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644-08-6

Basic Information
CAS No.: 644-08-6
Name: 4-Phenyltoluene
Article Data: 1152
Molecular Structure:
Molecular Structure of 644-08-6 (4-Phenyltoluene)
Formula: C13H12
Molecular Weight: 168.238
Synonyms: Biphenyl,4-methyl- (8CI);(4-Methylphenyl)benzene;1-Methyl-4-phenylbenzene;4-Methyl-1,1'-biphenyl;4-Methylbiphenyl;4-Methyldiphenyl;4-Phenyltoluene;NSC 407669;p-Methylbiphenyl;p-Methyldiphenyl;p-Phenyltoluene;
EINECS: 211-409-0
Density: 0.984 g/cm3
Melting Point: 44-47 °C(lit.)
Boiling Point: 267.799 °C at 760 mmHg
Flash Point: 117.819 °C
Solubility: Insoluble in water. Soluble in alcohol and ether, very soluble in organic solvents.
Appearance: White crystalline powder
Safety: 24/25
PSA: 0.00000
LogP: 3.66200
Synthetic route
106-38-7

para-bromotoluene

98-80-6

phenylboronic acid

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With potassium phosphate; (η5-C5H5)Re(NO)(P(C6H5)3)(C(CH3)3)2; palladium diacetate In toluene at 100℃; for 1h; Suzuki cross-couplings reaction;100%
With N,N-dicyclohexyl-2-(dicyclohexylphosphanyl)benzenesulfonamide; tris(dibenzylideneacetone)dipalladium (0); caesium carbonate In 1,4-dioxane at 80℃; for 3h; Suzuki-Miyaura cross coupling;100%
With potassium phosphate; 3-(2,6-diisopropylphenyl)-1-(2-diphenylphosphanylbenzyl)-3H-imidazol-1-ium chloride; bis(η3-allyl-μ-chloropalladium(II)) In 1,4-dioxane at 80℃; for 12h; Product distribution; Further Variations:; Catalysts; Reagents; Solvents; Suzuki cross-coupling;100%
106-43-4

para-chlorotoluene

98-80-6

phenylboronic acid

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With Cs2O3; PCy3 adduct of cyclopalladated ferrocenylimine In 1,4-dioxane at 100℃; for 15h; Suzuki cross-coupling reaction;100%
With [PdI(2-(2-thiophenyl)-4,4-dimethyloxazoline)(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)]; potassium carbonate In tetrahydrofuran; water at 90℃; for 18h; Catalytic behavior; Reagent/catalyst; Suzuki-Miyaura Coupling;100%
With caesium carbonate; palladium diacetate; 1,3-di-([N-(2,4,6-Me3Ph)imidazolium-3-yl]Me)-2,4,6-Me3Ph*2Cl- In 1,4-dioxane at 80℃; for 1.5h; Suzuki reaction;99%
106-38-7

para-bromotoluene

100-58-3

phenylmagnesium bromide

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)-imidazolium][Ni(PPh3)Cl3] In tetrahydrofuran at 30℃; for 1h; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;100%
With C70H40Cl2F68N2O6Pd2 In tetrahydrofuran at 100℃; for 0.0166667h; Kumada coupling reaction; Microwave irradiation;96%
With C17H36ClN6NiP2(1+)*Cl(1-) In tetrahydrofuran for 6h; Reagent/catalyst; Kumada Cross-Coupling; Inert atmosphere;96%
108-86-1

bromobenzene

5720-05-8

4-methylphenylboronic acid

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; palladium dichloride In pyridine for 3h; Suzuki cross-coupling; Heating;100%
With potassium carbonate; carbapalladacycle complex*periodic mesoporous organosilica for 24h; Suzuki coupling; Heating;100%
With tetra-butylammonium acetate; Pd EnCat-30TM In ethanol at 120℃; for 0.166667h; Suzuki cross-coupling; microwave irradiation;100%
591-50-4

iodobenzene

5720-05-8

4-methylphenylboronic acid

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate In water at 80℃; Catalytic behavior; Suzuki-Miyaura Coupling; Green chemistry;100%
With aluminum oxide; potassium fluoride; palladium at 100℃; for 4h; Suzuki reaction;99%
With sodium hydroxide; tetrabutylammomium bromide; palladium on activated charcoal at 100℃; for 2h; Suzuki-Miyaura cross-coupling;99%
624-31-7

