1579-40-4

Basic information

• Product Name: 4-Tolyl ether
• Synonyms: 1,1’-oxybis(4-methyl-benzen;1,1’-oxybis(4-methylbenzene);1,1’-oxybis[4-methyl-benzen;Benzene, 1,1'-oxybis*4-methyl-;Benzene, 1,1'-oxybis[4-methyl-;Bis(4-methylphenyl) ether;bis(4-methylphenyl)ether;p-(p-Tolyloxy)toluene
• CAS NO: 1579-40-4
• Molecular Formula: C₁₄H₁₄O
• Molecular Weight: 198.26
• EINECS: 216-423-0
• Product Categories: Ethers;Organic Building Blocks;Oxygen Compounds
• Mol File: 1579-40-4.mol
• Article Data: 41

Chemical Properties

• Melting Point: 47-49 °C(lit.)
• Boiling Point: 285 °C(lit.)
• Flash Point: >230 °F
• Appearance: Pale yellow/Solid
• Density: 1.0074 (rough estimate)
• Vapor Pressure: 0.0048mmHg at 25°C
• Refractive Index: 1.5948 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in acetone, benzene, ether.
• CAS DataBase Reference: 4-Tolyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Tolyl ether(1579-40-4)
• EPA Substance Registry System: 4-Tolyl ether(1579-40-4)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53
• Safety Statements: 26-36-61
• RIDADR: UN 3077 9/PG 3
• WGK Germany: 2
• RTECS: DA6625000
• TSCA: Yes
• HazardClass: 9
• Hazardous Substances Data: 1579-40-4(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C14H14O/c1-11-3-7-13(8-4-11)15-14-9-5-12(2)6-10-14/h3-10H,1-2H3

Synthetic route

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

Conditions	Yield
With copper diacetate; water; triethylamine In dichloromethane; acetonitrile at 25℃; for 6h;	97%
Multi-step reaction with 2 steps 1: 85 percent / H2O2 / H2O / 20 °C 2: molecular sieves 4 Angstroem; Cu(OAc)2; Et3N / CH2Cl2 / 20 °C View Scheme

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

Conditions	Yield
With aluminum oxide; potassium fluoride; copper(l) iodide In toluene at 100 - 110℃; for 22h;	95%
With caesium carbonate In N,N-dimethyl-formamide at 130℃; for 24h; Ullmann Condensation;	90%
With potassium phosphate; copper(l) iodide; tetrabutylammomium bromide In N,N-dimethyl-formamide for 22h; Ullmann coupling; Heating;	87%

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

Conditions	Yield
With potassium carbonate In acetonitrile at 50℃; for 6h; regioselective reaction;	93%

p-cresol (106-44-5) + para-bromotoluene (106-38-7) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With potassium phosphate In N,N-dimethyl-formamide at 80℃; for 4h; Ullmann Condensation;	90%
With potassium carbonate In water for 2.41667h; Ullmann Condensation; Reflux; Green chemistry;	87%
With potassium phosphate; 2-((o-toluidino)methyl)phenol; copper(l) chloride In acetonitrile at 81℃; for 24h; Catalytic behavior; Ullmann Condensation; Schlenk technique; Inert atmosphere;	85%

4-tolyl iodide (624-31-7) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With potassium phosphate; copper(l) iodide; 2,2,6,6-tetramethylheptane-3,5-dione; water In ethanol at 130℃; for 30h; Inert atmosphere; Sealed tube; chemoselective reaction;	90%
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 20 °C 2: sodium hydroxide / dichloromethane / 22 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 20 °C 2: sodium hydroxide; piperidine / dichloromethane / 14 h / 40 °C View Scheme

p-cresol (106-44-5) + bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 40℃;	88%

para-bromotoluene (106-38-7) + tert-Butyl(dimethyl)-(4-methylphenoxy)silane (62790-85-6) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 8h;	81%

para-bromotoluene (106-38-7) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane at 100℃; for 20h;	78%

para-chlorotoluene (106-43-4) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane at 100℃; for 20h;	72%

piperazine (110-85-0) + para-bromotoluene (106-38-7) → p-cresol (106-44-5) + 1,4-bis(4-methylphenyl)piperazine (3367-48-4) + toluene (108-88-3) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With Adipic acid; N'-phenyloxalyl bishydrazide; copper diacetate; sodium acetate; cetyltrimethylammonim bromide; 2,5-hexanedione; potassium hydroxide In water at 100℃; for 3h; Inert atmosphere;	A 21 %Chromat. B 68% C 13 %Chromat. D 11 %Chromat.

