Product Name

  • Name

    1,1',1'',1'''-(1,2-Ethenediylidene)tetrakisbenzene

  • EINECS 211-179-1
  • CAS No. 632-51-9
  • Article Data454
  • CAS DataBase
  • Density 1.088 g/cm3
  • Solubility Insoluble in water
  • Melting Point 222-226 °C
  • Formula C26H20
  • Boiling Point 420.117 °C at 760 mmHg
  • Molecular Weight 332.445
  • Flash Point 206.202 °C
  • Transport Information
  • Appearance white to light beige crystalline powder
  • Safety 24/25-22
  • Risk Codes
  • Molecular Structure Molecular Structure of 632-51-9 (1,1',1'',1'''-(1,2-Ethenediylidene)tetrakisbenzene)
  • Hazard Symbols
  • Synonyms Ethylene,tetraphenyl- (8CI);1,1,2,2-Tetraphenylethene;1,1,2,2-Tetraphenylethylene;NSC40472;NSC 52243;Tetraphenylethene;Tetraphenylethylene;a,b-Diphenylstilbene;
  • PSA 0.00000
  • LogP 6.69400

Synthetic route

benzophenone
119-61-9

benzophenone

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With woollins’ reagent In toluene for 20h; Heating;100%
With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 70℃; for 12h; Inert atmosphere;98%
With pyridine; titanium tetrachloride; zinc In 1,4-dioxane for 0.0833333h; microwave irradiation;97%
Dichlorodiphenylmethane
2051-90-3

Dichlorodiphenylmethane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With nickel In 1,2-dimethoxyethane for 2h; Ambient temperature;99%
With nickel In 1,2-dimethoxyethane for 2h; Ambient temperature;99%
With CrCl*nTHF In tetrahydrofuran Heating;98%
Thiobenzophenon
1450-31-3

Thiobenzophenon

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With copper In dimethyl sulfoxide for 31h; Ambient temperature;98%
With Mg-graphite In tetrahydrofuran Ambient temperature;86%
at 170 - 180℃;
2,2,3,3-tetraphenylthiirane
4413-23-4

2,2,3,3-tetraphenylthiirane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 0℃; for 1h;98%
3,3,6,6-tetraphenyl-1,2,4,5-tetrathiane
189503-05-7

3,3,6,6-tetraphenyl-1,2,4,5-tetrathiane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With copper In various solvent(s) for 1h; Heating;98%
iodobenzene
591-50-4

iodobenzene

diphenyl acetylene
501-65-5

diphenyl acetylene

phenylboronic acid
98-80-6

phenylboronic acid

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With tetramethylorthosilicate; triethoxy(octyl)silane; sodium dodecyl-sulfate; palladium diacetate; potassium carbonate In methanol; ethanol; water; butan-1-ol at 80℃; for 2h; Suzuki coupling;98%
Stage #1: iodobenzene; diphenyl acetylene; phenylboronic acid With potassium hydrogencarbonate In water; N,N-dimethyl-formamide at 100℃; for 0.166667h;
Stage #2: With bis(benzonitrile)palladium(II) dichloride In water; N,N-dimethyl-formamide at 100℃; for 24h;		92%
With potassium hydrogencarbonate; bis(benzonitrile)palladium(II) dichloride In water; N,N-dimethyl-formamide at 100℃; for 12h;92%
With potassium hydrogencarbonate; bis(benzonitrile)palladium(II) dichloride In water; N,N-dimethyl-formamide at 100℃; for 24h;74%
With [(OCH2CMe2CH2O)P-S-Pd(PPh3)]2; potassium carbonate In water at 100℃; for 0.5h;60%
...Expand
styrene
292638-84-7

styrene

bromobenzene
108-86-1

bromobenzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; P(p-CH3OC6H4)3; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Reagent/catalyst;98%
2,2-diphenyl-1,3-dithiolane
6317-10-8

2,2-diphenyl-1,3-dithiolane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With tungsten hexacarbonyl In chlorobenzene at 160℃;97%
With tungsten hexacarbonyl In chlorobenzene for 24h; Heating;97%
phenylboronic acid
98-80-6

phenylboronic acid

(2-halo-1,2-diphenylethenyl)benzene

(2-halo-1,2-diphenylethenyl)benzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With potassium phosphate monohydrate; C50H60F3NO6PPdS In water at 55℃; for 12h; Suzuki-Miyaura Coupling;97%
4,4,5,5-Tetraphenyl-[1,3]dithiolane-2-carboxylic acid methyl ester
81113-44-2