4-tolyl iodide

98-80-6

phenylboronic acid

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With potassium carbonate; copper-palladium In N,N-dimethyl-formamide at 110℃; for 2h; Suzuki cross-coupling;100%
With sodium hydroxide; Pd-dodecanethiolate nanoparticles In tetrahydrofuran at 20℃; for 24h; Suzuki-Miyaura cross-coupling;100%
With Br4Pd(2-)*C25H30N4O2(2+); potassium carbonate In N,N-dimethyl-formamide at 120℃; for 12h; Suzuki-Miyaura reaction; Inert atmosphere;100%
29540-83-8

p-tolyl triflate

98-80-6

phenylboronic acid

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); 3-butyl-1-methyl-5-[(3-methyl-1H-imidazol-3-ium-1-yl)methyl]-3H-1,2,3-triazol-1-ium ditetrafluoroborate; caesium carbonate In 1,4-dioxane Suzuki-Miyaura reaction; Inert atmosphere; Heating;100%
With potassium fluoride; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 18h; Suzuki cross-coupling;95%
With 2H(1+)*Cl4Pd(2-)*2H3N; poly[N-isopropylacrylamide-co-diphenyl(4'-styryl)phosphine]; sodium carbonate In water at 100℃; for 9h; Suzuki-Miyaura reaction;93%
106-38-7

para-bromotoluene

960-16-7

tributylphenylstannane

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With 1,4-diaza-bicyclo[2.2.2]octane; potassium hydroxide; poly(ethylene glycol)-400; palladium diacetate In water at 80℃; for 15h; Stille coupling;100%
With 1,1-Dimethylurea; ammonium chloride; LACTOSE; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenyl-arsane at 90℃; for 6h; Stille coupling;100%
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; cesium fluoride; 3-tert-butyl-5-methyl-1-(2-(diphenylphosphino)phenyl)-1H-pyrazole In toluene at 60℃; for 10h; Stille coupling; Inert atmosphere;96%
106-43-4

para-chlorotoluene

596-38-3

9-phenyl-9H-xanthen-9-ol

A

90-47-1

xanth-9-one

B

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; tricyclohexylphosphine In o-xylene for 4h; Heating;A n/a
B 100%
106-38-7

para-bromotoluene

596-38-3

9-phenyl-9H-xanthen-9-ol

A

90-47-1

xanth-9-one

B

644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; tricyclohexylphosphine In o-xylene for 4h; Heating;A n/a
B 100%
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Chemistry

4-methyldiphenyl(644-08-6) is also named as 4-Phenyltoluene;1’-Biphenyl,4-methyl-1;4-methyl-1’-biphenyl;4-methyl-bipheny;Biphenyl, 4-methyl-;p-Methylbiphenyl;p-Methyldiphenyl;p-Phenyltoluene,and so on.4-methyldiphenyl(644-08-6) is usually white crystalline powder.

CAS: 644-08-6
Molecular Formula: C13H12
Molecular Weight: 168.23
Molecular structure:
EINECS: 211-409-0
Melting point:  44-47 °C(lit.)
Boiling point:  267-268 °C(lit.)
Density:  1,015 g/cm3
FEMA:  3186
Flash point:  >230 °F
BRN:  1904468
Index of Refraction: 1.564 
Molar Refractivity: 55.66 cm3 
Molar Volume: 170.9 cm3 
Polarizability: 22.06 10-24cm3 
Surface Tension: 35.8 dyne/cm 
Enthalpy of Vaporization: 48.55 kJ/mol 
Vapour Pressure: 0.0132 mmHg at 25°C 

Uses

4-methyldiphenyl(644-08-6) is commonly used as organic reagents and pharmaceutical intermediates.

Toxicity Data With Reference

1.   

orl-rat LD50:2570 mg/kg

   FCTXAV    Food and Cosmetics Toxicology. 13 (1975),487.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits acrid smoke and irritating vapors.

Safety Statements:  24/25
WGK Germany:  2