4-m-Tolylmorpholine

Base Information

• Chemical Name: 4-m-Tolylmorpholine
• CAS No.: 7025-91-4
• Molecular Formula: C11H15 N O
• Molecular Weight: 177.246
• DSSTox Substance ID: DTXSID90364002
• Nikkaji Number: J1.554.191A
• Wikidata: Q82147776
• Mol file: 7025-91-4.mol

Synonyms:4-m-tolylmorpholine;4-(3-methylphenyl)morpholine;7025-91-4;4-(M-tolyl)morpholine;4-(m-tolyl)-morpholine;SCHEMBL12980;DTXSID90364002;MFCD05854326;STL197503;AKOS003345142;CS-0331297;FT-0724565;A853268;AO-080/43342623

Chemical Property of 4-m-Tolylmorpholine

Chemical Property:

• Vapor Pressure: 0.000656mmHg at 25°C
• Melting Point: 38-39 °C
• Boiling Point: 309oC at 760 mmHg
• PKA: 5.34±0.40(Predicted)
• Flash Point: 91.2oC
• PSA: 12.47000
• Density: 1.048g/cm3
• LogP: 1.89660
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)N2CCOCC2

Technology Process of 4-m-Tolylmorpholine

There total 36 articles about 4-m-Tolylmorpholine 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: 99.0%

morpholine (110-91-8,99108-56-2) + 1-chloro-3-methylbenzene (108-41-8) → 4-m-tolylmorpholine (7025-91-4)

Guidance literature:

With C₃₆H₄₃Cl₂N₃Pd; potassium tert-butylate; In 1,4-dioxane; at 110 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c6ob00013d

Reference yield: 98.0%

4-morpholinecarboxaldehyde (4394-85-8) + 1-chloro-3-methylbenzene (108-41-8) → 4-m-tolylmorpholine (7025-91-4)

Guidance literature:

With NHC-Pd(II)-Im; potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jo301811n DOI:10.1021/jo301811n

Reference yield: 97.0%

morpholine (110-91-8,99108-56-2) + meta-bromotoluene (591-17-3) → 4-m-tolylmorpholine (7025-91-4)

Guidance literature:

With [Pd(N,N'-bis(2,6-bis(di-p-tolylmethyl)-4-methylphenyl)-imidazol-2-ylidene)(acetylacetonate)Cl]; lithium hexamethyldisilazane; In 1,4-dioxane; at 110 ℃; for 3h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.jorganchem.2018.02.035

upstream raw materials:

N,N-dihydroxyethyl-m-toluidine

2,5-dihydrofuran

1-amino-3-methylbenzene

morpholine

Downstream raw materials:

2-(N-m-tolylformamido)ethyl formate

Refernces

• 1、 Martinez, Erin E.,Moreno, Mariur Rodriguez,Barksdale, Caleb A.,Michaelis, David J.. "Effect of Precatalyst Oxidation State in C-N Cross-Couplings with 2-Phosphinoimidazole-Derived Bimetallic Pd(I) and Pd(II) Complexes". supporting information. p. 2763 - 2767. Retrieved 2021/08/27.
• 2、 Chen, Hua,Chen, Shan-Yong,Feng, Mei-Lin,Fu, Hai-Yan,Li, Rui-Xiang,Tao, Shao-Kun,Xu, Jia-Qi,Yu, Xiao-Qi,Yuan, Mao-Lin,Zheng, Xue-Li. "Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines". supporting information. . Retrieved 2022/02/05.