885-77-8

Basic information

• Product Name: 4,4'-DIMETHYLBENZHYDROL
• Synonyms: Bis(p-tolyl) carbinol~4,4-Dimethyldiphenylmethanol;4,4'-dimethyldiphenylmethanol;bis(p-tolyl) carbinol;PARA,PARA-DIMETHYL-BENZHYDROL;4 4-DIMETHYLBENZHYDROL 97%;4-Methyl-α-(4-methylphenyl)benzenemethanol;Bis(4-methylphenyl)methanol;Di-p-tolylcarbinol
• CAS NO: 885-77-8
• Molecular Formula: C₁₅H₁₆O
• Molecular Weight: 212.29
• Product Categories: Benzhydrols, Benzyl & Special Alcohols
• Mol File: 885-77-8.mol
• Article Data: 87

Chemical Properties

• Melting Point: 71-73°C
• Boiling Point: 352.7 °C at 760 mmHg
• Flash Point: 149.2 °C
• Appearance: /
• Density: 1.063g/cm³
• PKA: 13.82±0.20(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 1874128
• CAS DataBase Reference: 4,4'-DIMETHYLBENZHYDROL(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIMETHYLBENZHYDROL(885-77-8)
• EPA Substance Registry System: 4,4'-DIMETHYLBENZHYDROL(885-77-8)

Safety Data

• Safety Statements: 22-24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 885-77-8(Hazardous Substances Data)

Usage

Uses

4,4'-Dimethylbenzhydrol is used as pharmaceutical intermediates.

Synthetic route

bis(p-methylphenyl)-methanone (611-97-2) → 4,4'-dimethylbenzhydrol (885-77-8)

Conditions	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 (5720-05-8) + 4-methyl-benzaldehyde (104-87-0) → 4,4'-dimethylbenzhydrol (885-77-8)

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 (201230-82-2) + toluene (108-88-3) → bis(p-methylphenyl)-methanone (611-97-2) + 4,4'-dimethylbenzhydrol (885-77-8) + 4-methyl-benzaldehyde (104-87-0) + 2-methylphenyl aldehyde (529-20-4)

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 (80731-92-6) → zirconocene dichloride (1291-32-3) + 4,4'-dimethylbenzhydrol (885-77-8)

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%

Methyl formate (107-31-3) + para-bromotoluene (106-38-7) → 4,4'-dimethylbenzhydrol (885-77-8)

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%

tri(4-tolyl)boroxine (5084-80-0) + 4-methyl-benzaldehyde (104-87-0) → 4,4'-dimethylbenzhydrol (885-77-8)

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%

C19H23NOS + 3-phenyl-5H-1,4,2-dioxazol-5-one (19226-36-9) → 4,4'-dimethylbenzhydrol (885-77-8) + 7-methyl-2-phenyl-4-p-tolyl-quinazoline

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 (611-97-2) → 4,4'-dimethylbenzhydrol (885-77-8) + tetra(4-methylphenyl)-1,2-ethanediol (913-86-0)

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.

4-tolyl iodide (624-31-7) + 4-methyl-benzaldehyde (104-87-0) → 4,4'-dimethylbenzhydrol (885-77-8)

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;

para-bromotoluene (106-38-7) + 4-chlorobenzaldehyde (104-88-1) → 4,4'-dimethylbenzhydrol (885-77-8)

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%

2-(di-p-tolylmethoxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 4,4'-dimethylbenzhydrol (885-77-8)

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 (5720-05-8) + 4-methyl-benzaldehyde (104-87-0) + acetone (67-64-1) → bis(p-methylphenyl)-methanone (611-97-2) + 4,4'-dimethylbenzhydrol (885-77-8) + 4-(p-tolyl)-3-buten-2-one (4023-84-1, 3160-38-1)

Conditions	Yield
With potassium phosphate; platinacycle In toluene at 90 - 100℃; for 2h;	A n/a B n/a C 43%

para-bromotoluene (106-38-7) + formic acid ethyl ester (109-94-4) → 4-methylbenzoic acid ethyl ester (94-08-6) + 4,4'-dimethylbenzhydrol (885-77-8) + 4-methyl-benzaldehyde (104-87-0)

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%

tetra(4-methylphenyl)-1,2-ethanediol (913-86-0) → 4,4'-dimethylbenzhydrol (885-77-8)

