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inquiryBis(4-methylphenyl)methanol Application:Bis(4-methylphenyl)methanol
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inquiryConditions | Yield |
---|---|
With hydrogen In tetrahydrofuran at 60℃; under 760.051 Torr; for 45h; | 98% |
With sodium tetrahydroborate In isopropyl alcohol for 19h; Ambient temperature; | 97% |
With sodium tetrahydroborate In methanol; acetonitrile at 20℃; for 2h; | 97% |
4-methylphenylboronic acid
4-methyl-benzaldehyde
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
With Rh2(trifluoroacetate)4(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)2; potassium tert-butylate In methanol at 65℃; for 3h; Inert atmosphere; | 98% |
With sodium 2'‐(dicyclohexylphosphaneyl)‐2,6‐diisopropyl‐[1,1'‐biphenyl]‐3‐sulfonate; chloro(1,5-cyclooctadiene)rhodium(I) dimer; sodium hydroxide In water at 80℃; for 2h; Inert atmosphere; | 96.6% |
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; tris(2,4-di-tert-butylphenyl)phosphite; potassium carbonate In 1,4-dioxane at 60℃; Glovebox; Inert atmosphere; | 91% |
carbon monoxide
toluene
A
bis(p-methylphenyl)-methanone
B
4,4'-dimethylbenzhydrol
C
4-methyl-benzaldehyde
D
2-methylphenyl aldehyde
Conditions | Yield |
---|---|
With hydrogen fluoride; boron trifluoride at 45℃; under 37503.8 - 60006 Torr; for 1h; Further byproducts.; | A n/a B n/a C 91% D 5% |
(η2-4,4'-dimethylbenzophenone)zirconocene dimer
A
zirconocene dichloride
B
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
With hydrogenchloride; silica gel In diethyl ether under Ar, suspn. of educt in ether stirred with 10% HCl and small amts.of silica gel for 2 h; washed with Na2CO3 soln., dried over Na2SO4, evapd., chromd. (silica, hexane/ether); | A 32% B 87% |
Conditions | Yield |
---|---|
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: Methyl formate In tetrahydrofuran; hexane at -78 - 20℃; for 4.16667h; Inert atmosphere; | 85.2% |
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: Methyl formate In tetrahydrofuran; Hexachlorobutadiene at -78℃; for 1h; | 85.2% |
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Stage #2: Methyl formate In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere; | 85.2% |
Conditions | Yield |
---|---|
With C42H62ClO3PPd; sodium phosphate In toluene at 50℃; for 30h; | 84% |
Stage #1: tri(4-tolyl)boroxine; 4-methyl-benzaldehyde With [2,2]bipyridinyl; sodium acetate; copper(l) chloride In o-xylene at 135℃; for 6h; Stage #2: With hydrogenchloride In o-xylene; water | 83% |
3-phenyl-5H-1,4,2-dioxazol-5-one
A
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
Stage #1: C19H23NOS; 3-phenyl-5H-1,4,2-dioxazol-5-one With carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; silver(I) triflimide In 1,2-dichloro-ethane at 120℃; for 16h; Inert atmosphere; Sealed tube; Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 0.5h; Inert atmosphere; Sealed tube; | A n/a B 84% |
bis(p-methylphenyl)-methanone
A
4,4'-dimethylbenzhydrol
B
tetra(4-methylphenyl)-1,2-ethanediol
Conditions | Yield |
---|---|
With CdS(x)Se(1-x) x:0-1;; cesium acetate; para-thiocresol In toluene for 15h; Sealed tube; Inert atmosphere; Irradiation; | A 83% B 17% |
With aluminium; sodium chloride In ammonia at 25℃; for 4h; Irradiation; | A 71% B 24% |
With cyclohexylamine In acetonitrile; benzene Product distribution; Irradiation; influence of solvent on the course of photoreduction reaction; further solvents; | A 10 % Spectr. B 90 % Spectr. |
