• Name

  1,1-Diphenylethane

• EINECS
• CAS No. 612-00-0
• Article Data357
• CAS DataBase
• Density 0.979 g/cm3
• Solubility 5040 mg/L at 25ºC
• Melting Point -18 ºC
• Formula C14H14
• Boiling Point 272.6 °C at 760 mmHg
• Molecular Weight 182.265
• Flash Point 109.6 °C
• Transport Information
• Appearance clear low viscosity liquid
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms Ethane,1,1-diphenyl- (6CI,8CI); Ethane, as-diphenyl- (3CI); 1,1-Diphenylethane;Methyldiphenylmethane; NSC 33534; Pabsol 300
• PSA 0.00000
• LogP 3.83840

Synthetic route

530-48-3

1,1-Diphenylethylene

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With C28H18Co(1-)*K(1+)*2C4H10O2; hydrogen In toluene at 60℃; under 7500.75 Torr; for 24h; Solvent; chemoselective reaction;	100%
With water for 6h; Milling; Green chemistry;	100%
With iPr-amboxCoCl2; hydrogen; sodium triethylborohydride In toluene at 0 - 20℃; Reagent/catalyst; Sealed tube;	100%

599-67-7

1,1-diphenylethanol

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With iodine; hypophosphorous acid In acetic acid at 60℃; for 24h;	100%
With phosphonic Acid; methanesulfonic acid; sodium iodide In water at 95℃; for 24h; Inert atmosphere;	99.6%
With formic acid; 5%-palladium/activated carbon; ammonium formate In methanol; water at 80℃; for 0.666667h;	95%

72-55-9

1,1-bis(4-chlorophenyl)-2,2-dichloroethylene

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With hydrogen; triethylamine; palladium on activated charcoal In methanol at 20℃; for 0.5h;	100%
With Pd(0)/HAP; hydrogen; caesium carbonate In isopropyl alcohol at 60℃; under 7600.51 Torr; for 1h;	> 99 %Chromat.

5433-78-3

diphenylmethyl p-tolyl sulfone

75-24-1

trimethylaluminum

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
In dichloromethane; toluene at 25℃; for 2h; Inert atmosphere;	100%

C13H15BrO2

71-43-2

benzene

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With silica-supported sulfuric acid at 60℃; for 1h; Friedel-Crafts type alkylation;	99%
With silica sulfuric acid at 60℃; for 1h;

1016-09-7

benzhydryl methyl ether

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With palladium dichloride In methanol at 40℃; for 12h; Inert atmosphere; Green chemistry; chemoselective reaction;	99%

60702-29-6

(1-(phenylsulfonyl)ethane-1,1-diyl)dibenzene

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide at 100℃; Inert atmosphere;	98%
With tetraazaethylene-type neutral organic super-electron donor In N,N-dimethyl-formamide at 110℃; for 18h;	97%
Stage #1: (1-(phenylsulfonyl)ethane-1,1-diyl)dibenzene With C3H6C9H10N4 In N,N-dimethyl-formamide at 110℃; Inert atmosphere; Stage #2: In water Inert atmosphere;	97%
With C24H32N8Ni(2+)*2I(1-); sodium amalgam In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere;	70%
With 4-(dimethylamino)-1-methylpyridinium-2-carboxylate In N,N-dimethyl-formamide at 150℃; for 24h; Schlenk technique; Inert atmosphere;	15%

5558-67-8

2,2-diphenylpropionitrile

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With sodium hydride; lithium iodide In tetrahydrofuran; mineral oil at 85℃; for 7h; Reagent/catalyst; Inert atmosphere; Sealed tube;	98%

585-71-7, 38661-81-3

(1-bromoethyl)benzne

100-58-3

phenylmagnesium bromide

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With dichloro bis(acetonitrile) palladium(II); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In tetrahydrofuran at 20℃; for 14h; Kumada-Corriu reaction; Inert atmosphere;	96%

544-97-8

dimethyl zinc(II)

90-99-3

diphenylchloromethane

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at 0℃; for 2h;	95%

292638-84-7

styrene

530-48-3

1,1-Diphenylethylene

A

612-00-0

1,1'-ethylidenebis-benzene

B

100-41-4

ethylbenzene

Conditions

Conditions	Yield
With C28H18Co(1-)*K(1+)*2C4H10O2; hydrogen at 20℃; under 1500.15 Torr; for 3h;	A 18% B 95%

...Expand

87057-91-8

5-benzhydryl-2,2,5-trimethyl-1,3-dioxane-4,6-dione

75-24-1

trimethylaluminum

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
In n-heptane; dichloromethane at 20℃; for 1h;	92%