Conditions	Yield
With sodium amalgam; diethyl ether; benzene

tetra(4-methylphenyl)-1,2-ethanediol (913-86-0) + Phenetole (103-73-1) → bis(p-methylphenyl)-methanone (611-97-2) + 4,4'-dimethylbenzhydrol (885-77-8)

Conditions	Yield
at 145℃; Kinetics; sowie bei 152grad;

para-methylphenylmagnesium bromide (4294-57-9) + formic acid ethyl ester (109-94-4) → 4,4'-dimethylbenzhydrol (885-77-8)

Conditions	Yield
With diethyl ether anschliessend Erwaermen;
In diethyl ether

para-methylphenylmagnesium bromide (4294-57-9) + formic acid ethyl ester (109-94-4) → 4,4'-dimethylbenzhydrol (885-77-8) + 1,1,2,2-tetra(p-tolyl)ethane (40673-57-2)

Conditions	Yield
With diethyl ether

ethanol (64-17-5) + Di(p-tolyl)methyl-p-nitrobenzoat (73689-62-0) → 4,4'-dimethylbenzhydrol (885-77-8) + C17H20O (68240-81-3)

Conditions	Yield
With pyridine; water at 60℃; Mechanism; Product distribution; different rates of solvents;

ethanol (64-17-5) + 3,5-dinitro-benzoic acid benzhydryl ester (21573-83-1) → 4,4'-dimethylbenzhydrol (885-77-8) + C17H20O (68240-81-3)

Conditions	Yield
With pyridine; water at 100℃; Mechanism; Product distribution; different rates of solvents;

para-bromotoluene (106-38-7) + 4-methyl-benzaldehyde (104-87-0) → 4,4'-dimethylbenzhydrol (885-77-8)

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 (104-87-0) + para-methylphenylmagnesium bromide (4294-57-9) → 4,4'-dimethylbenzhydrol (885-77-8)

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 (64-17-5) + bis(4-methylphenyl)diazomethane (1143-91-5) + 4-nitro-benzoic acid (62-23-7) → 4,4'-dimethylbenzhydrol (885-77-8) + Di(p-tolyl)methyl-p-nitrobenzoat (73689-62-0) + C17H20O (68240-81-3)

Conditions	Yield
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) → 4,4'-dimethylbenzhydrol (885-77-8)

Conditions	Yield
With water In tetrahydrofuran Heating;

bis(4-methyldiphenyl)methylium (58493-75-7) → 4,4'-dimethylbenzhydrol (885-77-8)

Conditions	Yield
With water In sulfuric acid; acetic acid Equilibrium constant;
With water In acetonitrile at 20℃; Kinetics;

bis(p-methylphenyl)-methanone (611-97-2) + ethanol (64-17-5) + sodium amalgam → 4,4'-dimethylbenzhydrol (885-77-8)

bis(p-methylphenyl)-methanone (611-97-2) + ammonia (7664-41-7) + zinc dust → 4,4'-dimethylbenzhydrol (885-77-8)

bis(p-methylphenyl)-methanone (611-97-2) + ethanol (64-17-5) + aluminium amalgam → 4,4'-dimethylbenzhydrol (885-77-8) + tetra(4-methylphenyl)-1,2-ethanediol (913-86-0)

diethyl ether (60-29-7) + tetra(4-methylphenyl)-1,2-ethanediol (913-86-0) + benzene (71-43-2) + sodium-amalgam → 4,4'-dimethylbenzhydrol (885-77-8)

bis(4-methylphenyl)methyl chloride (13389-70-3) + benzene (71-43-2) + fine-dispersed silver → bis(p-methylphenyl)-methanone (611-97-2) + 4,4'-dimethylbenzhydrol (885-77-8) + 1,1,2,2-tetra(p-tolyl)ethane (40673-57-2) + bis[bis(p-tolyl)methyl] ether (37858-01-8)

Conditions	Yield
in Gegenwart von Sauerstoff;

4,4'-dimethylbenzhydrol (885-77-8) → bis(4-methylphenyl)methyl chloride (13389-70-3)

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

4,4'-dimethylbenzhydrol (885-77-8) → 4,4'-dimethyldiphenylmethane (4957-14-6)

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 (885-77-8) + toluene-4-sulfonamide (70-55-3) → bis[bis(p-tolyl)methyl] ether (37858-01-8) + C22H23NO2S (1581274-94-3)

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 (885-77-8) + benzyl alcohol (100-51-6) → bis(4-tolyl)methyl benzyl ether (1224874-55-8)

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 (875928-76-0) + 4,4'-dimethylbenzhydrol (885-77-8) → C45H38 (1233195-49-7)

