Product Name

  • Name

    4-Tolyl ether

  • EINECS 216-423-0
  • CAS No. 1579-40-4
  • Article Data59
  • CAS DataBase
  • Density 1.029 g/cm3
  • Solubility
  • Melting Point 47-49 °C(lit.)
  • Formula C14H14O
  • Boiling Point 285.5 °C at 760 mmHg
  • Molecular Weight 198.265
  • Flash Point 121.3 °C
  • Transport Information UN 3077 9/PG 3
  • Appearance
  • Safety 26-36-61
  • Risk Codes 36/37/38-50/53
  • Molecular Structure Molecular Structure of 1579-40-4 (4-Tolyl ether)
  • Hazard Symbols IrritantXi, DangerousN
  • Synonyms p-Tolylether (6CI,7CI,8CI);4,4'-Dimethyldiphenyl ether;Bis(4-methylphenyl) ether;Di-p-Tolyl ether;p-(p-Tolyloxy)toluene;
  • PSA 9.23000
  • LogP 4.09570

Synthetic route

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

p-cresol

4-tolyl iodide
624-31-7

4-tolyl iodide

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

p-cresol

2,4-dimethoxyphenyl(4-methylphenyl)iodonium tosylate
1428064-59-8

2,4-dimethoxyphenyl(4-methylphenyl)iodonium tosylate

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 50℃; for 6h; regioselective reaction;93%
p-cresol
106-44-5

p-cresol

para-bromotoluene
106-38-7

para-bromotoluene

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

4-tolyl iodide

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

p-cresol

bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane

bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran at 40℃;88%
para-bromotoluene
106-38-7

para-bromotoluene

tert-Butyl(dimethyl)-(4-methylphenoxy)silane
62790-85-6

tert-Butyl(dimethyl)-(4-methylphenoxy)silane

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 100℃; for 8h;81%
para-bromotoluene
106-38-7

para-bromotoluene

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

para-chlorotoluene

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With potassium phosphate; tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In 1,4-dioxane at 100℃; for 20h;72%
piperazine
110-85-0

piperazine

para-bromotoluene
106-38-7

para-bromotoluene

A

p-cresol
106-44-5

p-cresol

B

1,4-bis(4-methylphenyl)piperazine
3367-48-4

1,4-bis(4-methylphenyl)piperazine

C

toluene
108-88-3

toluene

D

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

sodium 4-methylphenoxide

poly(styrene p-tolyliodonium) hydrogensulfate

poly(styrene p-tolyliodonium) hydrogensulfate

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100℃; for 24h;65%
p-cresol
106-44-5

p-cresol

para-chlorotoluene
106-43-4

para-chlorotoluene

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

para-bromotoluene

diethylamine
109-89-7

diethylamine

A

p-cresol
106-44-5

p-cresol

B

N,N-diethyl-p-toluidine
613-48-9

N,N-diethyl-p-toluidine

C

toluene
108-88-3

toluene

D

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With piperidine; sodium hydroxide In dichloromethane at 40℃; for 14h;11%
furan
110-00-9

furan

bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane

bis(4-methylphenyl)(trifluoromethanesulfonato)-λ3-iodane

A

1,4-dihydro-1,4-epoxy-6-methylnaphthalene
19061-31-5

1,4-dihydro-1,4-epoxy-6-methylnaphthalene

B

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane at 20℃; for 22h; Diels-Alder Cycloaddition;A 11%
B 11%
p-cresol
106-44-5

p-cresol

carvacrol
499-75-2

carvacrol

A

(5-isopropyl-2-methyl-phenyl)-p-tolyl ether
98511-24-1

(5-isopropyl-2-methyl-phenyl)-p-tolyl ether

B

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
at 440 - 450℃;
p-cresol
106-44-5

p-cresol

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

para-bromotoluene

potassium p-cresolate
1192-96-7

potassium p-cresolate

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With p-cresol; copper at 200 - 240℃;
2-(5-methyl-2-p-tolyloxy-benzoyl)-benzoic acid
860595-00-2

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

A

benzene-1,2-dicarboxylic acid
88-99-3

benzene-1,2-dicarboxylic acid

B

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
in der Kalischmelze;
aluminium tris(p-methylphenoxide)
72269-62-6

aluminium tris(p-methylphenoxide)