sodium 4-methylphenoxide (1121-70-6) + poly(styrene p-tolyliodonium) hydrogensulfate → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 24h;	65%

p-cresol (106-44-5) + para-chlorotoluene (106-43-4) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
Stage #1: para-chlorotoluene With potassium phosphate; N,N'-bis(2,5-dimethylpyrrol-1-yl)oxalamide; copper(I) bromide In dimethyl sulfoxide at 20℃; Inert atmosphere; Sealed tube; Glovebox; Stage #2: p-cresol In dimethyl sulfoxide at 120℃; for 24h; Sealed tube; Inert atmosphere; Glovebox;	62%

para-bromotoluene (106-38-7) + diethylamine (109-89-7) → p-cresol (106-44-5) + N,N-diethyl-p-toluidine (613-48-9) + toluene (108-88-3) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With Adipic acid; N'-phenyloxalyl bishydrazide; copper diacetate; sodium acetate; cetyltrimethylammonim bromide; 2,5-hexanedione; potassium hydroxide In water at 100℃; for 3h; Inert atmosphere;	A 18 %Chromat. B 28% C 5 %Chromat. D 26 %Chromat.

bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With piperidine; sodium hydroxide In dichloromethane at 40℃; for 14h;	11%

furan (110-00-9) + bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane → 1,4-dihydro-1,4-epoxy-6-methylnaphthalene (19061-31-5) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With sodium hydroxide In dichloromethane at 20℃; for 22h; Diels-Alder Cycloaddition;	A 11% B 11%

p-cresol (106-44-5) + carvacrol (499-75-2) → (5-isopropyl-2-methyl-phenyl)-p-tolyl ether (98511-24-1) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
at 440 - 450℃;

p-cresol (106-44-5) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
at 400℃; durch Ueberleiten ueber ThO2;
at 400℃; beim Ueberleiten ueber ThO2;
With copper diacetate; 4 A molecular sieve; triethylamine In dichloromethane at 20℃;

para-bromotoluene (106-38-7) + potassium p-cresolate (1192-96-7) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With p-cresol; copper at 200 - 240℃;

2-(5-methyl-2-p-tolyloxy-benzoyl)-benzoic acid (860595-00-2) → benzene-1,2-dicarboxylic acid (88-99-3) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
in der Kalischmelze;

aluminium tris(p-methylphenoxide) (72269-62-6) → p-cresol (106-44-5) + 2,7-dimethyl-xanthene (13333-92-1) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
bei der trocknen Destillation;

p-cresol (106-44-5) + p-toluidine (106-49-0) → 4-Methyl-2-p-tolyl-phenol (107775-15-5) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With sulfuric acid at 95℃; Diazotization;

tris(4-methylphenyl)sulfonium bromide (3744-11-4) → di-(p-tolyl)sulfane (620-94-0) + toluene (108-88-3) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With sodium isopropylate In isopropyl alcohol at 72℃; for 23h; Product distribution; Mechanism; var. of solvent, reagent, temp., time; D-incorporation into toluene;	A 100 % Chromat. B 33 % Chromat. C 35 % Chromat.

4,4'-oxybis-((bromomethyl)benzene) (4542-75-0) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With copper(II) sulfate; acetic acid; zinc

potassium p-cresolate (1192-96-7) + bis(4-methylphenyl)iodonium bromide (6293-68-1) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
In N,N-dimethyl-formamide

tris(4-methylphenyl)sulfonium bromide (3744-11-4) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With potassium hydroxide at 150 - 160℃;

para-bromotoluene (106-38-7) + sodium 4-methylphenoxide (1121-70-6) → 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With copper(I) oxide In N,N-dimethyl acetamide at 166℃;

3-Methylindole (83-34-1) + p-tolyllead triacetate (3076-56-0) → 1-(4-methyl-phenyl)-3-methyl-1H-indole + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With copper diacetate; sodium hydride In dichloromethane 1.) r.t., 10 min, 2.) 50 deg C, 16 h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

p-tolyllead triacetate (3076-56-0) → 1-(4-methyl-phenyl)-3-methyl-1H-indole + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With 3-Methylindole; copper diacetate; sodium hydride In dichloromethane 1.) r.t., 10 min, 2.) 50 deg C, 16 h; Yield given. Yields of byproduct given;

methanol (67-56-1) + tri-p-tolyloxonium tetrafluoroborate → 4-Methylanisole (104-93-8) + 1-methoxy-3-methyl-benzene (100-84-5) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4)

Conditions	Yield
With sodium hydroxide In water for 10h; Heating; Yield given. Title compound not separated from byproducts;

