p-Tolyl ether

Base Information

• Chemical Name: p-Tolyl ether
• CAS No.: 1579-40-4
• Deprecated CAS: 663199-26-6
• Molecular Formula: C14H14O
• Molecular Weight: 198.265
• Hs Code.: 29093090
• European Community (EC) Number: 216-423-0
• DSSTox Substance ID: DTXSID2061800
• Nikkaji Number: J102.218K
• Wikidata: Q72509294
• Mol file: 1579-40-4.mol

Synonyms:1579-40-4;p-Tolyl ether;4-Tolyl ether;Di-p-tolyl ether;4,4'-Oxybis(methylbenzene);4,4'-Dimethyldiphenyl ether;Bis(4-methylphenyl) ether;Benzene, 1,1'-oxybis[4-methyl-;p-(p-Tolyloxy)toluene;1-Methyl-4-(4-methylphenoxy)benzene;1,1'-Oxybis(4-methylbenzene);Benzene, 1,1'-oxybis(4-methyl-;EINECS 216-423-0;Diparatolyloxyd;cresyl ether;p-cresyl ether;DIPHYL DT;p-Tolyl ether, 99%;Maybridge1_007013;SCHEMBL95343;DTXSID2061800;HMS561G17;p-Tolyl ether (6CI,7CI,8CI);Benzene, 1,1'-oxybis*4-methyl-;CCG-55184;MFCD00025979;RJC 03896;AKOS003273040;1-Methyl-4-(4-methylphenoxy)benzene #;AC-15256;LS-30926;CS-0153050;D2178;FT-0624582;D90007;A809885;J-009464;J-516015;SR-01000644224-1

Chemical Property of p-Tolyl ether

Chemical Property:

• Vapor Pressure: 0.0048mmHg at 25°C
• Melting Point: 47-49 °C(lit.)
• Refractive Index: 1.56
• Boiling Point: 285.5 °C at 760 mmHg
• Flash Point: 121.3 °C
• PSA: 9.23000
• Density: 1.029 g/cm³
• LogP: 4.09570
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Soluble in acetone, benzene, ether.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 198.104465066
• Heavy Atom Count: 15
• Complexity: 154

Purity/Quality:

99.9% ^*data from raw suppliers

Di-p-tolyl Ether >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53
• Safety Statements: 26-36-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)OC2=CC=C(C=C2)C
• Uses: Di-p-tolyl ether is used to form conformationally chiral molecules in the solid state, while the chirality of 1,3-dimethyl-2-phenoxybenzene arises from the formation of supramolecular helices.

Technology Process of p-Tolyl ether

There total 43 articles about p-Tolyl ether 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: 97.0%

4-methylphenylboronic acid (5720-05-8) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Guidance literature:

With copper diacetate; water; triethylamine; In dichloromethane; acetonitrile; at 25 ℃; for 6h;

DOI:10.1016/S0040-4039(03)01776-3

Reference yield: 95.0%

p-cresol (106-44-5) + 4-tolyl iodide (624-31-7) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Guidance literature:

With aluminum oxide; potassium fluoride; copper(l) iodide; In toluene; at 100 - 110 ℃; for 22h;

DOI:10.1080/00397910802044264

Reference yield: 93.0%

p-cresol (106-44-5) + 2,4-dimethoxyphenyl(4-methylphenyl)iodonium tosylate (1428064-59-8) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 50 ℃; for 6h; regioselective reaction;

DOI:10.1055/s-0032-1316824

upstream raw materials:

p-cresol

carvacrol

para-bromotoluene

potassium p-cresolate

Downstream raw materials:

2-(5-methyl-2-p-tolyloxy-benzoyl)-benzoic acid

2,8-dimethyl-phenoxathiine

2-bromo-di-p-tolyl ether

2,6-dinitro-p-cresol

Refernces

• 1、 Ellul, Charles E.,Reed, Graham,Mahon, Mary F.,Pascu, Sofia I.,Whittlesey, Michael K.. "Tripodal N-heterocyclic carbene complexes of palladium and copper: Syntheses, characterization, and catalytic activity". . p. 4097 - 4104. Retrieved 2010.
• 2、 Aghili, Nora,Hosseinzadeh, Rahman,Mavvaji, Mohammad. "Synthesis and characterization of nano-cellulose immobilized phenanthroline-copper (I) complex as a recyclable and efficient catalyst for preparation of diaryl ethers, N-aryl amides and N-aryl heterocycles". . . Retrieved 2022/01/03.
• 3、 Matsushita, Naoki,Kashihara, Myuto,Formica, Michele,Nakao, Yoshiaki. "Pd-Catalyzed Etherification of Nitroarenes". supporting information. p. 2209 - 2214. Retrieved 2021/07/20.