108-86-1

bromobenzene

672-65-1

(1-chloroethyl)benzene

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With nickel(II) iodide; potassium fluoride; 4,4'-dimethyl-2,2'-bipyridines; zinc In N,N-dimethyl acetamide at 25℃; for 16h; Inert atmosphere; Glovebox; Schlenk technique;	92%

292638-84-7

styrene

4406-72-8

2-phenyl[1,3,2]dioxaborolane

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With potassium tert-butylate; oxygen; (-)-sparteine; imidazole-carbene-derived Pd complex In isopropyl alcohol at 55℃; for 24h;	91%
With potassium tert-butylate; oxygen; isopropyl alcohol; [Pd(SiPr)Cl2]2; (-)-sparteine at 55℃; for 24h;	91%
With di-μ-chlorobis[chloro(N,N'-bis-(2,6-(diisopropyl)phenyl)imidazolidine-2-ylidene)palladium]; potassium tert-butylate; oxygen; isopropyl alcohol; (-)-sparteine at 55℃; for 24h; regioselective reaction;	91%

5558-66-7

2,2-diphenylpropanoic acid

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With methanol at 40℃; for 24h; Schlenk technique; Irradiation; Inert atmosphere;	91%
With 10-phenyl-9-(2,4,6-trimethylphenyl)acridinium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; diphenyldisulfane In 2,2,2-trifluoroethanol at 20℃; for 24h; Glovebox; Irradiation; Sealed tube;	83%

100865-93-8

O-diphenylmethyl 2,2,2-trichloroacetimidate

75-24-1

trimethylaluminum

A

612-00-0

1,1'-ethylidenebis-benzene

B

100865-92-7

N-benzhydryl-trichloroacetamide

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 20℃; for 0.5h; Solvent; Temperature; Reagent/catalyst;	A 91% B 8%

...Expand

100865-93-8

O-diphenylmethyl 2,2,2-trichloroacetimidate

75-24-1

trimethylaluminum

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
Stage #1: trimethylaluminum With aluminum (III) chloride In hexane; dichloromethane for 0.0833333h; Inert atmosphere; Stage #2: O-diphenylmethyl 2,2,2-trichloroacetimidate In hexane; dichloromethane at 0 - 20℃; for 0.25h; Reagent/catalyst; Inert atmosphere;	91%

119-61-9

benzophenone

917-54-4

methyllithium

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
Stage #1: benzophenone; methyllithium In tetrahydrofuran at -50 - 0℃; for 2h; Inert atmosphere; Stage #2: With hexylsilane; tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 1h; Inert atmosphere; chemoselective reaction;	91%

530-48-3

1,1-Diphenylethylene

A

612-00-0

1,1'-ethylidenebis-benzene

B

10496-82-9

2,2,3,3-tetraphenylbutane

Conditions

Conditions	Yield
With titanium(III) citrate; Tris buffer; tetra(n-butyl)ammonium hydroxide; vitamin B-12 In ethanol pH=8;	A 5% B 90%
With hydrogen In acetone at -78℃; under 2 Torr; for 0.5h;

119-61-9

benzophenone

917-54-4

methyllithium

A

530-48-3

1,1-Diphenylethylene

B

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With <<(n-PrO)3WCl2>2> In tetrahydrofuran -78 deg C -> RT, 1 h, then reflux, 3 h;	A 90% B 90%

...Expand

108-86-1

bromobenzene

103-63-9

1-phenyl-2-bromoethane

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With nickel(II) bromide dimethoxyethane; [Ir(dF(CF3)ppy)2(phen)]PF6; Bathocuproine; diisopropylamine; magnesium bromide In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere; Glovebox; Sealed tube; Irradiation; regioselective reaction;	90%
With nickel(II) iodide; Bathocuproine; tetrabutylammomium bromide; zinc at 20℃; regioselective reaction;	85%

1,1-diphenylethyl formate

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With triethylsilane; C19H3BF14 In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;	89%

599-67-7

1,1-diphenylethanol

A

530-48-3

1,1-Diphenylethylene

B

612-00-0

1,1'-ethylidenebis-benzene

C

947-40-0

1-chloro-1,1-diphenyl-ethane

Conditions

Conditions	Yield
With acetyl chloride In dichloromethane 1.) 0 deg C, 2.) room temperature, 1 h; Yield given;	A 88% B 43% C n/a