Conditions	Yield
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) + 4,4'-dimethylbenzhydrol (885-77-8) → [di(p-tolyl)methyl](4-methoxyphenyl)sulfane

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;	99%

4,4'-dimethylbenzhydrol (885-77-8) + phenylmethanethiol (100-53-8) → benzyl[di(p-tolyl)methyl]sulfane

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h; Reagent/catalyst;	99%

4,4'-dimethylbenzhydrol (885-77-8) + cyclohexanone (108-94-1) → hexahydro-2H-oxepin-2-one (502-44-3) + bis(p-methylphenyl)-methanone (611-97-2)

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 (885-77-8) → bis[bis(p-tolyl)methyl] ether (37858-01-8)

Conditions	Yield
With iodine In dichloromethane at 25℃; for 1.5h;	98%
(i) nPrCaI, THF, (ii) (CO2Et)2; Multistep reaction;

4,4'-dimethylbenzhydrol (885-77-8) → bis(p-methylphenyl)-methanone (611-97-2)

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 (7677-24-9) + 4,4'-dimethylbenzhydrol (885-77-8) → bis(4-methylphenyl)acetonitrile (92962-16-8)

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;

2,6-di-tert-butylphenol (128-39-2) + 4,4'-dimethylbenzhydrol (885-77-8) → 3,5-ditertiary-butyl-4-hydroxyphenyldi-p-tolylmethane

Conditions	Yield
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) + 4,4'-dimethylbenzhydrol (885-77-8) → cyclohexyl[di(p-tolyl)methyl]sulfane

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;	98%

2-carbethoxyindole (3770-50-1) + 4,4'-dimethylbenzhydrol (885-77-8) → ethyl 3-[bis(4-methylphenyl)methyl]-indole-2-carboxylate (187535-49-5)

Conditions	Yield
	97%
	97%

4,4'-dimethylbenzhydrol (885-77-8) + acetyl chloride (75-36-5) → di-p-tolylmethyl acetate (285129-99-9)

Conditions	Yield
With triethylamine In diethyl ether at 0 - 25℃; for 2.08333h; Inert atmosphere;	97%

4,4'-dimethylbenzhydrol (885-77-8) + thiophenol (108-98-5) → [di(p-tolyl)methyl](phenyl)sulfane (53700-31-5)

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;	96%

n-heptan1ol (111-70-6) + 4,4'-dimethylbenzhydrol (885-77-8) → bis(4-tolyl)methyl heptyl ether

Conditions	Yield
platinum on activated charcoal at 130℃; for 3h;	95%

4,4'-dimethylbenzhydrol (885-77-8) + isobutyraldehyde (78-84-2) → C19H22O (1353001-16-7)

Conditions	Yield
With toluene-4-sulfonic acid In dibutyl ether at 50℃; for 24h;	95%

4,4'-dimethylbenzhydrol (885-77-8) + methoxyhydroquinone (824-46-4) → 2-(di-p-tolylmethyl)-5-methoxybenzene-1,4-diol

Conditions	Yield
With toluene-4-sulfonic acid In water at 40℃; for 1h; Green chemistry;	95%

styrene (292638-84-7) + 4,4'-dimethylbenzhydrol (885-77-8) → (E)-4,4'-(3-phenylprop-2-ene-1,1-diyl)bis(methylbenzene) (1352552-60-3)

Conditions	Yield
With trifluorormethanesulfonic acid In ethylene dibromide at 60℃; Air atmosphere; stereoselective reaction;	94%

4,4'-dimethylbenzhydrol (885-77-8) + p-toluidine (106-49-0) → 2,6-bis(bis(p-methylphenyl)methyl)-4-methylaniline (1421841-88-4)

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 (885-77-8) + 3-(trifluoromethyl)imidazo[1,5-a]pyridine → 3-(trifluoromethyl)-1-(dip-tolylmethyl)H-imidazo[1,5-a]pyridine

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%

4,4'-dimethylbenzhydrol (885-77-8) + β-naphthol (135-19-3) → 1-(di-p-tolylmethyl)naphthalen-2-ol

Conditions	Yield
With stannic bromide In dichloromethane at 20℃; for 24h; Friedel-Crafts Alkylation; Inert atmosphere;	92%

4,4'-dimethylbenzhydrol (885-77-8) + 2-[(E/Z)-3-phenylprop-2-enyl]-2,3-dihydro-1H-isoindole-1,3-dione (56866-32-1) → 2-((5-methyl-3-phenyl-1-(p-tolyl)-2,3-dihydro-1H-inden-2-yl)methyl)isoindoline-1,3-dione

