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CAS No.: | 632-51-9 |
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Name: | 1,1',1'',1'''-(1,2-Ethenediylidene)tetrakisbenzene |
Article Data: | 454 |
Molecular Structure: | |
Formula: | C26H20 |
Molecular Weight: | 332.445 |
Synonyms: | Ethylene,tetraphenyl- (8CI);1,1,2,2-Tetraphenylethene;1,1,2,2-Tetraphenylethylene;NSC40472;NSC 52243;Tetraphenylethene;Tetraphenylethylene;a,b-Diphenylstilbene; |
EINECS: | 211-179-1 |
Density: | 1.088 g/cm3 |
Melting Point: | 222-226 °C |
Boiling Point: | 420.117 °C at 760 mmHg |
Flash Point: | 206.202 °C |
Solubility: | Insoluble in water |
Appearance: | white to light beige crystalline powder |
Safety: | 24/25-22 |
PSA: | 0.00000 |
LogP: | 6.69400 |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With copper In dimethyl sulfoxide for 31h; Ambient temperature; | 98% |
With Mg-graphite In tetrahydrofuran Ambient temperature; | 86% |
at 170 - 180℃; |
Conditions | Yield |
---|---|
tris-(4-bromophenyl)aminium hexachloroantimonate In dichloromethane at 0℃; for 1h; | 98% |
3,3,6,6-tetraphenyl-1,2,4,5-tetrathiane
1,1,2,2-tetraphenylethylene
Conditions | Yield |
---|---|
With copper In various solvent(s) for 1h; Heating; | 98% |
iodobenzene
diphenyl acetylene
phenylboronic acid
1,1,2,2-tetraphenylethylene
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With iron(III) chloride hexahydrate; P(p-CH3OC6H4)3; sodium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Reagent/catalyst; | 98% |
Conditions | Yield |
---|---|
With tungsten hexacarbonyl In chlorobenzene at 160℃; | 97% |
With tungsten hexacarbonyl In chlorobenzene for 24h; Heating; | 97% |
Conditions | Yield |
---|---|
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
1,1,2,2-tetraphenylethylene
Conditions | Yield |
---|---|
With potassium hydroxide In methanol Heating; | 96% |
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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 %.
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 %.
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