4,4,5,5-Tetraphenyl-[1,3]dithiolane-2-carboxylic acid methyl ester

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With potassium hydroxide In methanol Heating;96%
Dichlorodiphenylmethane
2051-90-3

Dichlorodiphenylmethane

A

benzophenone
119-61-9

benzophenone

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With benzaldehyde; tetrakis(triethylphosphine)nickel(0) In tetrahydrofuran for 2h; Heating;A 1%
B 95%
bromobenzene
108-86-1

bromobenzene

diphenyl acetylene
501-65-5

diphenyl acetylene

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

A

Triphenylethylene
58-72-0

Triphenylethylene

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
Stage #1: diphenyl acetylene; bis(pinacol)diborane With tetrakis(triphenylphosphine)platinum In 1,4-dioxane at 180℃; for 0.5h; microwave irradiation;
Stage #2: bromobenzene With palladium diacetate; potassium hydroxide; triphenylphosphine In 1,4-dioxane at 140℃; for 0.5h; Suzuki cross-coupling reaction; microwave irradiation; Further stages.;		A n/a
B 95%
...Expand
C26H21N3

C26H21N3

benzene
71-43-2

benzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 1h; Inert atmosphere;95%
4-morpholinoacetophenone
39910-98-0

4-morpholinoacetophenone

benzophenone
119-61-9

benzophenone

A

1,1-diphenyl-2-(p-morpholinylphenyl)propene

1,1-diphenyl-2-(p-morpholinylphenyl)propene

B

C24H30N2O2

C24H30N2O2

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 94%
B 1.4%
C 3%
...Expand
N-benzyloxycarbonylproline 2-iodoethyl ester

N-benzyloxycarbonylproline 2-iodoethyl ester

1,2-disodiotetraphenylethane
7381-16-0

1,2-disodiotetraphenylethane

A

10-undecenyl methyl ether
7289-47-6

10-undecenyl methyl ether

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
In tetrahydrofuran at -80℃; for 30h;A 94%
B n/a
...Expand
benzophenone
119-61-9

benzophenone

1-phenylpiperidin-4-one
19125-34-9

1-phenylpiperidin-4-one

A

1-phenyl-4-benzhydrylidenepiperidine

1-phenyl-4-benzhydrylidenepiperidine

B

1,1'-diphenyl-[4,4']bipiperidinylidene

1,1'-diphenyl-[4,4']bipiperidinylidene

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 92.5%
B 0.5%
C 5%
...Expand
3,3,4,4-tetraphenyl-β-thiolactone
67069-87-8

3,3,4,4-tetraphenyl-β-thiolactone

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
cobalt In benzene for 18h; Heating;92%
Dichlorodiphenylmethane
2051-90-3

Dichlorodiphenylmethane

A

Diphenylmethane
101-81-5

Diphenylmethane

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With vanadium monochloride In tetrahydrofuran at 25℃; for 12h; Inert atmosphere;A 1%
B 92%
With sodium hydrogen telluride In ethanol Heating;A 33%
B 37%
Thiobenzophenon
1450-31-3

Thiobenzophenon

A

2,2,3,3-tetraphenylthiirane
4413-23-4

2,2,3,3-tetraphenylthiirane

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With bis(1,5-cyclooctadiene)nickel (0) In toluene at 25℃; for 1h;A 6%
B 92%
benzophenone
119-61-9

benzophenone

1-(4-methoxyphenyl)ethanone
100-06-1

1-(4-methoxyphenyl)ethanone

A

1,1-diphenyl-2-(p-methoxyphenyl)propene
13560-37-7

1,1-diphenyl-2-(p-methoxyphenyl)propene

B

4,4'-(but-2-ene-2,3-diyl)bis(methoxybenzene)
895-37-4

4,4'-(but-2-ene-2,3-diyl)bis(methoxybenzene)

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 92%
B 2%
C 4%
...Expand
2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine
2164-34-3

