Product Name

  • Name

    4,4'-DIMETHYLBENZHYDROL

  • EINECS
  • CAS No. 885-77-8
  • Article Data113
  • CAS DataBase
  • Density 1.063g/cm3
  • Solubility Insoluble in water.
  • Melting Point 71-73°C
  • Formula C15H16O
  • Boiling Point 352.7 °C at 760 mmHg
  • Molecular Weight 212.291
  • Flash Point 149.2 °C
  • Transport Information
  • Appearance
  • Safety 22-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 885-77-8 (4,4'-DIMETHYLBENZHYDROL)
  • Hazard Symbols
  • Synonyms Benzhydrol,4,4'-dimethyl- (6CI,7CI,8CI);4,4'-Dimethylbenzhydrol;4-Methyl-a-(4-methylphenyl)benzenemethanol;Bis(4-methylphenyl)carbinol;Bis(4-methylphenyl)methanol;Di-p-tolylcarbinol;Di-p-tolylmethanol;NSC 129834;XA 100;
  • PSA 20.23000
  • LogP 3.38510

Synthetic route

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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
5720-05-8

4-methylphenylboronic acid

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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
201230-82-2

carbon monoxide

toluene
108-88-3

toluene

A

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

B

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

C

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

D

2-methylphenyl aldehyde
529-20-4

2-methylphenyl aldehyde

Conditions
ConditionsYield
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
80731-92-6

(η2-4,4'-dimethylbenzophenone)zirconocene dimer

A

zirconocene dichloride
1291-32-3

zirconocene dichloride

B

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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%
Methyl formate
107-31-3

Methyl formate

para-bromotoluene
106-38-7

para-bromotoluene

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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%
tri(4-tolyl)boroxine
5084-80-0

tri(4-tolyl)boroxine

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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%
C19H23NOS

C19H23NOS

3-phenyl-5H-1,4,2-dioxazol-5-one
19226-36-9

3-phenyl-5H-1,4,2-dioxazol-5-one

A

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

B

7-methyl-2-phenyl-4-p-tolyl-quinazoline

7-methyl-2-phenyl-4-p-tolyl-quinazoline

Conditions
ConditionsYield
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
611-97-2

bis(p-methylphenyl)-methanone

A

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

B

tetra(4-methylphenyl)-1,2-ethanediol
913-86-0

tetra(4-methylphenyl)-1,2-ethanediol

Conditions
ConditionsYield
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.
4-tolyl iodide
624-31-7

4-tolyl iodide

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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;
para-bromotoluene
106-38-7

para-bromotoluene

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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%
2-(di-p-tolylmethoxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

2-(di-p-tolylmethoxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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 ether108 mg
4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

acetone
67-64-1

acetone

A

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

B

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

C

4-(p-tolyl)-3-buten-2-one
4023-84-1, 3160-38-1

4-(p-tolyl)-3-buten-2-one

Conditions
ConditionsYield
With potassium phosphate; platinacycle In toluene at 90 - 100℃; for 2h;A n/a
B n/a
C 43%
para-bromotoluene
106-38-7

para-bromotoluene

formic acid ethyl ester
109-94-4

formic acid ethyl ester

A

4-methylbenzoic acid ethyl ester
94-08-6

4-methylbenzoic acid ethyl ester

B

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

C

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

Conditions
ConditionsYield
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%
tetra(4-methylphenyl)-1,2-ethanediol
913-86-0

tetra(4-methylphenyl)-1,2-ethanediol

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
With sodium amalgam; diethyl ether; benzene
tetra(4-methylphenyl)-1,2-ethanediol
913-86-0

tetra(4-methylphenyl)-1,2-ethanediol

Phenetole
103-73-1

Phenetole

A

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

B

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
at 145℃; Kinetics; sowie bei 152grad;
para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

formic acid ethyl ester
109-94-4

formic acid ethyl ester

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
With diethyl ether anschliessend Erwaermen;
In diethyl ether
para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

formic acid ethyl ester
109-94-4

formic acid ethyl ester

A

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

B

1,1,2,2-tetra(p-tolyl)ethane
40673-57-2

1,1,2,2-tetra(p-tolyl)ethane

Conditions
ConditionsYield
With diethyl ether
ethanol
64-17-5

ethanol

Di(p-tolyl)methyl-p-nitrobenzoat
73689-62-0

Di(p-tolyl)methyl-p-nitrobenzoat

A

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

B

C17H20O
68240-81-3

C17H20O

Conditions
ConditionsYield
With pyridine; water at 60℃; Mechanism; Product distribution; different rates of solvents;
ethanol
64-17-5