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2,8-Dimethyl-5-hydroxy-5-oxo-Pv-dibenzo<1,4>oxaphosphorin (15320-91-9)

Conditions	Yield
Stage #1: 1,1'-oxybis(4-methyl-benzene) With aluminium trichloride; phosphorus trichloride Heating; Stage #2: With sodium hydroxide; dihydrogen peroxide In water for 0.25h;	97.2%
Multi-step reaction with 3 steps 1: phosphorus trichloride; aluminium trichloride / 22 h / 80 °C 2: 10.2 g / H2O / 0 °C 3: 92 percent / O2; KOH / H2O View Scheme
Multi-step reaction with 2 steps 1: PCl3, AlCl3 2: aq. Br2 View Scheme

phenylphosphinic acid (1779-48-2) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2,8-dimethyl-10-phenylphenoxaphosphinine 10-oxide (21990-63-6)

Conditions	Yield
With dmap; trifluoromethylsulfonic anhydride In cis-1,2-Dichloroethylene at 120℃; for 16h; Schlenk technique; Inert atmosphere;	94%

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → methyl cyclohexane (82166-21-0)

Conditions	Yield
With platinum on activated charcoal; N-methyldiethanolamine trifluoromethanesulfonate; hydrogen at 150℃; under 7500.75 Torr; for 6h; Autoclave;	93.2%
With carbon nanotubes-supported ruthenium; hydrogen In dodecane; water at 220℃; under 37503.8 Torr; for 3h; Autoclave;	89 %Chromat.
With hydrogen at 130℃; under 15001.5 Torr; for 6h; Ionic liquid; Autoclave; Schlenk technique;	94.3 %Chromat.
With hydrogen In decalin at 200℃; under 75007.5 Torr; for 3h;

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 4,4'-oxybis-((bromomethyl)benzene) (4542-75-0)

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 80 - 90℃; for 6.5h; Inert atmosphere;	93%
With bromine; ethylene dibromide; dibenzoyl peroxide Irradiation.Sonnenlicht;
With N-Bromosuccinimide; dibenzoyl peroxide
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 80℃;
With hydrogen bromide; dihydrogen peroxide In 1,2-dichloro-ethane for 12h; Cooling with ice; Irradiation;

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → oxybis(benzoic acid) (2215-89-6)

Conditions	Yield
With dihydrogen peroxide; sodium carbonate at 100℃; under 7500.75 Torr; for 18h; Reagent/catalyst; Pressure;	93%
With pyridine; cobalt(III) acetylacetonate; dihydrogen peroxide; sodium carbonate In acetic acid at 100℃; under 15001.5 Torr; for 6h; Reagent/catalyst; Temperature; Solvent; Pressure;	92%
With 2-chloroanthracene-9,10-dione; water; oxygen; trifluoroacetic acid In ethyl acetate for 72h; Irradiation;	70%

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2,8-dimethyl-10,10-dichlorophenoxatellurine (21797-71-7)

Conditions	Yield
With tellurium tetrachloride at 200℃; for 4h;	93%

sodium methylate (124-41-4) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 4,4'-Bis-methoxymethyl diphenyl ether (2509-26-4)

Conditions	Yield
Stage #1: 1,1'-oxybis(4-methyl-benzene) With 2,2'-azobis(isobutyronitrile); bromine In benzene at 80℃; for 3h; Reflux; Stage #2: sodium methylate In methanol at 45℃; for 2h; Temperature; Reflux;	92.8%

sodium isopropylate (683-60-3) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 4,4'-diisopropoxymethyldiphenyl ether

Conditions	Yield
Stage #1: 1,1'-oxybis(4-methyl-benzene) With 2,2'-azobis(isobutyronitrile); bromine In tetrachloromethane at 80℃; for 4.1h; Reflux; Stage #2: sodium isopropylate In isopropyl alcohol at 50℃; for 3h; Reflux;	92.8%

benzoic acid (65-85-0) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2, 7-dimethyl-9-phenyl xanthen-9-ol (854864-70-3)

Conditions	Yield
With trichlorophosphate; zinc(II) chloride at 95℃; for 2h; Product distribution / selectivity; Friedel Crafts Reaction;	91.8%
With zinc(II) chloride; trichlorophosphate at 95℃; for 4h;	66%
With zinc(II) chloride; trichlorophosphate at 80 - 95℃;
With zinc(II) chloride; trichlorophosphate at 95℃; for 4h;

sodium ethanolate (141-52-6) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 4,4'-diethoxymethyldiphenyl ether (3287-73-8)

