4-(p-Tolyl)morpholine

Base Information

• Chemical Name: 4-(p-Tolyl)morpholine
• CAS No.: 3077-16-5
• Molecular Formula: C11H15 N O
• Molecular Weight: 177.246
• Hs Code.: 2934999090
• European Community (EC) Number: 678-534-4
• DSSTox Substance ID: DTXSID20354198
• Nikkaji Number: J709.015C
• Wikidata: Q82132209
• Mol file: 3077-16-5.mol

Synonyms:4-(p-Tolyl)morpholine;3077-16-5;4-(4-methylphenyl)morpholine;4-Morpholinotoluene;N-(4-methylphenyl)morpholine;4-p-Tolyl-morpholine;4-Tolylmorpholine;Morpholine, 4-(4-methylphenyl)-;4-tolyl morpholine;4-(p-tolyl)-morpholine;SCHEMBL82183;DTXSID20354198;OLAFVASCPJETBP-UHFFFAOYSA-N;MFCD00222003;AKOS000629660;( S)-(-)-N-Acetyl-1-methylbenzylamine;AS-60572;CS-0206839;EU-0067589;FT-0694739;T2215;A51034;SR-01000395393;SR-01000395393-1

Chemical Property of 4-(p-Tolyl)morpholine

Chemical Property:

• Vapor Pressure: 0.000666mmHg at 25°C
• Melting Point: 50 °C
• Refractive Index: 1.538
• Boiling Point: 308.8°C at 760 mmHg
• PKA: 5.71±0.40(Predicted)
• Flash Point: 91.2°C
• PSA: 12.47000
• Density: 1.048g/cm³
• LogP: 1.89660
• Solubility.: soluble in Toluene
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 146

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(4-Methylphenyl)morpholine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-(p-Tolyl)morpholine

There total 50 articles about 4-(p-Tolyl)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: 99.0%

morpholine (110-91-8,99108-56-2) + para-chlorotoluene (106-43-4) → 4-(4-methylphenyl)morpholine (3077-16-5)

Guidance literature:

With potassium tert-butylate; Pd⁽⁰⁾ N-heterocyclic carbene-phosphine; In 1,4-dioxane; at 100 ℃;

DOI:10.1039/b104297c

Reference yield: 99.0%

morpholine (110-91-8,99108-56-2) + para-bromotoluene (106-38-7) → 4-(4-methylphenyl)morpholine (3077-16-5)

Guidance literature:

With palladium diacetate; sodium t-butanolate; ruphos; In neat (no solvent); at 110 ℃; for 12h; Green chemistry;

DOI:10.1002/ejoc.201402077

Reference yield: 96.0%

morpholine (110-91-8,99108-56-2) + sodium tetrakis(4-tolyl)borate (15738-23-5) → 4-(4-methylphenyl)morpholine (3077-16-5)

Guidance literature:

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

DOI:10.1055/s-0037-1610251

upstream raw materials:

p-toluidine

3-oxa-1,5-dichloropentane

diethylene glycol

morpholine

Downstream raw materials:

1-(5-methyl-2-morpholinophenyl)naphthalen-2-ol

1,1'-bi-2-naphthol

2-(p-toluidino-N-formyl)ethyl formate

Refernces

• 1、 Caddick, Stephen,Cloke, F. Geoffrey N.,Clentsmith, Guy K.B.,Hitchcock, Peter B.,McKerrecher, Darren,Titcomb, Lisa R.,Williams, Meredith R.V.. "An improved synthesis of bis(1,3-di-N-tert-butylimidazol-2-ylidene)palladium(0) and its use in C-C and C-N coupling reactions". . p. 635 - 639. Retrieved 2001.
• 2、 Chen, Kai,Kang, Qi-Kai,Li, Yuntong,Wu, Wen-Qiang,Zhu, Hui,Shi, Hang. "Catalytic Amination of Phenols with Amines". supporting information. p. 1144 - 1151. Retrieved 2022/02/05.
• 3、 Daili, Farah,Sengmany, Stéphane,Léonel, Eric. "Amination of Aryl Halides Mediated by Electrogenerated Nickel from Sacrificial Anode". . p. 2462 - 2469. Retrieved 2021/06/28.