Di-o-tolyl ether

Base Information

• Chemical Name: Di-o-tolyl ether
• CAS No.: 4731-34-4
• Molecular Formula: C14H14O
• Molecular Weight: 198.265
• European Community (EC) Number: 248-948-6,225-233-7
• DSSTox Substance ID: DTXSID10892276
• Nikkaji Number: J262.415J
• Wikidata: Q81982033
• Mol file: 4731-34-4.mol

Synonyms:1-methyl-2-(2-methylphenoxy)benzene;Di-o-tolyl ether;4731-34-4;bis(2-methylphenyl) ether;Ditolyl ether;Benzene,1,1'-oxybis[methyl-;TOLYL ETHER;benzene, 1,1'-oxybis[2-methyl-;Benzene, 1,1'-oxybis(methyl-;Benzene, 1,1'-oxybis(2-methyl-;EINECS 225-233-7;EINECS 248-948-6;AI3-02478;2,2'-dimethyldiphenyl ether;1,1'-oxybis(2-methylbenzene);o-Tolyl ether;bis(o-tolyl) ether;SCHEMBL127000;DTXSID10892276;MFCD00035807;LS-30925;EC 248-948-6

Chemical Property of Di-o-tolyl ether

Chemical Property:

• Refractive Index: 1.5948 (estimate)
• Boiling Point: 274.5°Cat760mmHg
• Flash Point: 114.3°C
• PSA: 9.23000
• Density: 1.029g/cm³
• LogP: 4.09570
• 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: 170

Purity/Quality:

99%min ^*data from raw suppliers

1-METHYL-2-(2-METHYLPHENOXY)BENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1OC2=CC=CC=C2C

Technology Process of Di-o-tolyl ether

There total 19 articles about Di-o-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: 98.0%

ortho-methylphenyl iodide (615-37-2) + ortho-cresol (95-48-7,77504-84-8) → 2,2'-dimethyldiphenyl ether (4731-34-4)

Guidance literature:

With copper(I) oxide; trans-1,2-bis(2'-pyridylidenamino)cyclohexane; caesium carbonate; 3 A molecular sieve; In N,N-dimethyl-formamide; at 110 ℃; for 35h;

DOI:10.1021/ol036290g

Reference yield: 98.0%

→ 2,2'-dimethyldiphenyl ether (4731-34-4)

Guidance literature:

Reference yield: 97.0%

2-methylphenyl bromide (95-46-5) + ortho-cresol (95-48-7,77504-84-8) → 2,2'-dimethyldiphenyl ether (4731-34-4)

Guidance literature:

With di-tert-butyl{2′-isopropoxy-[1,1′-binaphthalen]-2-yl}phosphane; potassium phosphate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 110 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.tet.2015.05.104

upstream raw materials:

o-cresol; aluminium (III)-compound

2-methylphenyl bromide

ortho-cresol

o-toluidine

Downstream raw materials:

4,4'-oxybis(3-methyl-1-nitrobenzene)

(4-chloro-2-methyl-phenyl)-o-tolyl ether

2,2'-oxybis(benzoic acid)

4,4'-dibromo-2,2'-dimethyldiphenyl ether

Refernces

• 1、 Holmquist. "-". . p. 4164. Retrieved 1969.
• 2、 Jiang, Pingyu,Chen, Shanping,Xia, Yi,Zhang, Qingqing,Deng, Guo-Jun. "Access to Dibenzofurans through Dimerization/Trimerization of Cyclohexanones Followed by Dehydroaromatization". supporting information. p. 8076 - 8081. Retrieved 2020/11/02.
• 3、 Sambiagio, Carlo,Munday, Rachel H.,John Blacker,Marsden, Stephen P.,McGowan, Patrick C.. "Green alternative solvents for the copper-catalysed arylation of phenols and amides". . p. 70025 - 70032. Retrieved 2016/08/06.