Conditions	Yield
Stage #1: 1,1'-oxybis(4-methyl-benzene) With 2,2'-azobis(isobutyronitrile); bromine In tetrachloromethane at 80℃; for 3.2h; Reflux; Stage #2: sodium ethanolate In ethanol at 46℃; for 2h; Reflux;	91.2%

oxalyl dichloride (79-37-8) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2,7-dimethylxanthen-9-one (7573-15-1)

Conditions	Yield
With aluminium trichloride In carbon disulfide at 0 - 20℃; for 18h;	90%
With aluminum (III) chloride In dichloromethane at 0℃; Friedel Crafts reaction; Inert atmosphere; Reflux;	77%
With carbon disulfide; aluminium trichloride

benzoyl chloride (98-88-4) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2-<(p-methylphenyl)oxy>-5-methylbenzophenone (134312-16-6)

Conditions	Yield
With aluminium trichloride In carbon disulfide at 0℃; for 3h;	90%

methanol (67-56-1) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → dimethyl 4,4'-oxydibenzoate (14387-30-5)

Conditions	Yield
With hydrogenchloride; oxygen; 9-(2-mesityl)-10-methylacridinium perchlorate at 20℃; under 760.051 Torr; for 30h; Schlenk technique; Irradiation; Green chemistry;	90%
With 2,3-dicarboxyanthraquinone; oxygen for 48h; Irradiation;	80%

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → p-cresol (106-44-5)

Conditions	Yield
With lithium aluminium tetrahydride; iron(III)-acetylacetonate; sodium t-butanolate In toluene at 140℃; for 24h; Inert atmosphere;	88%

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 4-(4-formylphenoxy)benzaldehyde (2215-76-1)

Conditions	Yield
With sodium persulfate; copper diacetate; iron(II) sulfate; dimethyl sulfoxide In water; acetonitrile at 75℃; for 0.75h;	87%
With sodium persulfate; dimethylsulfide; copper diacetate; iron(II) sulfate In water; acetonitrile at 75℃; for 1.08333h;	84%
With sodium persulfate; racemic methyl phenyl sulfoxide; copper diacetate; iron(II) sulfate In water; acetonitrile at 75℃; for 0.75h;	84%
Multi-step reaction with 2 steps 1: 1,2-dibromo-ethane; dibenzoyl peroxide; bromine / Irradiation.Sonnenlicht 2: CHCl3 / Erhitzen des Reaktionsprodukts mit wss. Essigsaeure und anschliessend mit wss. HCl View Scheme

1,1'-oxybis(4-methyl-benzene) (1579-40-4) + 4-nitro-benzoic acid (62-23-7) → 2,7-dimethyl-9-(4-nitrophenyl)-xanthen-9-ol (1392228-32-8)

Conditions	Yield
With zinc(II) chloride; trichlorophosphate at 95℃; for 4h;	86%

5-t-butylisophthalic acid (2359-09-3) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 9,9'-(5-(tert-butyl)-1,3-phenylene)bis(2,7-dimethyl-9H-xanthen-9-ol)

Conditions	Yield
With zinc(II) chloride; trichlorophosphate In neat (no solvent) at 100℃; for 24h; Inert atmosphere;	85%

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 4-(4'-methylphenoxy)benzonitrile (37563-42-1)

Conditions	Yield
With sodium azide; copper(ll) sulfate pentahydrate; [bis(acetoxy)iodo]benzene In acetonitrile at -40 - 25℃; Inert atmosphere;	83%

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2,8-dimethyldibenzofuran (1136-79-4)

Conditions	Yield
With oxygen; palladium diacetate at 55℃;	82%
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; copper dichloride 1.) Et2O, cyclohexane, RT, 16 h, 2.) Et2O, cyclohexane, 5 deg C, 3 h; Yield given. Multistep reaction;

1,1'-oxybis(4-methyl-benzene) (1579-40-4) → cis-4-methyl-N-(4-methylcyclohexyl)benzenamine + trans-4-methyl-N-(4-methylcyclohexyl)benzenamine + toluene (108-88-3)

Conditions	Yield
With sodium tetrahydroborate; 10 wt% Pd(OH)2 on carbon; ammonia In water; m-xylene at 150℃; for 24h; Inert atmosphere; Sealed tube;	A 82% B n/a C 88 %Chromat.