Conditions	Yield
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) + 2-methylbenzene-1,4-diol (95-71-6) → 2-(di-p-tolylmethyl)-5-methylbenzene-1,4-diol

Conditions	Yield
With toluene-4-sulfonic acid In water at 40℃; for 1h; Solvent; Temperature; Green chemistry;	92%

4,4'-dimethylbenzhydrol (885-77-8) → bis(4-methylphenyl)methyl nitrite

Conditions	Yield
With nitrosylchloride; triethylamine In dichloromethane at -78 - -30℃; for 0.5h;	91%

4,4'-dimethylbenzhydrol (885-77-8) + butan-1-ol (71-36-3) → 4,4'-(butoxymethylene)bis(methylbenzene)

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

Upstream product

• 913-86-0 tetra(4-methylphenyl)-1,2-ethanediol 
• 103-73-1 Phenetole 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 109-94-4 formic acid ethyl ester 
• 106-38-7 para-bromotoluene 
• 104-87-0 4-methyl-benzaldehyde 
• 1143-91-5 bis(4-methylphenyl)diazomethane 
• 58493-75-7 bis(4-methyldiphenyl)methylium 
• 60-29-7 diethyl ether 
• 71-43-2 benzene 
• 13389-70-3 bis(4-methylphenyl)methyl chloride 
• 52897-99-1 bromo(bis-p-tolyl)methane 
• 5720-05-8 4-methylphenylboronic acid 
• 67-64-1 acetone 

Downstream Products

• 52897-99-1 bromo(bis-p-tolyl)methane 
• 18832-89-8 Oxalsaeure-bis-<4,4'-dimethyl-benzhydryl-ester> 
• 68240-81-3 C₁₇H₂₀O 
• 611-97-2 bis(p-methylphenyl)-methanone 
• 40673-57-2 1,1,2,2-tetra(p-tolyl)ethane 
• 37858-01-8 bis[bis(p-tolyl)methyl] ether 
• 4957-14-6 4,4'-dimethyldiphenylmethane 
• 58493-75-7 bis(4-methyldiphenyl)methylium 
• 28252-43-9 N^α-Benzyloxycarbonyl-N^γ-(4,4'-dimethyl-benzhydryl)-L-glutamin 
• 21945-90-4 (+/-)-4,4'-Dimethyldiphenhydramine 
• 60423-34-9 2-Di-p-tolylmethyl-indan-1,3-dione 
• 7525-23-7 4,4'-dimethoxydiphenylmethyl chloride 
• 13389-70-3 bis(4-methylphenyl)methyl chloride 
• 7732-18-5 water 

Relevant articles and documents

Homoleptic cobalt(II) phenoxyimine complexes for hydrosilylation of aldehydes and ketones without base activation of cobalt(II)

Air-stable, easy to prepare, homoleptic cobalt(II) complexes bearing pendant-modified phenoxyimine ligands were synthesized and determined. The complexes exhibited high catalytic performance for reducing aldehydes and ketones via catalytic hydrosilylation, where a hydrosilane and a catalytic amount of the cobalt(II) complex were added under base-free conditions. The reaction proceeded even in the presence of excess water, and excellent functional-group tolerance was observed. Subsequent hydrolysis gave the alcohol in high yields. Moreover, H2O had a critical role in activation of the Co(II) catalyst with hydrosilane. Several additional results also indicated that the cobalt(II) center acts as an active catalyst in the hydrosilylation of aldehydes and ketones.

Distorted Sandwich α-Diimine PdII Catalyst: Linear Polyethylene and Synthesis of Ethylene/Acrylate Elastomers

The introduction of m-xylyl substituents to α-diimine PdII catalyst promotes living ethylene polymerization at room temperature and low pressure to yield high molecular weight polyethylene (PE) with low branching (a highly effective blockage to the axial sites of the catalytic center and form a distorted sandwich geometry. The shielding prevents chain-transfer and easy accessibility of polar monomers, leading to a living polymerization. Conducting a light irradiation as part of the one-step metal-organic insertion light initiated radical (MILRad) process leads to diblock copolymers of ethylene and acrylates. Incorporation of different acrylate block sequences can significantly modify the mechanical and chemical properties of block copolymers which can be modulated to be a hard plastic, elastomer, or semi-amorphous polymer.