A

p-cresol
106-44-5

p-cresol

B

2,7-dimethyl-xanthene
13333-92-1

2,7-dimethyl-xanthene

C

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
bei der trocknen Destillation;
p-cresol
106-44-5

p-cresol

p-toluidine
106-49-0

p-toluidine

A

4-Methyl-2-p-tolyl-phenol
107775-15-5

4-Methyl-2-p-tolyl-phenol

B

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With sulfuric acid at 95℃; Diazotization;
tris(4-methylphenyl)sulfonium bromide
3744-11-4

tris(4-methylphenyl)sulfonium bromide

A

di-(p-tolyl)sulfane
620-94-0

di-(p-tolyl)sulfane

B

toluene
108-88-3

toluene

C

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

4,4'-oxybis-((bromomethyl)benzene)

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With copper(II) sulfate; acetic acid; zinc
potassium p-cresolate
1192-96-7

potassium p-cresolate

bis(4-methylphenyl)iodonium bromide
6293-68-1

bis(4-methylphenyl)iodonium bromide

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
In N,N-dimethyl-formamide
tris(4-methylphenyl)sulfonium bromide
3744-11-4

tris(4-methylphenyl)sulfonium bromide

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With potassium hydroxide at 150 - 160℃;
para-bromotoluene
106-38-7

para-bromotoluene

sodium 4-methylphenoxide
1121-70-6

sodium 4-methylphenoxide

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
With copper(I) oxide In N,N-dimethyl acetamide at 166℃;
3-Methylindole
83-34-1

3-Methylindole

p-tolyllead triacetate
3076-56-0

p-tolyllead triacetate

A

1-(4-methyl-phenyl)-3-methyl-1H-indole

1-(4-methyl-phenyl)-3-methyl-1H-indole

B

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

p-tolyllead triacetate

A

1-(4-methyl-phenyl)-3-methyl-1H-indole

1-(4-methyl-phenyl)-3-methyl-1H-indole

B

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

methanol

tri-p-tolyloxonium tetrafluoroborate

tri-p-tolyloxonium tetrafluoroborate

A

4-Methylanisole
104-93-8

4-Methylanisole

B

1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

C

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

2,8-Dimethyl-5-hydroxy-5-oxo-Pv-dibenzo<1,4>oxaphosphorin
15320-91-9

2,8-Dimethyl-5-hydroxy-5-oxo-Pv-dibenzo<1,4>oxaphosphorin

Conditions
ConditionsYield
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

phenylphosphinic acid

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

2,8-dimethyl-10-phenylphenoxaphosphinine 10-oxide
21990-63-6

2,8-dimethyl-10-phenylphenoxaphosphinine 10-oxide

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

methyl cyclohexane
82166-21-0

methyl cyclohexane

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

4,4'-oxybis-((bromomethyl)benzene)
4542-75-0

4,4'-oxybis-((bromomethyl)benzene)

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

oxybis(benzoic acid)
2215-89-6

oxybis(benzoic acid)

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

2,8-dimethyl-10,10-dichlorophenoxatellurine
21797-71-7

2,8-dimethyl-10,10-dichlorophenoxatellurine

Conditions
ConditionsYield
With tellurium tetrachloride at 200℃; for 4h;93%
sodium methylate
124-41-4

sodium methylate

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

4,4'-Bis-methoxymethyl diphenyl ether
2509-26-4

4,4'-Bis-methoxymethyl diphenyl ether

Conditions
ConditionsYield
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

sodium isopropylate

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

4,4'-diisopropoxymethyldiphenyl ether

4,4'-diisopropoxymethyldiphenyl ether

Conditions
ConditionsYield
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

benzoic acid

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

2, 7-dimethyl-9-phenyl xanthen-9-ol
854864-70-3

2, 7-dimethyl-9-phenyl xanthen-9-ol

Conditions
ConditionsYield
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

sodium ethanolate

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

4,4'-diethoxymethyldiphenyl ether
3287-73-8

4,4'-diethoxymethyldiphenyl ether

Conditions
ConditionsYield
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

oxalyl dichloride

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

2,7-dimethylxanthen-9-one
7573-15-1

2,7-dimethylxanthen-9-one

Conditions
ConditionsYield
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

benzoyl chloride

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

2-<(p-methylphenyl)oxy>-5-methylbenzophenone
134312-16-6

2-<(p-methylphenyl)oxy>-5-methylbenzophenone

Conditions
ConditionsYield
With aluminium trichloride In carbon disulfide at 0℃; for 3h;90%
methanol
67-56-1

