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1,1,4,4-Tetraphenylbutadiene
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Name

1,1,4,4-Tetraphenylbutadiene

 EINECS 215-914-7
CAS No. 1450-63-1 Density 1.079 g/cm3
PSA 0.00000 LogP 7.25020
Solubility N/A Melting Point 207-209 °C(lit.)
Formula C28H22 Boiling Point 556.133 °C at 760 mmHg
Molecular Weight 358.483 Flash Point 288.97 °C
Transport Information N/A Appearance White to slightly yellow needle-like crystals
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 1450-63-1 (1,1,4,4-TETRAPHENYL-1,3-BUTADIENE) Hazard Symbols IrritantXi
Synonyms

1,3-Butadiene,1,1,4,4-tetraphenyl- (6CI,8CI);1,1,4,4-Tetraphenyl-1,3-butadiene;1,1,4,4-Tetraphenylbutadiene;NSC 12572;TPB;TPB (dopant);Tetraphenylbutadiene;

Article Data 92

1,1,4,4-Tetraphenylbutadiene Synthetic route

4541-89-3

2-chloro-1,1-diphenylethene

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
With 4-(3'-butyl-1'-imidazolio)-1-butanesulfonic acid hydrogen sulfate; aluminium In carbon dioxide at 45℃; under 116262 Torr; for 12h; Ullmann reaction; Supercritical conditions;98%
With carbon dioxide; aluminium; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide at 45℃; under 116262 Torr; for 12h; Ullmann reaction;97%
1483-68-7

tetraphenylbutatriene

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
With water; zinc(II) chloride; zinc In tetrahydrofuran for 6h; Heating; other substrate;95%
With water; zinc(II) chloride; zinc In tetrahydrofuran for 6h; Heating;95%
With i-Amyl alcohol; acetic acid; zinc
With phosphorus; hydrogen iodide
Multi-step reaction with 2 steps
1: 87 percent / sulfur / dimethylformamide / 125 °C
2: 52 percent / 1,8-diazabicyclo<5,4,0>undec-7-ene, / dimethylformamide / 10 h / Heating
View Scheme
13249-58-6

1-bromo-2,2-diphenylethylene

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
With dibromobis(triphenylphosphine)nickel(II); triphenylphosphine; zinc In N,N-dimethyl-formamide at 20℃; for 8h;90%
With potassium iodide; nickel dichloride; zinc In N,N,N,N,N,N-hexamethylphosphoric triamide at 40℃; for 7h; oth. solvent, oth. time, oth. temperature, presence of additive;78%
With potassium iodide; zinc; bis(triethylphosphine)nickel(II) chloride In various solvent(s) at 50℃; for 1h; Product distribution; other temperatrure, other time, other catalyst, other solvent;97 % Chromat.
With potassium iodide; zinc; bis(triethylphosphine)nickel(II) chloride In various solvent(s) at 50℃; for 1h;97 % Chromat.
530-48-3

1,1-Diphenylethylene

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
Stage #1: 1,1-Diphenylethylene With Hg(II) trifluoroacetate In benzene at 0℃; for 0.25h; Substitution;
Stage #2: With triethylamine; palladium dichloride In benzene at 0℃; for 0.25h; Coupling reaction;		88%
With oxygen; copper diacetate; palladium diacetate; benzyl chloride In N,N-dimethyl-formamide at 110℃; under 760.051 Torr; for 10h;53%
6317-10-8

2,2-diphenyl-1,3-dithiolane

123752-05-6

2,2-diphenylcyclopropyl magnesium bromide

A

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

B

123751-94-0

C20H22

Conditions
ConditionsYield
bis(triphenylphosphine)nickel(II) chloride In toluene Heating;A 87%
B 31%
59856-52-9

trans-1,1,4,4-tetraphenyl-2-butene-1,4-diol

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
With lithium aluminium tetrahydride; titanium(III) chloride In tetrahydrofuran for 3h; Heating;83%
147700-73-0

(4R,5R)-4,5-bis[chloro(diphenyl)methyl]-2,2-dimethyl-1,3-dioxolane

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
With zinc chloride diethyl ether; phosphan at -196 - 90℃; under 9000.9 - 97509.8 Torr; for 37h; Inert atmosphere; Autoclave;80%
55373-68-7

(1Z,3Z)-1,4-dibromo-1,4-diphenylbuta-1,3-diene

98-80-6

phenylboronic acid

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In methanol; toluene for 24h; Inert atmosphere; Reflux;75%
270589-02-1

1-dimethyl(2-pyridyl)silyl-2,2-diphenylethene

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

Conditions
ConditionsYield
With copper(l) iodide; cesium fluoride In acetonitrile at 20℃; for 3h;58%
118091-25-1

6,7-Dibenzhydrylidene-[1,2,3,4,5]pentathiepane

A

1450-63-1

1,1,4,4-tetraphenyl-1,3-butadiene

B

118091-34-2

2-(2,2-Diphenyl-vinyl)-3-phenyl-benzo[b]thiophene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 10h; Heating;A 52%
B 12%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 10h; Heating;A 52%
B 12%

1,1,4,4-Tetraphenylbutadiene Chemical Properties

Chemical Name: 1,1,4,4-Tetraphenyl-1,3-butadiene
IUPAC NAME: 1,4,4-Triphenylbuta-1,3-dienylbenzene
CAS No.: 1450-63-1
EINECS: 215-914-7
RTECS: CY9040630
Molecular Formula: C28H22
Molecular Weight: 358.47 g/mol
Melting Point: 207-209 °C(lit.)
Density: 1.079 g/cm3 
Flash Point: 289 °C
Boiling Point: 556.1 °C at 760 mmHg
Following is the structure of 1,1,4,4-Tetraphenylbutadiene (1450-63-1):


Product Categories about 1,1,4,4-Tetraphenylbutadiene (1450-63-1) are Scintillators ; Electronic ; Electroluminescence ; Functional Materials
The chemical synonymous of 1,1,4,4-Tetraphenylbutadiene (1450-63-1) are Tpb ; 1,1,4,4-Tetraphenyl-1,3-butadiene ; 1,1,4,4-Tetraphenylbutadiene ; (1,4,4-Triphenyl-1,3-butadienyl)benzene ; 1,1,4,4-Tetraphenyl-3-butadiene ; 1,1’,1’’,1’’’-(1,3-Butadiene-1,4-diylidene)tetrabenzene ; 1,1’,1’’,1’’’-(1,3-Butadiene-1,4-diylidene)tetrakis-benzen

1,1,4,4-Tetraphenylbutadiene Toxicity Data With Reference

1.    

orl-mus LD50:>14 g/kg

     EJTXAZ    European Journal of Toxicology and Environmental Hygiene. 9 (1976),99.
2.    

ipr-mus LD50:>10 g/kg

     EJTXAZ    European Journal of Toxicology and Environmental Hygiene. 9 (1976),99.

 

1,1,4,4-Tetraphenylbutadiene Consensus Reports

Reported in EPA TSCA Inventory.

1,1,4,4-Tetraphenylbutadiene Safety Profile

Low toxicity by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.
Hazard Note: Irritant
Hazard Codes:
Xi: Irritant
Risk Statements about 1,1,4,4-Tetraphenylbutadiene (1450-63-1):
R36/37/38 Irritating to eyes, respiratory system and skin.
Safety Statements about 1,1,4,4-Tetraphenylbutadiene (1450-63-1):
S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39 Wear suitable gloves and eye/face protection. 
Attentions:
1. Storage: Store in a cool, dry place. Store in a tightly closed container.
2. Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Avoid ingestion and inhalation.

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