With cyclohexylamine In acetonitrile; benzene Irradiation; | A 10 % Spectr. B 90 % Spectr. |
Conditions | Yield |
---|---|
With diphenyl hydrogen phosphate; [Ni(dipy)(μ-Cl)2]; diisopropylamine; sodium iodide; zinc In hexane at 95℃; for 7h; Inert atmosphere; Sealed tube; | 83% |
Stage #1: 4-tolyl iodide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 4-methyl-benzaldehyde In tetrahydrofuran; hexane at -78℃; for 0.5h; | 53% |
Stage #1: 4-tolyl iodide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 4-methyl-benzaldehyde In tetrahydrofuran; hexane at -78℃; for 0.5h; | 53% |
Stage #1: 4-tolyl iodide With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: 4-methyl-benzaldehyde In tetrahydrofuran at -78 - 20℃; Inert atmosphere; |
Conditions | Yield |
---|---|
Stage #1: para-bromotoluene With magnesium In tetrahydrofuran for 1h; Inert atmosphere; Stage #2: 4-chlorobenzaldehyde In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 82% |
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
With silica gel at 25℃; Inert atmosphere; Glovebox; | 74% |
With water; silica gel In hexane; ethyl acetate at 25℃; Inert atmosphere; Glovebox; | 191 mg |
With sodium hydroxide In tetrahydrofuran; hexane; water for 0.5h; | |
With water; sodium hydroxide In tetrahydrofuran; water at 20℃; for 1h; | 159 mg |
With air In diethyl ether | 108 mg |
4-methylphenylboronic acid
4-methyl-benzaldehyde
acetone
A
bis(p-methylphenyl)-methanone
B
4,4'-dimethylbenzhydrol
C
4-(p-tolyl)-3-buten-2-one
Conditions | Yield |
---|---|
With potassium phosphate; platinacycle In toluene at 90 - 100℃; for 2h; | A n/a B n/a C 43% |
para-bromotoluene
formic acid ethyl ester
A
4-methylbenzoic acid ethyl ester
B
4,4'-dimethylbenzhydrol
C
4-methyl-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: formic acid ethyl ester In tetrahydrofuran; hexane at -78℃; for 3h; Stage #3: With ethanol; iodine; potassium carbonate In tetrahydrofuran; hexane at -78 - 20℃; for 14h; | A 12% B 41% C 27% |
Conditions | Yield |
---|---|
With sodium amalgam; diethyl ether; benzene |
tetra(4-methylphenyl)-1,2-ethanediol
Phenetole
A
bis(p-methylphenyl)-methanone
B
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
at 145℃; Kinetics; sowie bei 152grad; |
para-methylphenylmagnesium bromide
formic acid ethyl ester
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
With diethyl ether anschliessend Erwaermen; | |
In diethyl ether |
para-methylphenylmagnesium bromide
formic acid ethyl ester
A
4,4'-dimethylbenzhydrol
B
1,1,2,2-tetra(p-tolyl)ethane
Conditions | Yield |
---|---|
With diethyl ether |
ethanol
Di(p-tolyl)methyl-p-nitrobenzoat
A
4,4'-dimethylbenzhydrol
B
C17H20O
Conditions | Yield |
---|---|
With pyridine; water at 60℃; Mechanism; Product distribution; different rates of solvents; |
ethanol
3,5-dinitro-benzoic acid benzhydryl ester
A
4,4'-dimethylbenzhydrol
B
C17H20O
Conditions | Yield |
---|---|
With pyridine; water at 100℃; Mechanism; Product distribution; different rates of solvents; |
Conditions | Yield |
---|---|
With magnesium 1.) diethyl ether, 2.) 0.5 h; Yield given. Multistep reaction; | |
Grignard reaction; | |
Stage #1: para-bromotoluene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.333333h; Inert atmosphere; Stage #2: 4-methyl-benzaldehyde In tetrahydrofuran; hexane for 0.333333h; Inert atmosphere; Stage #3: With water In tetrahydrofuran; hexane Inert atmosphere; | |
Stage #1: para-bromotoluene; 4-methyl-benzaldehyde With magnesium In tetrahydrofuran at 20 - 85℃; for 2h; Stage #2: In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | |
