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Cas Database |
| Name |
2-(4-Methylphenyl)pyridine |
EINECS | 224-734-8 |
| CAS No. | 4467-06-5 | Density | 1.03 g/cm3 |
| PSA | 12.89000 | LogP | 3.05700 |
| Solubility | N/A | Melting Point |
132-132.5 °C |
| Formula | C12H11N | Boiling Point | 304.224 °C at 760 mmHg |
| Molecular Weight | 169.226 | Flash Point | 119.31 °C |
| Transport Information | N/A | Appearance | clear yellow to gold liquid |
| Safety | 26-37/39 | Risk Codes | 36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| Synonyms |
Pyridine,2-p-tolyl- (6CI,7CI,8CI);2-(4-Tolyl)pyridine;2-(p-Methylphenyl)pyridine;2-p-Tolylpyridine;4-(2-Pyridyl)toluene; |
Article Data | 259 |
2-(4-Methylphenyl)pyridine Synthetic route
- 109-09-1
2-chloropyridine
- 4294-57-9
para-methylphenylmagnesium bromide
- 4467-06-5
2-(4-methylphenyl)pyridine
| Conditions | Yield |
|---|---|
| With C32H41N12Ni2O(3+)*3F6P(1-) In tetrahydrofuran at 25℃; for 5h; Inert atmosphere; Schlenk technique; | 100% |
| With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction; | 99% |
| With chloro(1,3-bis(pyridin-2-ylmethyl)imidazolylidene)nickel(II) hexafluorophosphate In tetrahydrofuran at 20℃; for 12h; Kumada-Corriu coupling reaction; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| Stage #1: para-bromotoluene With lithium Stage #2: With zinc(II) chloride Stage #3: 2-chloropyridine; nickel phosphine amido pincer complex In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 70℃; for 12h; Negishi cross-coupling; Further stages.; | 99.5% |
| With (2,2'-bipyridine)nickel(II) dibromide; tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Ambient temperature; electrolysis; | 80% |
- 198904-84-6
2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester
A
- 4467-06-5
2-(4-methylphenyl)pyridine
B
- 198904-85-7
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
| Conditions | Yield |
|---|---|
| With hydrogen; triethylamine; 5%-palladium/activated carbon at 40℃; under 760.051 Torr; for 5h; | A 0.69% B 99.17% |
| With hydrogen; sodium carbonate; 5%-palladium/activated carbon at 40℃; under 760.051 Torr; for 5h; | A 0.25% B 99.16% |
| With hydrogen; 5%-palladium/activated carbon In methanol at 50℃; under 760.051 Torr; for 5h; | A 2.69% B 97.11% |
| at 40 - 62℃; under 1520.1 Torr; for 5h; Hydrogen/nitrogen (1/2); | A 0.1% B 97.2% |
| With hydrogen; 5%-palladium/activated carbon at 5 - 58℃; under 1520.1 Torr; for 5 - 8h; Nitrogen gas; | A 2.11% B 94.41% |
| Conditions | Yield |
|---|---|
| With potassium phosphate; palladium diacetate In tetrahydrofuran at 100℃; for 24h; Suzuki-Miyaura coupling; | 99% |
| With potassium phosphate monohydrate; 1-methyl-2-(2-(dicyclohexylphosphino)phenyl)-1H-benzoimidazole; palladium diacetate In 1,4-dioxane; 1,3,5-trimethyl-benzene at 135℃; for 24h; Suzuki-Miyaura coupling; Inert atmosphere; | 98% |
| With 4-di-tert-butylphosphanyl-1-phenyl-5-(2,6-dimethoxyphenyl)-1H-[1,2,3]triazole; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In toluene at 100℃; for 12h; Suzuki coupling; Inert atmosphere; | 97% |
| Conditions | Yield |
|---|---|
| With potassium phosphate tribasic heptahydrate; palladium dichloride In ethanol; water at 80℃; for 0.166667h; Suzuki-Miyaura reaction; | 99% |
| With potassium phosphate tribasic heptahydrate; palladium diacetate In isopropyl alcohol at 80℃; for 0.133333h; Suzuki coupling; | 98% |
| With potassium phosphate tribasic heptahydrate; palladium dichloride In water; N,N-dimethyl-formamide at 20℃; for 12h; Suzuki cross-coupling reaction; | 98% |
| Conditions | Yield |
|---|---|
| With Ni(Cl){2-(Ph2P)C6H4NCH(Ph)P(O)Ph2} In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 25℃; for 24h; Negishi coupling reaction; Inert atmosphere; | 99% |