...Expand

50-29-3

p,p'-DDT

612-00-0

1,1'-ethylidenebis-benzene

Conditions

Conditions	Yield
With Pd(0)/HAP; hydrogen; caesium carbonate In isopropyl alcohol at 60℃; under 7600.51 Torr; for 28h;	87%
Multi-step reaction with 2 steps 1: 12 percent / H2; Et3N / Pd/C / methanol / 0.5 h / 20 °C 2: 27 percent / H2; Et3N / Pd/C / methanol / 24 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 34 percent / H2; Et3N / Pd/C / methanol / 0.17 h / 20 °C 2: 27 percent / H2; Et3N / Pd/C / methanol / 24 h / 20 °C View Scheme

530-48-3

1,1-Diphenylethylene

A

612-00-0

1,1'-ethylidenebis-benzene

B

19303-32-3

1-methyl-1,3,3-triphenylindane

Conditions

Conditions	Yield
With bromobenzene-d5; (di-p-tolylmethyl)triethylsilane; C24H20B(1-)*C20H29NSi*H(1+) at 100℃; under 3040.2 Torr; for 24h; Schlenk technique; Inert atmosphere;	A 14% B 86%
With diethyl ether; tris(pentafluorophenyl)borate; hydrogen In dichloromethane-d2 at 50℃; under 3040.2 Torr; for 48h; Catalytic behavior; Concentration; Pressure; Reagent/catalyst; Solvent; Temperature; Time; Glovebox;

110-89-4

piperidine

530-48-3

1,1-Diphenylethylene

201230-82-2

carbon monoxide

A

2591-86-8

N-Formylpiperidine

B

612-00-0

1,1'-ethylidenebis-benzene

C

3540-95-2

fenpiprane

Conditions

Conditions	Yield
With [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; 1,1'-Binaphthalin-2,2'-diylbis(methylen)bis(diphenylphosphan); hydrogen In toluene at 125℃; for 60h; Reagent/catalyst; Autoclave;	A 5.6%Chromat. B 13.8%Chromat. C 85%
With [(bicyclo[2.2.1]hepta-2,5-diene)(1,4-bis(diphenylphosphino)butane)rhodium(I)] tetrafluoroborate; 1,1'-Binaphthalin-2,2'-diylbis(methylen)bis(diphenylphosphan); hydrogen In methanol at 125℃; for 60h; Reagent/catalyst; Autoclave;	A 22.1%Chromat. B 40%Chromat. C 48%

...Expand

530-48-3

1,1-Diphenylethylene

4559-70-0

Diphenylphosphine oxide

A

612-00-0

1,1'-ethylidenebis-benzene

B

13685-66-0

(2,2-Diphenylethyl)diphenylphosphine oxide

C

78375-70-9

1,1-diphenyl-2-diphenylphosphinylethene oxide

Conditions

Conditions	Yield
With pyridine; (difluoroboryl)dimethylglyoximatocobalt(II) bis(acetonitrile) In dichloromethane at 20℃; for 16h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Irradiation;	A n/a B 9% C 85%

...Expand

530-48-3

1,1-Diphenylethylene

201230-82-2

carbon monoxide

A

612-00-0

1,1'-ethylidenebis-benzene

B

4279-81-6

3,3-diphenylpropanal

C

20017-67-8

3,3-diphenylpropan-1-ol

Conditions

Conditions	Yield
With hydrogen; di(rhodium)tetracarbonyl dichloride In toluene at 150℃; under 103430 Torr; for 2h; Product distribution; Mechanism; other catalysts, times, temp., solvents;	A 11.3% B 84.7% C 3.9%

...Expand

110-89-4

piperidine

530-48-3

1,1-Diphenylethylene

201230-82-2

carbon monoxide

A

612-00-0

1,1'-ethylidenebis-benzene

B

4279-81-6

3,3-diphenylpropanal

C

3540-95-2

fenpiprane

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 1,1'-Binaphthalin-2,2'-diylbis(methylen)bis(diphenylphosphan); hydrogen In toluene at 125℃; for 60h; Autoclave;	A 11.7%Chromat. B 6.7%Chromat. C 81%
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In toluene at 125℃; for 60h; Autoclave;	A 40.2%Chromat. B 22.4%Chromat. C 29%

...Expand

612-00-0

1,1'-ethylidenebis-benzene

C14H10(2)H4

Conditions

Conditions	Yield
With palladium on activated charcoal; water-d2 In methanol at 30℃; for 12h;	99%

612-00-0

1,1'-ethylidenebis-benzene

A

119-61-9

benzophenone

B

93-99-2

benzoic acid phenyl ester

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); oxygen; nickel dibromide In chloroform at 75℃; for 48h; Reagent/catalyst;	A 88% B 10%
With 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; for 72h; Solvent; Reagent/catalyst;	A 20% B 44%

1,1-DIPHENYLETHANE Chemical Properties

1,1-DIPHENYLETHANE Uses

1,1-DIPHENYLETHANE Specification