ethanol

3,5-dinitro-benzoic acid benzhydryl ester
21573-83-1

3,5-dinitro-benzoic acid benzhydryl ester

A

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

B

C17H20O
68240-81-3

C17H20O

Conditions
ConditionsYield
With pyridine; water at 100℃; Mechanism; Product distribution; different rates of solvents;
para-bromotoluene
106-38-7

para-bromotoluene

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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
104-87-0

4-methyl-benzaldehyde

para-methylphenylmagnesium bromide
4294-57-9

para-methylphenylmagnesium bromide

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
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
64-17-5

ethanol

bis(4-methylphenyl)diazomethane
1143-91-5

bis(4-methylphenyl)diazomethane

4-nitro-benzoic acid
62-23-7

4-nitro-benzoic acid

A

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

B

Di(p-tolyl)methyl-p-nitrobenzoat
73689-62-0

Di(p-tolyl)methyl-p-nitrobenzoat

C

C17H20O
68240-81-3

C17H20O

Conditions
ConditionsYield
With pyridine; water at 25℃; Mechanism; Product distribution; different rates of solvents;A n/a
B 53.6 % Chromat.
C n/a
bis(4-methylphenyl)diazomethane
1143-91-5

bis(4-methylphenyl)diazomethane

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
With water In tetrahydrofuran Heating;
bis(4-methyldiphenyl)methylium
58493-75-7

bis(4-methyldiphenyl)methylium

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
With water In sulfuric acid; acetic acid Equilibrium constant;
With water In acetonitrile at 20℃; Kinetics;
bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

ethanol
64-17-5

ethanol

sodium amalgam

sodium amalgam

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

ammonia
7664-41-7

ammonia

zinc dust

zinc dust

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

ethanol
64-17-5

ethanol

aluminium amalgam

aluminium amalgam

A

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

B

tetra(4-methylphenyl)-1,2-ethanediol
913-86-0

tetra(4-methylphenyl)-1,2-ethanediol

diethyl ether
60-29-7

diethyl ether

tetra(4-methylphenyl)-1,2-ethanediol
913-86-0

tetra(4-methylphenyl)-1,2-ethanediol

benzene
71-43-2

benzene

sodium-amalgam

sodium-amalgam

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(4-methylphenyl)methyl chloride
13389-70-3

bis(4-methylphenyl)methyl chloride

benzene
71-43-2

benzene

fine-dispersed silver

fine-dispersed silver

A

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

B

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

C

1,1,2,2-tetra(p-tolyl)ethane
40673-57-2

1,1,2,2-tetra(p-tolyl)ethane

D

bis[bis(p-tolyl)methyl] ether
37858-01-8

bis[bis(p-tolyl)methyl] ether

Conditions
ConditionsYield
in Gegenwart von Sauerstoff;
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(4-methylphenyl)methyl chloride
13389-70-3

bis(4-methylphenyl)methyl chloride

Conditions
ConditionsYield
With hydrogenchloride; calcium chloride In dichloromethane100%
With hydrogenchloride In dichloromethane; water at 20℃; for 120h;88%
With hydrogenchloride; diethyl ether; calcium chloride; Petroleum ether
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

4,4'-dimethyldiphenylmethane
4957-14-6

4,4'-dimethyldiphenylmethane

Conditions
ConditionsYield
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
885-77-8

4,4'-dimethylbenzhydrol

toluene-4-sulfonamide
70-55-3

toluene-4-sulfonamide

A

bis[bis(p-tolyl)methyl] ether
37858-01-8

bis[bis(p-tolyl)methyl] ether

B

C22H23NO2S
1581274-94-3

C22H23NO2S

Conditions
ConditionsYield
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
885-77-8

4,4'-dimethylbenzhydrol

benzyl alcohol
100-51-6

benzyl alcohol

bis(4-tolyl)methyl benzyl ether
1224874-55-8

bis(4-tolyl)methyl benzyl ether

Conditions
ConditionsYield
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
875928-76-0