methanol

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

dimethyl 4,4'-oxydibenzoate
14387-30-5

dimethyl 4,4'-oxydibenzoate

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

p-cresol
106-44-5

p-cresol

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

4-(4-formylphenoxy)benzaldehyde
2215-76-1

4-(4-formylphenoxy)benzaldehyde

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

2,7-dimethyl-9-(4-nitrophenyl)-xanthen-9-ol
1392228-32-8

2,7-dimethyl-9-(4-nitrophenyl)-xanthen-9-ol

Conditions
ConditionsYield
With zinc(II) chloride; trichlorophosphate at 95℃; for 4h;86%
5-t-butylisophthalic acid
2359-09-3

5-t-butylisophthalic acid

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

9,9'-(5-(tert-butyl)-1,3-phenylene)bis(2,7-dimethyl-9H-xanthen-9-ol)

9,9'-(5-(tert-butyl)-1,3-phenylene)bis(2,7-dimethyl-9H-xanthen-9-ol)

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

4-(4'-methylphenoxy)benzonitrile
37563-42-1

4-(4'-methylphenoxy)benzonitrile

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

2,8-dimethyldibenzofuran
1136-79-4

2,8-dimethyldibenzofuran

Conditions
ConditionsYield
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

1,1'-oxybis(4-methyl-benzene)

cis-4-methyl-N-(4-methylcyclohexyl)benzenamine

cis-4-methyl-N-(4-methylcyclohexyl)benzenamine

trans-4-methyl-N-(4-methylcyclohexyl)benzenamine

trans-4-methyl-N-(4-methylcyclohexyl)benzenamine

C

toluene
108-88-3

toluene

Conditions
ConditionsYield
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

4-(1,1-dimethylethyl)benzoic acid

1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

2,7-dimethyl-9-(4-t-butyl)phenylxanthene-9-ol
862125-81-3

2,7-dimethyl-9-(4-t-butyl)phenylxanthene-9-ol

Conditions
ConditionsYield
With trichlorophosphate; zinc(II) chloride for 2h; Friedel Crafts Reaction;81%
With zinc(II) chloride; trichlorophosphate at 95℃; for 4h;70%
1,1'-oxybis(4-methyl-benzene)
1579-40-4

1,1'-oxybis(4-methyl-benzene)

2,7-dimethylxanthen-9-one
7573-15-1

2,7-dimethylxanthen-9-one

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

4-Tolyl ether Chemical Properties

MF: C14H14O
MW: 198.260 g/mol
EINECS: 216-423-0
Flash Point: 121.3 °C
Index of Refraction: 1.56
Melting Point: 47-49 °C(lit.)
Enthalpy of Vaporization: 50.35 kJ/mol 
Boiling Point: 285.5 °C at 760 mmHg 
Vapour Pressure: 0.0048 mmHg at 25°C 
IUPAC Name: 1-methyl-4-(4-methylphenoxy)benzene
Density of P-(p-Tolyloxy)toluene (1579-40-4): 1.029 g/cm3
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
Product Categories: Ethers ; Organic Building Blocks ; Oxygen Compounds
Following is the molecular structure of P-(p-Tolyloxy)toluene (1579-40-4):

 

4-Tolyl ether Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H SEV

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545443 .
2.    

orl-rat LDLo:2250 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0537676 .
3.    

ihl-rat LC :>184 ppm/4H

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0537676 .
4.    

skn-rbt LDLo:7940 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0545443 .

4-Tolyl ether Consensus Reports

Reported in EPA TSCA Inventory.

4-Tolyl ether Safety Profile

Moderately toxic by ingestion and inhalation. Low toxicity by skin contact. A severe skin irritant. When heated to decomposition it emits acrid smoke and irritating vapors.
Safety Information of P-(p-Tolyloxy)toluene (1579-40-4):
Hazard Codes: Xi,N
Xi: Irritant N: Dangerous for the environment
Risk Statements: 36/37/38-50/53
36/37/38: Irritating to eyes, respiratory system and skin 
50/53: Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
Safety Statements: 26-36-61
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing 
61: Avoid release to the environment. Refer to special instructions safety data sheet 
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: DA6625000
 

 

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