2-(bromomethyl)-2,3-dihydrobenzo[1,4]dioxine

1,2-disodiotetraphenylethane
7381-16-0

1,2-disodiotetraphenylethane

A

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

B

2-allyloxyphenol
1126-20-1

2-allyloxyphenol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.166667h;A n/a
B 92%
...Expand
styrene
292638-84-7

styrene

iodobenzene
591-50-4

iodobenzene

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With iron(III) chloride hexahydrate; sodium carbonate; triphenylphosphine In tetrahydrofuran at 100℃; for 24h; Catalytic behavior; Solvent;91%
benzophenone
119-61-9

benzophenone

N-(4-oxocyclohexyl)acetamide
27514-08-5

N-(4-oxocyclohexyl)acetamide

A

N-(4-benzhydrylidenecyclohexyl)acetamide

N-(4-benzhydrylidenecyclohexyl)acetamide

B

N-(4'-acetylamino-bicyclohexyliden-4-yl)-acetamide

N-(4'-acetylamino-bicyclohexyliden-4-yl)-acetamide

C

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With pyridine; titanium tetrachloride; zinc In tetrahydrofuran Cross McMurry reaction; Heating;A 90.5%
B 2%
C 4%
...Expand
1,1-dibromo-2,2-diphenylethylene
2592-73-6

1,1-dibromo-2,2-diphenylethylene

phenylboronic acid
98-80-6

phenylboronic acid

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In water; toluene at 90℃; Suzuki Coupling; Inert atmosphere;90.3%
benzophenone
119-61-9

benzophenone

A

Diphenylmethane
101-81-5

Diphenylmethane

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With titanium In tetrahydrofuran for 20h; Heating;A 5%
B 90%
With tetraphosphorus decasulfide; diphosphorus tetraiodide at 130℃; for 3h;A 21%
B 35%
With zinc
With sodium chloride; zinc(II) chloride; zinc at 220 - 290℃;
benzophenone
119-61-9

benzophenone

A

benzopinacolone
466-37-5

benzopinacolone

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With aluminium trichloride; zinc In acetonitrile at 35℃; for 12h; irradiation of ultrasonic wave;A 90%
B 7%
With diiododimethylsilane; zincA 70%
B 4%
With tetrachlorosilane; zinc In dichloromethane at 20℃; for 26h;A 69%
B 24%
With aluminum tri-bromide; zinc In acetonitrile at 35℃; for 12h; irradiation of ultrasonic wave;A 12%
B 57%
1,2-dichloro-1,1,2,2-tetraphenylethane
1600-30-2

1,2-dichloro-1,1,2,2-tetraphenylethane

A

benzopinacolone
466-37-5

benzopinacolone

B

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; mercury; zinc for 2h; Heating;A 10%
B 90%
With hydrogenchloride; acetic acid; mercury; zinc for 2h; Product distribution; Heating;A 10%
B 90%
4,4,5,5-tetraphenyl-1,3-dithiolane
88691-94-5

4,4,5,5-tetraphenyl-1,3-dithiolane

1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

Conditions
ConditionsYield
With methanol; nickel for 96h; Hydrogenolysis; ring cleavage; Heating;90%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetraphenylethane
632-50-8

1,1,2,2-tetraphenylethane

Conditions
ConditionsYield
With iodine; hypophosphorous acid In acetic acid for 96h; Heating;100%
With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr; for 2h;91%
With C7H14N3(1+)*Cl(1-); sodium triethylborohydride; cobalt(II) chloride In tetrahydrofuran at 120℃; under 37503.8 Torr; for 16h; Autoclave;91%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetrakis(4-bromophenyl)ethene
61326-44-1

1,1,2,2-tetrakis(4-bromophenyl)ethene

Conditions
ConditionsYield
With bromine; acetic acid In dichloromethane100%
With bromine; acetic acid In dichloromethane at 0 - 21℃; for 4h;98%
With bromine at 20℃; for 336h;95%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

9,10-diphenylphenanthrene
602-15-3

9,10-diphenylphenanthrene

Conditions
ConditionsYield
With methanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.5h; Inert atmosphere;100%
With methanesulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 0℃; for 0.5h; Inert atmosphere;99%
With iron(III) chloride In nitromethane; dichloromethane at 0℃; for 2h; Inert atmosphere;83%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,2-difluoro-1,1,2,2-tetraphenylethane
137742-81-5