1-(2-methyl-1-phenyl-3-(2,2-diphenylvinylidene)cyclopropyl)benzene

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In 1,2-dichloro-ethane at 20℃; for 0.0833333h; Intramolecular Friedel-Crafts reaction; Inert atmosphere;99%
4-Methoxybenzenethiol
696-63-9

4-Methoxybenzenethiol

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

[di(p-tolyl)methyl](4-methoxyphenyl)sulfane

[di(p-tolyl)methyl](4-methoxyphenyl)sulfane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;99%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

phenylmethanethiol
100-53-8

phenylmethanethiol

benzyl[di(p-tolyl)methyl]sulfane

benzyl[di(p-tolyl)methyl]sulfane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h; Reagent/catalyst;99%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

cyclohexanone
108-94-1

cyclohexanone

A

hexahydro-2H-oxepin-2-one
502-44-3

hexahydro-2H-oxepin-2-one

B

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

Conditions
ConditionsYield
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
885-77-8

4,4'-dimethylbenzhydrol

bis[bis(p-tolyl)methyl] ether
37858-01-8

bis[bis(p-tolyl)methyl] ether

Conditions
ConditionsYield
With iodine In dichloromethane at 25℃; for 1.5h;98%
(i) nPrCaI, THF, (ii) (CO2Et)2; Multistep reaction;
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(p-methylphenyl)-methanone
611-97-2

bis(p-methylphenyl)-methanone

Conditions
ConditionsYield
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
7677-24-9

trimethylsilyl cyanide

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(4-methylphenyl)acetonitrile
92962-16-8

bis(4-methylphenyl)acetonitrile

Conditions
ConditionsYield
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;
2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

3,5-ditertiary-butyl-4-hydroxyphenyldi-p-tolylmethane

3,5-ditertiary-butyl-4-hydroxyphenyldi-p-tolylmethane

Conditions
ConditionsYield
With tris(pentafluorophenyl)borate In 1,2-dichloro-ethane at 60℃; for 4h; Green chemistry;98%
With sulfuric acid; acetic acid
Cyclohexanethiol
1569-69-3

Cyclohexanethiol

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

cyclohexyl[di(p-tolyl)methyl]sulfane

cyclohexyl[di(p-tolyl)methyl]sulfane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;98%
2-carbethoxyindole
3770-50-1

2-carbethoxyindole

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

ethyl 3-[bis(4-methylphenyl)methyl]-indole-2-carboxylate
187535-49-5

ethyl 3-[bis(4-methylphenyl)methyl]-indole-2-carboxylate

Conditions
ConditionsYield
97%
97%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

acetyl chloride
75-36-5

acetyl chloride

di-p-tolylmethyl acetate
285129-99-9

di-p-tolylmethyl acetate

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0 - 25℃; for 2.08333h; Inert atmosphere;97%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

thiophenol
108-98-5

thiophenol

[di(p-tolyl)methyl](phenyl)sulfane
53700-31-5

[di(p-tolyl)methyl](phenyl)sulfane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;96%
n-heptan1ol
111-70-6

n-heptan1ol

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(4-tolyl)methyl heptyl ether

bis(4-tolyl)methyl heptyl ether

Conditions
ConditionsYield
platinum on activated charcoal at 130℃; for 3h;95%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

isobutyraldehyde
78-84-2

isobutyraldehyde

C19H22O
1353001-16-7

C19H22O

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dibutyl ether at 50℃; for 24h;95%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

methoxyhydroquinone
824-46-4

methoxyhydroquinone

2-(di-p-tolylmethyl)-5-methoxybenzene-1,4-diol

2-(di-p-tolylmethyl)-5-methoxybenzene-1,4-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water at 40℃; for 1h; Green chemistry;95%
styrene
292638-84-7

styrene

4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

(E)-4,4'-(3-phenylprop-2-ene-1,1-diyl)bis(methylbenzene)
1352552-60-3

(E)-4,4'-(3-phenylprop-2-ene-1,1-diyl)bis(methylbenzene)

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In ethylene dibromide at 60℃; Air atmosphere; stereoselective reaction;94%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

p-toluidine
106-49-0

p-toluidine

2,6-bis(bis(p-methylphenyl)methyl)-4-methylaniline
1421841-88-4

2,6-bis(bis(p-methylphenyl)methyl)-4-methylaniline

Conditions
ConditionsYield
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
885-77-8

