4-Phenylmorpholine

Base Information

• Chemical Name: 4-Phenylmorpholine
• CAS No.: 92-53-5
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Hs Code.: 29349990
• European Community (EC) Number: 202-164-0
• NSC Number: 2628
• UNII: H4OC7FB1EX
• DSSTox Substance ID: DTXSID8059057
• Nikkaji Number: J42.346G
• Wikidata: Q27279634
• ChEMBL ID: CHEMBL4435329
• Mol file: 92-53-5.mol

Synonyms:4-Phenylmorpholine;92-53-5;N-Phenylmorpholine;MORPHOLINE, 4-PHENYL-;Phenylmorpholine;4-Phenyl-morpholine;Morpholinobenzene;Phenyl morpholine;4-(Phenyl-4-D)morpholine;4-phenylmorpholin;(4-morpholinyl)benzene;NSC 2628;EINECS 202-164-0;UNII-H4OC7FB1EX;H4OC7FB1EX;BRN 0132159;AI3-01091;1351403-44-5;NSC-2628;MFCD00006166;NSC-239125;NSC2628;N-(phenyl)morpholine;4-(4-morpholinyl)benzene;MORPHOLINE,4-PHENYL;WLN: T6N DOTJ AR;4-Phenylmorpholine, >=98%;SCHEMBL254812;CHEMBL4435329;DTXSID8059057;AMY2650;BBL034643;MFCD31699968;STK664287;AKOS003398235;AC-7074;CS-W014318;s12313;LS-93279;SY003877;SY246296;VS-12628;FT-0619409;P0196;A844260;SR-01000514391;SR-01000514391-1;W-100282;Q27279634

Chemical Property of 4-Phenylmorpholine

Chemical Property:

• Appearance/Colour: white to brownish crystalline solid
• Vapor Pressure: <0.1 mm Hg ( 20 °C)
• Melting Point: 51-54 °C(lit.)
• Refractive Index: 1.541
• Boiling Point: 264.8 °C at 760 mmHg
• PKA: 5.19±0.40(Predicted)
• Flash Point: 80.6 °C
• PSA: 12.47000
• Density: 1.068 g/cm³
• LogP: 1.58820
• Storage Temp.: Store below +30°C.
• Solubility.: 3.46 g/L
• Water Solubility.: 3.46 g/L
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

4-Phenylmorpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 22-24
• Safety Statements: 36/37-45-36/37/39-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCN1C2=CC=CC=C2
• Uses: 4-Phenylmorpholine was used as internal standard during the determination of alkaloids by gas chromatographic method.

Technology Process of 4-Phenylmorpholine

There total 156 articles about 4-Phenylmorpholine 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) + iodobenzene (591-50-4) → 4-Phenylmorpholine (92-53-5)

Guidance literature:

With [Pd(N-(naphthyl)-salicylaldimine(-2H))(triphenylphosphine)]; sodium t-butanolate; at 145 ℃; for 15h;

DOI:10.1039/c5dt01564b

Reference yield: 99.0%

morpholine (110-91-8,99108-56-2) + chlorobenzene (108-90-7) → 4-Phenylmorpholine (92-53-5)

Guidance literature:

With N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; sodium hydride; tert-butyl alcohol; bis(acetylacetonate)nickel(II); In tetrahydrofuran; at 65 ℃; for 3h; Further Variations:; Reagents; Catalysts; catalyst amount; Product distribution;

DOI:10.1016/S0040-4039(01)01079-6

Reference yield: 99.0%

morpholine (110-91-8,99108-56-2) + sodium tetraphenyl borate (143-66-8) → 4-Phenylmorpholine (92-53-5)

Guidance literature:

With copper(II) acetate monohydrate; triethylamine; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1055/s-0037-1610251

upstream raw materials:

morpholine

bromobenzene

2,2'-(phenylimino)bis[ethanol]

1-phenyl-2,5-dihydro-1H-pyrrole

Downstream raw materials:

canthaxanthin

4-[4-(4-nitro-phenylazo)-phenyl]-morpholine

(4-morpholin-4-yl-phenyl)-ethenetricarbonitrile

4-phenacyl-4-phenyl-morpholinium; bromide

Refernces

• 1、 Uehling, Mycah R.,King, Ryan P.,Krska, Shane W.,Cernak, Tim,Buchwald, Stephen L.. "Organic chemistry: Pharmaceutical diversification via palladium oxidative addition complexes". . p. 405 - 408. Retrieved 2019.
• 2、 Zhang, Zhi-Mao,Xu, Yu-Ting,Shao, Li-Xiong. "Synthesis of N-heterocyclic carbene-Pd(II)-5-phenyloxazole complexes and initial studies of their catalytic activity toward the Buchwald-Hartwig amination of aryl chlorides". . . Retrieved 2021/04/19.
• 3、 Akiyama, Toshiki,Arai, Masayoshi,Arisawa, Mitsuhiro,Haneoka, Hitoshi,Harada, Kazuo,Murai, Kenichi,Murakami, Yosuke,Ohki, Yuuta,Ohta, Ryousuke,Sako, Makoto,Sirimangkalakitti, Natchanun,Suzuki, Takeyuki,Takahashi, Naoyuki,Takehara, Tsunayoshi,Yamada, Makito. "Product selective reaction controlled by the combination of palladium nanoparticles, continuous microwave irradiation, and a co-existing solid; ligand-free Buchwald-Hartwig aminationvs.aryne amination". supporting information. p. 8131 - 8137. Retrieved 2021/10/29.