N-Ethylmorpholine

Base Information

• Chemical Name: N-Ethylmorpholine
• CAS No.: 100-74-3
• Molecular Formula: C6H13NO
• Molecular Weight: 115.175
• Hs Code.: 29349990
• European Community (EC) Number: 202-885-0
• ICSC Number: 0480
• NSC Number: 6110
• UN Number: 1993
• UNII: ECM0G991FQ
• DSSTox Substance ID: DTXSID5025312
• Nikkaji Number: J4.428H
• Wikidata: Q2676918
• ChEMBL ID: CHEMBL3561880
• Mol file: 100-74-3.mol

Synonyms:4-ethylmorpholine;N-ethylmorpholine;N-ethylmorpholine hydrochloride

Chemical Property of N-Ethylmorpholine

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 6.36mmHg at 25°C
• Melting Point: -63 °C
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 139.7 °C at 760 mmHg
• PKA: 7.67(at 25℃)
• Flash Point: 27.8 °C
• PSA: 12.47000
• Density: 0.913 g/cm³
• LogP: 0.27640
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Solubility.: miscible
• Water Solubility.: miscible
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 115.099714038
• Heavy Atom Count: 8
• Complexity: 59.5
• Transport DOT Label: Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

4-Ethylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-21/22-34
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Morpholines
• Canonical SMILES: CCN1CCOCC1
• 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 irritating to the eyes, skin and respiratory tract. The substance may cause effects on the eyes. This may result in distortion of vision.
• Physical properties: Colorless, flammable liquid with an ammonia-like odor. Experimentally determined detection and recognition odor threshold concentrations were 400 μg/m3 (85 ppbv) and 1.2 mg/m3 (250 ppbv), respectively (Hellman and Small, 1974).
• Uses: Catalyst in polyurethane foam production N-Ethylmorpholine is a component of the buffer used in basic peptide separation through anion-exchange chromatography. Further, it acts as a catalyst in the preparation of polyurethane foam. Intermediate for dyestuffs, pharmaceuticals; rubber accelerators and emulsifying agents; solvent for dyes, resins, oils; catalyst in making polyurethane foams.

Technology Process of N-Ethylmorpholine

There total 30 articles about N-Ethylmorpholine 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: 100.0%

morpholine (110-91-8,99108-56-2) + diethyl ether (60-29-7,927820-24-4) → N-ethylmorpholine; (100-74-3)

Guidance literature:

With alumina; at 270 ℃; under 760.051 Torr; Inert atmosphere; Gas phase; Green chemistry;

DOI:10.2478/s11696-010-0033-7

Reference yield: 94.0%

4-ethyl-4-methyl-morpholinium; iodide (4186-70-3) → N-ethylmorpholine; (100-74-3)

Guidance literature:

With disodium telluride; In ethanol; Heating;

DOI:10.1016/S0040-4039(00)95051-2

Reference yield: 92.0%

N-ethylmorpholine N-oxide (2754-11-2) → N-ethylmorpholine; (100-74-3)

Guidance literature:

With phenylboronic acid; In 1,2-dichloro-ethane; at 80 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2017.01.051

upstream raw materials:

morpholine

ethyl bromide

diethyl sulfate

triethyl phosphate

Downstream raw materials:

dicyclohexyl-carbodiimide

bromobenzene

4-Phenylmorpholine

benzene

Refernces

• 1、 Mitsudome, Takato,Miyagawa, Kazuya,Maeno, Zen,Mizugaki, Tomoo,Jitsukawa, Koichiro,Yamasaki, Jun,Kitagawa, Yasutaka,Kaneda, Kiyotomi. "Mild Hydrogenation of Amides to Amines over a Platinum-Vanadium Bimetallic Catalyst". . p. 9381 - 9385. Retrieved 2017.
• 2、 Khan, Khalid Mohammed,Khan, Muhammad Zarrar,Taha, Muhammad,Maharvi, Ghulam Murtaza,Saify, Zafar Saeed,Parveen, Shahnaz,Choudhary, Muhammad Iqbal. "Leishmanicidal potential of N-substituted morpholine derivatives: Synthesis and structure-activity relationships". . p. 479 - 484. Retrieved 2009.
• 3、 Luo, Chenxi,Luo, Hu,Qian, Chao,Chen, Yunbin,Feng, Lie,Chen, Xinzhi. "In situ DRIFTS study on the synthesis of N-alkylmorpholines". . p. 2825 - 2835. Retrieved 2013.
• 4、 Kliger, G. A.,Lesik, O. A.,Marchevskaya, E. V.,Mikaya, A. I.,Zaikin, V. G.,et al.. "SYNTHESIS OF NITROGEN-CONTAINING HETEROCYCLES OF AN IRON CATALYST. 2. THE CONVERSIONS OF 1,4-BUTANEDIOL AND DIETHYLENEGLYCOL IN THE PRESENCE OF AMMONIA AND HYDROGEN". . p. 161 - 164. Retrieved 1987.
• 5、 Hirosawa, Chitaru,Wakasa, Noriko,Fuchikami, Takamasa. "Hydrogenation of amides by the use of bimetallic catalysts consisting of group 8 to 10, and group 6 or 7 metals". . p. 6749 - 6752. Retrieved 1996.
• 6、 Rodriguez-Zubiri, Mireia,Baudequin, Christine,Bethegnies, Aurelien,Brunet, Jean-Jacques. "Intermolecular rhodium-catalysed hydroamination of non-activated olefins: Effect of olefin, amine, phosphine and phosphonium salt". . p. 445 - 454. Retrieved 2012.
• 7、 Appiagyei, Benjamin,Bhatia, Souful,Keeney, Gabriela L.,Dolmetsch, Troy,Jackson, James E.. "Electroactivated alkylation of amines with alcohols: Via both direct and indirect borrowing hydrogen mechanisms". supporting information. p. 860 - 869. Retrieved 2020/02/21.