4-(1,1-dimethylethyl)benzoic acid (98-73-7) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2,7-dimethyl-9-(4-t-butyl)phenylxanthene-9-ol (862125-81-3)

Conditions	Yield
With trichlorophosphate; zinc(II) chloride for 2h; Friedel Crafts Reaction;	81%
With zinc(II) chloride; trichlorophosphate at 95℃; for 4h;	70%

ammonium formate (16712-16-6, 64165-14-6, 65387-22-6, 70179-79-2, 540-69-2) + 1,1'-oxybis(4-methyl-benzene) (1579-40-4) → 2,7-dimethylxanthen-9-one (7573-15-1)

Conditions	Yield
With dipotassium peroxodisulfate; sulfuric acid; palladium diacetate; trifluoroacetic acid at 45℃;	80%

Upstream product

• 106-44-5 p-cresol 
• 499-75-2 carvacrol 
• 106-38-7 para-bromotoluene 
• 1192-96-7 potassium p-cresolate 
• 72269-62-6 aluminium tris(p-methylphenoxide) 
• 624-31-7 4-tolyl iodide 
• 3744-11-4 tris(4-methylphenyl)sulfonium bromide 
• 1121-70-6 sodium 4-methylphenoxide 
• 83-34-1 3-Methylindole 
• 3076-56-0 p-tolyllead triacetate 
• 67-56-1 methanol 
• 106-43-4 para-chlorotoluene 
• 99-99-0 1-methyl-4-nitrobenzene 
• 123726-16-9 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 

Downstream Products

• 860595-00-2 2-(5-methyl-2-p-tolyloxy-benzoyl)-benzoic acid 
• 55517-27-6 1-(5-methyl-2-p-tolyloxy-phenyl)-ethanone 
• 21797-73-9 2,8-dimethyl-phenoxathiine 
• 27044-93-5 2-bromo-di-p-tolyl ether 
• 609-93-8 2,6-dinitro-p-cresol 
• 68486-17-9 (2-chloro-4-methyl-phenyl)-p-tolyl ether 
• 4542-75-0 4,4'-oxybis-((bromomethyl)benzene) 
• 68486-41-9 bis-(2-chloro-4-methyl-phenyl)-ether 
• 2215-89-6 oxybis(benzoic acid) 
• 27996-10-7 2,2'-dibromo-4,4'-dimethyldiphenyl ether 
• 2236-38-6 4-Methyl-1-(4-methylphenoxy)-2-nitrobenzene 
• 21387-95-1 bis-(4-methyl-2-nitro-phenyl)-ether 
• 859181-41-2 bis-(4-methyl-2,6-dinitro-phenyl)-ether 
• 21990-63-6 2,8-dimethyl-10-phenylphenoxaphosphinine 10-oxide 

Relevant articles and documents

Palladium(II) thiosemicarbazone complex: Synthesis, structure and application to carbon-oxygen cross-coupling reaction

A simple route for the synthesis of square-planar palladium(II) 3-methyl-thiophene-2-aldehyde thiosemicarbazone complex is described. The composition of the complex has been established by elemental analysis and spectral methods. The molecular structure was confirmed by single crystal X-ray diffraction study. Further, the complex was used as a potential catalyst for the carbon-oxygen cross-coupling reaction of activating, non-activating and deactivating aryl iodides or aryl bromides with p-cresol.

Synthesis of diaryl ethers using an easy-to-prepare, air-stable, soluble copper(I) catalyst

We have found that bromo(triphenylphosphine)copper(I), an air-stable and soluble copper(I) complex, can be used as a catalyst in the synthesis of diaryl ethers. Using this catalyst, we have synthesized diaryl ethers from electron-rich aryl bromides and electron-rich phenols in the presence of cesium carbonate, in 17-24 h, in NMP. We also found that electron-deficient aryl bromides couple with phenols in the presence of cesium carbonate, in 6 h in NMP at 70°C, without the catalyst.

Pd-Catalyzed Etherification of Nitroarenes

The Pd-catalyzed etherification of nitroarenes with arenols has been achieved using a new rationally designed ligand. Mechanistic insights were used to design the ligand so that both the oxidative addition and reductive elimination steps of a plausible catalytic cycle were facilitated. The catalytic system established here provides direct access to a range of unsymmetrical diaryl ethers from nitroarenes.

CoII Immobilized on Aminated Magnetic-Based Metal–Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C–O Cross-Coupling Reaction in Solvent-Free Conditions

Abstract: In this paper, we report the synthesis of Fe3O4?AMCA-MIL53(Al)-NH2-CoII NPs based on the metal–organic framework structures as a magnetically separable and environmentally friendly heterogeneous nanocatalyst. The prepared nanostructured catalyst efficiently promotes the C–O cross-coupling reaction in solvent-free conditions without the need for using toxic solvents and/or expensive palladium catalyst. Graphic Abstract: [Figure not available: see fulltext.].