Morpholine, 4-[4-(trifluoromethyl)phenyl]-

Base Information

• Chemical Name: Morpholine, 4-[4-(trifluoromethyl)phenyl]-
• CAS No.: 113845-69-5
• Molecular Formula: C11H12F3NO
• Molecular Weight: 231.218
• DSSTox Substance ID: DTXSID70448874
• Nikkaji Number: J828.268D
• Wikidata: Q82268061
• Mol file: 113845-69-5.mol

Synonyms:Morpholine, 4-[4-(trifluoromethyl)phenyl]-;113845-69-5;1-Morpholino-4-(trifluoromethyl)benzene;SCHEMBL2203983;4-trifluoromethylphenylmorpholine;DTXSID70448874;LGKIRYBKLCHPAA-UHFFFAOYSA-N;N-(4-Trifluoromethylphenyl)morpholine

Chemical Property of Morpholine, 4-[4-(trifluoromethyl)phenyl]-

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 231.08709849
• Heavy Atom Count: 16
• Complexity: 218

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1C2=CC=C(C=C2)C(F)(F)F

Technology Process of Morpholine, 4-[4-(trifluoromethyl)phenyl]-

There total 38 articles about Morpholine, 4-[4-(trifluoromethyl)phenyl]- 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) + 4-chlorobenzotrifluoride (98-56-6) → 4-(4-trifluoromethylphenyl)morpholine (113845-69-5)

Guidance literature:

With [Ni(N,N'-bis[2,6-bis(diphenylmethyl)-4-methoxyphenyl]imidazol-2-ylidene)(allyl)Cl]; sodium t-butanolate; In tetrahydrofuran; at 60 ℃; for 2h; Glovebox;

DOI:10.1002/ejoc.201402022

Reference yield: 98.0%

morpholine (110-91-8,99108-56-2) + p-trifluoromethylphenyl bromide (402-43-7) → 4-(4-trifluoromethylphenyl)morpholine (113845-69-5)

Guidance literature:

With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; sodium t-butanolate; 1,3-diisopropyl-1H-imidazol-3-ium chloride; In 1,2-dimethoxyethane; at 80 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol100437j

Reference yield: 96.0%

morpholine (110-91-8,99108-56-2) + N,N,N-trimethyl-4-(trifluoromethyl)benzeneaminium trifluoromethanesulfonate (1246260-87-6) → 4-(4-trifluoromethylphenyl)morpholine (113845-69-5)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; sodium t-butanolate; In 1,4-dioxane; at 75 ℃; for 5h; Molecular sieve; Schlenk technique;

DOI:10.1039/c3ob41989d

upstream raw materials:

morpholine

4-chlorobenzotrifluoride

p-trifluoromethylphenyl bromide

4-(benzoyloxy)morpholine

Downstream raw materials:

5,5-dimethyl-2-(4-trifluoromethyl-phenyl)-[1,3,2]dioxaborinane

Refernces

• 1、 Sundalam, Sunil K.,Nilova, Aleksandra,Seidl, Thomas L.,Stuart, David R.. "A Selective C?H Deprotonation Strategy to Access Functionalized Arynes by Using Hypervalent Iodine". . p. 8431 - 8434. Retrieved 2016.
• 2、 Winkler, Andrea,Brandhorst, Kai,Freytag, Matthias,Jones, Peter G.,Tamm, Matthias. "Palladium(II) Complexes with Anionic N-Heterocyclic Carbene-Borate Ligands as Catalysts for the Amination of Aryl Halides". . p. 1160 - 1169. Retrieved 2016.
• 3、 Martin, Anthony R.,Makida, Yusuke,Meiries, Sebastien,Slawin, Alexandra M. Z.,Nolan, Steven P.. "Enhanced activity of [Ni(NHC)CpCl] complexes in arylamination catalysis". . p. 6265 - 6270. Retrieved 2013.
• 4、 Debreczeni, Nora,Fodor, Anna,Hell, Zoltan. "Coupling of boronic acids with amines in the presence of a supported copper catalyst". . p. 1547 - 1551,5. Retrieved 2014.
• 5、 Martin, Anthony R.,Nelson, David J.,Meiries, Sebastien,Slawin, Alexandra M.Z.,Nolan, Steven P.. "Efficient C-N and C-S bond formation using the highly active [Ni(allyl)Cl(IPr*OMe)] precatalyst". . p. 3127 - 3131. Retrieved 2014.
• 6、 Magano, Javier,Monfette, Sebastien. "Development of an air-stable, broadly applicable nickel source for nickel-catalyzed cross-coupling". . p. 3120 - 3123. Retrieved 2015.
• 7、 Lampkin, Philip P.,Thompson, Blaise J.,Gellman, Samuel H.. "Versatile Open-Source Photoreactor Architecture for Photocatalysis across the Visible Spectrum". . p. 5277 - 5281. Retrieved 2021.
• 8、 Tao, Shao-Kun,Chen, Shan-Yong,Feng, Mei-Lin,Xu, Jia-Qi,Yuan, Mao-Lin,Fu, Hai-Yan,Li, Rui-Xiang,Chen, Hua,Zheng, Xue-Li,Yu, Xiao-Qi. "Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines". supporting information. p. 1011 - 1016. Retrieved 2022/02/05.