyl-silane (75-77-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → morpholine (110-91-8,99108-56-2) + 4-cyclohexen-1-ylmorpholine (670-80-4) + Hexamethyldisiloxane (107-46-0) + 1-(Trimethylsilyloxy)cyclohexene (6651-36-1) + morpholin hydrochloride (10024-89-2)

Guidance literature:

In diethyl ether; at -30 ℃; for 2h; Product distribution; other substrate, temperature and time;

Reference yield:

Thiobenzmorpholid (2032-36-2) → morpholine (110-91-8,99108-56-2) + phenylmethanethiol (100-53-8)

Guidance literature:

With Hexanethiol; C₂₈H₄₁NOP₂Ru; hydrogen; In 1,4-dioxane; at 150 ℃; for 36h; under 30003 Torr; chemoselective reaction; Autoclave;

DOI:10.1021/jacs.0c10884

Reference yield:

4-benzoylmorpholine (1468-28-6) → morpholine (110-91-8,99108-56-2) + 4-benzyl-morpholine (10316-00-4) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

With tris(2,4-pentanedionato)ruthenium(III); ytterbium(III) trifluoromethanesulfonate nonohydrate; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine]; In 1,4-dioxane; at 150 ℃; for 60h; under 3750.38 Torr; Autoclave;

DOI:10.1039/c5sc04671h

upstream raw materials:

N,N-di(2-hydroxyethyl)hydrazine

4-(4-nitroso-phenyl)-morpholine

N,N-bis(2-phenoxyethyl)amine

N-tosyldiethanolamine

Downstream raw materials:

2-(morpholin-4-yl)ethanethiol

4-(2-AMINOETHYL)MORPHOLINE

1-morpholinomethyl-propylamine

(disulfanediylbis(4,1-phenylene))bis(morpholinomethanone)

Refernces

• 1、 Jiratova, Kveta,Moravkova, Lenka,Snajdaufova, Hana,Paukshtis, Evgenii A.. "EXAMINATION OF HIGH-LOADED NICKEL CATALYSTS BY IR SPECTROSCOPY: EFFECT OF THE SUPPORT AND Pd ON SURFACE PROPERTIES". . p. 2575 - 2582. Retrieved 1992.
• 2、 Kar, Sayan,Goeppert, Alain,Kothandaraman, Jotheeswari,Prakash, G. K. Surya. "Manganese-Catalyzed Sequential Hydrogenation of CO2 to Methanol via Formamide". . p. 6347 - 6351. Retrieved 2017.
• 3、 Proulx, Caroline,No?, Falko,Yoo, Stan,Connolly, Michael D.,Zuckermann, Ronald N.. "On-resin N-terminal peptoid degradation: Toward mild sequencing conditions". . p. 726 - 736. Retrieved 2016.
• 4、 Kice,Rogers. "-". . p. 225. Retrieved 1976.
• 5、 Rosenau, Thomas,Potthast, Antje,Kosma, Paul,Chen, Chen-Loung,Gratzl, Josef S.. "Autocatalytic decomposition of N-methylmorpholine N-oxide induced by Mannich intermediates". . p. 2166 - 2167. Retrieved 1999.
• 6、 Dessolin, Michele,Guillerez, Marie-George,Thieriet, Nathalie,Guibe, Francois,Loffet, Albert. "New Allyl Group Acceptors for Palladium Catalyzed Removal of Allylic Protections and Transacylation of Allyl Carbamates.". . p. 5741 - 5744. Retrieved 1995.
• 7、 Al-Juaied, Mohammed,Rochelle, Gary T.. "Thermodynamics and equilibrium solubility of carbon dioxide in diglycolamine/morpholine/water". . p. 708 - 717. Retrieved 2006.
• 8、 Jiratova, Kveta,Snajdaufova, Hana,Moravkova, Lenka,Kubelkova, Ludmila. "REDUCTIVE AMINATION OF DIETHYLENE GLYCOL TO MORPHOLINE OVER SUPPORTED NICKEL CATALYSTS: ZEOLITES AS CATALYST ADMIXTURES". . p. 901 - 908. Retrieved 1992.
• 9、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.
• 10、 Luo, Jie,Rauch, Michael,Avram, Liat,Ben-David, Yehoshoa,Milstein, David. "Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides". supporting information. p. 21628 - 21633. Retrieved 2021/01/11.