Stage #1: para-bromotoluene With magnesium In diethyl ether at 20℃; for 2h; Inert atmosphere; Stage #2: 4-methyl-benzaldehyde In diethyl ether at 20℃; for 2h; Inert atmosphere; |
4-methyl-benzaldehyde
para-methylphenylmagnesium bromide
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
In tetrahydrofuran for 2h; Heating; Yield given; | |
In diethyl ether for 144h; Reflux; | |
In diethyl ether | |
In tetrahydrofuran at 0 - 20℃; | |
In tetrahydrofuran at 20℃; Inert atmosphere; |
ethanol
bis(4-methylphenyl)diazomethane
4-nitro-benzoic acid
A
4,4'-dimethylbenzhydrol
B
Di(p-tolyl)methyl-p-nitrobenzoat
C
C17H20O
Conditions | Yield |
---|---|
With pyridine; water at 25℃; Mechanism; Product distribution; different rates of solvents; | A n/a B 53.6 % Chromat. C n/a |
Conditions | Yield |
---|---|
With water In tetrahydrofuran Heating; |
bis(4-methyldiphenyl)methylium
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
With water In sulfuric acid; acetic acid Equilibrium constant; | |
With water In acetonitrile at 20℃; Kinetics; |
bis(p-methylphenyl)-methanone
ethanol
A
4,4'-dimethylbenzhydrol
B
tetra(4-methylphenyl)-1,2-ethanediol
diethyl ether
tetra(4-methylphenyl)-1,2-ethanediol
benzene
4,4'-dimethylbenzhydrol
bis(4-methylphenyl)methyl chloride
benzene
A
bis(p-methylphenyl)-methanone
B
4,4'-dimethylbenzhydrol
C
1,1,2,2-tetra(p-tolyl)ethane
D
bis[bis(p-tolyl)methyl] ether
Conditions | Yield |
---|---|
in Gegenwart von Sauerstoff; |
4,4'-dimethylbenzhydrol
bis(4-methylphenyl)methyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride; calcium chloride In dichloromethane | 100% |
With hydrogenchloride In dichloromethane; water at 20℃; for 120h; | 88% |
With hydrogenchloride; diethyl ether; calcium chloride; Petroleum ether |
Conditions | Yield |
---|---|
With iodine; hypophosphorous acid In acetic acid at 60℃; for 24h; | 100% |
With o-benzenedisulfonimide; isopropyl alcohol at 80℃; for 5h; | 100% |
With palladium dichloride In methanol at 40℃; for 18h; Inert atmosphere; Green chemistry; chemoselective reaction; | 89% |
4,4'-dimethylbenzhydrol
toluene-4-sulfonamide
A
bis[bis(p-tolyl)methyl] ether
B
C22H23NO2S
Conditions | Yield |
---|---|
With acidic mesoporous zeolite β-catalyst In 1,2-dichloro-ethane at 80℃; for 6h; Sealed tube; Inert atmosphere; | A n/a B 100% |
4,4'-dimethylbenzhydrol
benzyl alcohol
bis(4-tolyl)methyl benzyl ether
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate In 1,2-dichloro-ethane at 60℃; for 12h; Green chemistry; | 99% |
With platinum on carbon at 130℃; for 1h; Neat (no solvent); | 82% |
1-(2-methyl-1-phenyl-3-(2,2-diphenylvinylidene)cyclopropyl)benzene
4,4'-dimethylbenzhydrol
C45H38
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Intramolecular Friedel-Crafts reaction; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h; | 99% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h; Reagent/catalyst; | 99% |
4,4'-dimethylbenzhydrol
cyclohexanone
A
hexahydro-2H-oxepin-2-one
B
bis(p-methylphenyl)-methanone
Conditions | Yield |
---|---|
Stage #1: 4,4'-dimethylbenzhydrol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 8h; Stage #2: With bis(3-trifluoromethyl) diselenide In 2,2,2-trifluoroethanol; ethyl acetate at 30℃; for 6h; Baeyer-Villiger Ketone Oxidation; | A 99% B 99% |
Stage #1: 4,4'-dimethylbenzhydrol; cyclohexanone With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In ethyl acetate at 75℃; for 22h; Baeyer-Villiger Ketone Oxidation; Stage #2: With ammonium cerium (IV) nitrate; 1,1,1,3',3',3'-hexafluoro-propanol In ethyl acetate at 45℃; for 10h; Baeyer-Villiger Ketone Oxidation; |