1,2-difluoro-1,1,2,2-tetraphenylethane

Conditions
ConditionsYield
With (HF)nPy; N-fluorobis<(trifluoromethyl)sulfonyl>imide In dichloromethane at 0℃;100%
With xenon difluoride; hydrogen fluoride In dichloromethane for 1h;66%
With xenon difluoride; iodine In chloroform-d1 at 20℃;60%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetrakis(4-nitrophenyl)ethene
47797-98-8

1,1,2,2-tetrakis(4-nitrophenyl)ethene

Conditions
ConditionsYield
With magnesium sulfate; Nitrogen dioxide under 225.02 Torr; for 12h; Ambient temperature;95%
With nitric acid; acetic anhydride; acetic acid at -40℃; for 1h;95%
With nitric acid; acetic acid at 0 - 20℃; for 3.33333h;85%
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

tetrakis(4-sulfophenyl)ethene

tetrakis(4-sulfophenyl)ethene

Conditions
ConditionsYield
With sulfuric acid at 110℃; for 3h;95%
With sulfuric acid at 115℃; for 4h;90%
With sulfuric acid at 110℃; for 3h;89%
With sulfuric acid at 114.84℃; for 4h;
1,1,2,2-tetraphenylethylene
632-51-9

1,1,2,2-tetraphenylethylene

1,1,2,2-tetrakis( 4-bromophenyl)ethane

1,1,2,2-tetrakis( 4-bromophenyl)ethane

Conditions
ConditionsYield
With bromine; acetic acid In dichloromethane at 0 - 20℃; for 3h;95%

Tetraphenylethylene Specification

The Tetraphenylethylene, with the CAS registry number 632-51-9, is also known as 1,1',1'',1'''-(1,1,2,2-Ethenetetrayl)tetrabenzene. It belongs to the product categories of Acyclic; Alkenes; Organic Building Blocks. Its EINECS registry number is 211-179-1. This chemical's molecular formula is C26H20 and molecular weight is 332.44. What's more, its IUPAC name is called 1,2,2-Triphenylethenylbenzene. It should be stored in a cool, dry and well-ventilated place. When you are dealing with this chemical, you should be very careful. The gas can not be breathed, you should avoid contacting with skin and eyes.

Physical properties about Tetraphenylethylene are: (1)ACD/LogP: 6.147; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.15; (4)ACD/LogD (pH 7.4): 6.15; (5)ACD/BCF (pH 5.5): 27661.27; (6)ACD/BCF (pH 7.4): 27661.27; (7)ACD/KOC (pH 5.5): 52611.05; (8)ACD/KOC (pH 7.4): 52611.05; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 0 Å2; (13)Index of Refraction: 1.637; (14)Molar Refractivity: 109.727 cm3; (15)Molar Volume: 305.539 cm3; (16)Polarizability: 43.499×10-24 cm3; (17)Surface Tension: 44.95 dyne/cm; (18)Density: 1.088 g/cm3; (19)Flash Point: 206.202 °C; (20)Enthalpy of Vaporization: 64.78 kJ/mol; (21)Boiling Point: 420.117 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Tetraphenylethylene: this chemical can be prepared by Benzophenone. This reaction needs solvent tetrahydrofuran at ambient temperature. The reaction time is 7 hours. The yield is 71 %.

Tetraphenylethylene can be prepared by Benzophenone.

Uses of Tetraphenylethylene: (1) it can be used in construction and in the manufacture of medical equipment, packaging, and electrical appliances; (2) it is used to produce other chemicals. For example, it can produce 1,1,2,2-Tetraphenyl-ethane. The reaction occurs with reagents TiCl3, LiAlH4 and other condition of heating for 24 hours. The yield is 45 %.

Tetraphenylethylene can produce 1,1,2,2-Tetraphenyl-ethane.

You can still convert the following datas into molecular structure:
(1) SMILES: c1ccc(cc1)C(=C(c2ccccc2)c3ccccc3)c4ccccc4
(2) InChI: InChI=1S/C26H20/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22)26(23-17-9-3-10-18-23)24-19-11-4-12-20-24/h1-20H6
(3) InChIKey: JLZUZNKTTIRERF-UHFFFAOYSA-N

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