4,4'-dimethylbenzhydrol

3-(trifluoromethyl)imidazo[1,5-a]pyridine

3-(trifluoromethyl)imidazo[1,5-a]pyridine

3-(trifluoromethyl)-1-(dip-tolylmethyl)H-imidazo[1,5-a]pyridine

3-(trifluoromethyl)-1-(dip-tolylmethyl)H-imidazo[1,5-a]pyridine

Conditions
ConditionsYield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In toluene at 90℃; for 14h;93%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

β-naphthol
135-19-3

β-naphthol

1-(di-p-tolylmethyl)naphthalen-2-ol

1-(di-p-tolylmethyl)naphthalen-2-ol

Conditions
ConditionsYield
With stannic bromide In dichloromethane at 20℃; for 24h; Friedel-Crafts Alkylation; Inert atmosphere;92%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

2-[(E/Z)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindole-1,3-dione
56866-32-1

2-[(E/Z)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindole-1,3-dione

2-((5-methyl-3-phenyl-1-(p-tolyl)-2,3-dihydro-1H-inden-2-yl)methyl)isoindoline-1,3-dione

2-((5-methyl-3-phenyl-1-(p-tolyl)-2,3-dihydro-1H-inden-2-yl)methyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With iron(III) chloride hexahydrate In 1,2-dichloro-ethane at 120℃; for 2h; Inert atmosphere; stereoselective reaction;92%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2-(di-p-tolylmethyl)-5-methylbenzene-1,4-diol

2-(di-p-tolylmethyl)-5-methylbenzene-1,4-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water at 40℃; for 1h; Solvent; Temperature; Green chemistry;92%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

bis(4-methylphenyl)methyl nitrite

bis(4-methylphenyl)methyl nitrite

Conditions
ConditionsYield
With nitrosylchloride; triethylamine In dichloromethane at -78 - -30℃; for 0.5h;91%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

butan-1-ol
71-36-3

butan-1-ol

4,4'-(butoxymethylene)bis(methylbenzene)

4,4'-(butoxymethylene)bis(methylbenzene)

Conditions
ConditionsYield
With iron(III) chloride In 1,2-dichloro-ethane at 70℃; for 10h;91%

Benzenemethanol,4-methyl-a-(4-methylphenyl)- Specification

The Benzenemethanol,4-methyl-a-(4-methylphenyl)-, with CAS registry number 885-77-8, belongs to the following product category: Benzhydrols, Benzyl & Special Alcohols. It has the systematic name of bis(4-methylphenyl)methanol. When use this chemical, do not breathe dust and avoid contact with skin and eyes. And the chemical formula of this chemical is C15H16O.

Physical properties of Benzenemethanol,4-methyl-a-(4-methylphenyl)-: (1)ACD/LogP: 3.66; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 1; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 3; (6)Polar Surface Area: 9.23 Å2; (7)Index of Refraction: 1.583; (8)Molar Refractivity: 66.75 cm3; (9)Molar Volume: 199.6 cm3; (10)Polarizability: 26.46×10-24cm3; (11)Surface Tension: 42.2 dyne/cm; (12)Density: 1.063 g/cm3; (13)Flash Point: 149.2 °C; (14)Enthalpy of Vaporization: 63.05 kJ/mol; (15)Boiling Point: 352.7 °C at 760 mmHg; (16)Vapour Pressure: 1.4E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 4,4'-dimethyl-benzophenone. This reaction will need reagents Zn, NaOH.

Uses of Benzenemethanol,4-methyl-a-(4-methylphenyl)-: it can be used to produce 4,4'-dimethyl-benzophenone. This reaction will need reagent pyridinium chlorochromate and solvent CH2Cl2. The reaction time is 30 min. The yield is about 86%.

You can still convert the following datas into molecular structure:
(1)SMILES: OC(c1ccc(cc1)C)c2ccc(cc2)C
(2)InChI: InChI=1/C15H16O/c1-11-3-7-13(8-4-11)15(16)14-9-5-12(2)6-10-14/h3-10,15-16H,1-2H3
(3)InChIKey: RGYZQSCFKFDECZ-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C15H16O/c1-11-3-7-13(8-4-11)15(16)14-9-5-12(2)6-10-14/h3-10,15-16H,1-2H3
(5)Std. InChIKey: RGYZQSCFKFDECZ-UHFFFAOYSA-N

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