4,4'-dimethylbenzhydrol
bis[bis(p-tolyl)methyl] ether
Conditions | Yield |
---|---|
With iodine In dichloromethane at 25℃; for 1.5h; | 98% |
(i) nPrCaI, THF, (ii) (CO2Et)2; Multistep reaction; |
Conditions | Yield |
---|---|
With diisopropyl-carbodiimide In toluene at 120℃; for 24h; Inert atmosphere; Sealed tube; | 98% |
With dimanganese decacarbonyl In toluene at 120℃; Sealed tube; | 97% |
With tert.-butylhydroperoxide; bismuth(III) oxide In water; ethyl acetate for 4h; Kinetics; Concentration; Reflux; chemoselective reaction; | 92% |
trimethylsilyl cyanide
4,4'-dimethylbenzhydrol
bis(4-methylphenyl)acetonitrile
Conditions | Yield |
---|---|
With indium(III) bromide In dichloromethane at 20℃; Inert atmosphere; | 98% |
With indium(III) bromide In dichloromethane at 20℃; Inert atmosphere; | 98% |
With zinc trifluoromethanesulfonate In nitromethane at 100℃; for 16h; Inert atmosphere; | 79% |
With indium(III) chloride In dichloromethane at 20℃; for 13h; Inert atmosphere; | |
Stage #1: 4,4'-dimethylbenzhydrol With molybdenum(V) chloride In dichloromethane at 23℃; for 0.25h; Stage #2: trimethylsilyl cyanide In dichloromethane at 23℃; for 3h; |
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate In 1,2-dichloro-ethane at 60℃; for 4h; Green chemistry; | 98% |
With sulfuric acid; acetic acid |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h; | 98% |
2-carbethoxyindole
4,4'-dimethylbenzhydrol
ethyl 3-[bis(4-methylphenyl)methyl]-indole-2-carboxylate
Conditions | Yield |
---|---|
97% | |
97% |
Conditions | Yield |
---|---|
With triethylamine In diethyl ether at 0 - 25℃; for 2.08333h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h; | 96% |
Conditions | Yield |
---|---|
platinum on activated charcoal at 130℃; for 3h; | 95% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In dibutyl ether at 50℃; for 24h; | 95% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In water at 40℃; for 1h; Green chemistry; | 95% |
styrene
4,4'-dimethylbenzhydrol
(E)-4,4'-(3-phenylprop-2-ene-1,1-diyl)bis(methylbenzene)
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In ethylene dibromide at 60℃; Air atmosphere; stereoselective reaction; | 94% |
4,4'-dimethylbenzhydrol
p-toluidine
2,6-bis(bis(p-methylphenyl)methyl)-4-methylaniline
Conditions | Yield |
---|---|
With hydrogenchloride; zinc(II) chloride at 160℃; | 93% |
With hydrogenchloride; zinc(II) chloride at 160℃; for 1.5h; | 89% |
With hydrogenchloride; zinc(II) chloride In water at 120 - 160℃; for 0.5h; | 74% |
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In toluene at 90℃; for 14h; | 93% |
Conditions | Yield |
---|---|
With stannic bromide In dichloromethane at 20℃; for 24h; Friedel-Crafts Alkylation; Inert atmosphere; | 92% |
4,4'-dimethylbenzhydrol
2-[(E/Z)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindole-1,3-dione
Conditions | Yield |
---|---|
With iron(III) chloride hexahydrate In 1,2-dichloro-ethane at 120℃; for 2h; Inert atmosphere; stereoselective reaction; | 92% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In water at 40℃; for 1h; Solvent; Temperature; Green chemistry; | 92% |
4,4'-dimethylbenzhydrol
Conditions | Yield |
---|---|
With nitrosylchloride; triethylamine In dichloromethane at -78 - -30℃; for 0.5h; | 91% |
Conditions | Yield |
---|---|
With iron(III) chloride In 1,2-dichloro-ethane at 70℃; for 10h; | 91% |
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