| With C38H34Br2N4Ni2P2 In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 90℃; for 12h; Reagent/catalyst; Negishi Coupling; Inert atmosphere; Schlenk technique; | 99% |
| With C27H22Cl2N3NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one for 6h; Inert atmosphere; Schlenk technique; Heating; | 99% |
| With C21H18N8Ni2O(2+)*2F6P(1-) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20 - 80℃; Negishi coupling reaction; | 98% |
- 33675-27-3
trimethylpyridin-2-ylammonium iodide
- 90252-89-4
p-tolylzinc(II) chloride
- 4467-06-5
2-(4-methylphenyl)pyridine
| Conditions | Yield |
|---|---|
| With C38H34Br2N4Ni2P2; potassium iodide In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 65℃; for 12h; Reagent/catalyst; Concentration; Inert atmosphere; Schlenk technique; | 99% |
| With C32H26ClN2NiP In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 85℃; for 12h; Inert atmosphere; | 97% |
| With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 90℃; for 8h; Negishi coupling reaction; Inert atmosphere; | 87% |
| Conditions | Yield |
|---|---|
| With dichlorobis(trimethylphosphine)nickel In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 70℃; for 12h; Inert atmosphere; | 99% |
| Conditions | Yield |
|---|---|
| Stage #1: 2-fluoropyridine; p-tolylzinc(II) chloride With bis(tricyclohexylphosphine)nickel(II) dichloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 25 - 100℃; for 10h; Schlenk technique; Inert atmosphere; Stage #2: p-tolylzinc(II) chloride In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 100℃; for 10h; Inert atmosphere; Schlenk technique; | 99% |
- 1282034-09-6
2-pyridyl dimethylsulfamate
- 4294-57-9
para-methylphenylmagnesium bromide
- 4467-06-5
2-(4-methylphenyl)pyridine
| Conditions | Yield |
|---|---|
| With C38H34Br2N4Ni2P2 In tetrahydrofuran at 35℃; for 24h; Reagent/catalyst; Inert atmosphere; Schlenk technique; | 99% |
2-(4-Methylphenyl)pyridine Chemical Properties
IUPAC Name: 2-(4-Methylphenyl)pyridine
Following is the structure of 2-(4-Tolyl)pyridine (CAS NO.4467-06-5):
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Empirical Formula: C12H11N
Molecular Weight: 169.2224 g/mol
EINECS: 224-734-8
Index of Refraction: 1.568
Molar Refractivity: 53.76 cm3
Molar Volume: 164.2 cm3
Density: 1.03 g/cm3
Flash Point: 119.3 °C
Surface Tension: 39.7 dyne/cm
Enthalpy of Vaporization: 52.28 kJ/mol
Boiling Point: 304.2 °C at 760 mmHg
Vapour Pressure of 2-(4-Tolyl)pyridine (CAS NO.4467-06-5): 0.0016 mmHg at 25 °C
Appearance of 2-(4-Tolyl)pyridine (CAS NO.4467-06-5): clear yellow to gold liquid
Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC=N2
InChI: InChI=1S/C12H11N/c1-10-5-7-11(8-6-10)12-4-2-3-9-13-12/h2-9H,1H3
InChIKey: KJNZQKYSNAQLEO-UHFFFAOYSA-N
2-(4-Methylphenyl)pyridine Toxicity Data With Reference
2-(4-Tolyl)pyridine (CAS NO.4467-06-5) hasn't been listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
2-(4-Methylphenyl)pyridine Safety Profile
Hazard Codes: 
Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
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.
WGK Germany: 3
2-(4-Methylphenyl)pyridine Specification
2-(4-Tolyl)pyridine , its cas register number is 4467-06-5. It also can be called 2-(4-Methylphenyl)pyridine ; 2-p-Tolylpyridine ; and pyridine, 2-(4-methylphenyl)- .
2-(4-Tolyl)pyridine (CAS NO.4467-06-5) is not compatible with other strong oxidizing agents. And it aould avoid the condition of incompatible materials. While, also should prevent it to broken down into hazardous decomposition products: nitrogen oxides, carbon monoxide, carbon dioxide. Its hazardous polymerization has not been reported. This chemical should be stored in a cool, dry place, or be stored in a tightly closed container.
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