2-(p-Tolyl)pyridine

Base Information

• Chemical Name: 2-(p-Tolyl)pyridine
• CAS No.: 4467-06-5
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• Hs Code.: 29339900
• European Community (EC) Number: 224-734-8
• DSSTox Substance ID: DTXSID10196266
• Nikkaji Number: J149.746D
• Wikidata: Q63409293
• Mol file: 4467-06-5.mol

Synonyms:2-(p-Tolyl)pyridine;2-(4-Methylphenyl)pyridine;4467-06-5;2-p-Tolylpyridine;2-(4-tolyl)pyridine;Pyridine,2-p-tolyl-;Pyridine, 2-(4-methylphenyl)-;MFCD00006281;2-(p-Toluyl)pyridine;2-(p-tolyl) pyridine;4-(2-Pyridyl)toluene;SCHEMBL39128;2-(4-TOLYL) PYRIDINE;DTXSID10196266;2-(p-Tolyl)pyridine, >=97%;AMY23181;EINECS 224-734-8;AKOS004117386;CS-W001997;SB66839;AC-19017;AS-35692;SY015616;BB 0222819;FT-0635314;T1228;EN300-84512;A826655;W-106179;Q63409293;2(1H)-Pyrimidinethione,tetrahydro-4-hydroxy-4,6,6-trimethyl-

Chemical Property of 2-(p-Tolyl)pyridine

Chemical Property:

• Appearance/Colour: clear yellow to gold liquid
• Vapor Pressure: 0.0016mmHg at 25°C
• Melting Point: 132-132.5 °C
• Refractive Index: n20/D 1.617(lit.)
• Boiling Point: 304.224 °C at 760 mmHg
• PKA: 4.74±0.25(Predicted)
• Flash Point: 119.31 °C
• PSA: 12.89000
• Density: 1.03 g/cm³
• LogP: 3.05700
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 169.089149355
• Heavy Atom Count: 13
• Complexity: 147

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(p-Tolyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CC=CC=N2
• Uses: 2-(p-Tolyl)pyridine may be used as a pharmaceutical intermediate.

Technology Process of 2-(p-Tolyl)pyridine

There total 167 articles about 2-(p-Tolyl)pyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

2-chloropyridine (109-09-1) + para-methylphenylmagnesium bromide (4294-57-9) → 2-(4-methylphenyl)pyridine (4467-06-5)

Guidance literature:

With C₃₂H₄₁N₁₂Ni₂O⁽³⁺⁾*3F₆P^(1-); In tetrahydrofuran; at 25 ℃; for 5h; Inert atmosphere; Schlenk technique;

Reference yield: 99.5%

2-chloropyridine (109-09-1) + para-bromotoluene (106-38-7) → 2-(4-methylphenyl)pyridine (4467-06-5)

Guidance literature:

para-bromotoluene; With lithium;

With zinc(II) chloride;

2-chloropyridine; nickel phosphine amido pincer complex; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; at 70 ℃; for 12h; Further stages.;

DOI:10.1021/ol701927g

Reference yield: 99.17%

2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester (198904-84-6) → 2-(4-methylphenyl)pyridine (4467-06-5) + N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine (198904-85-7)

Guidance literature:

With hydrogen; triethylamine; 5%-palladium/activated carbon; at 40 ℃; for 5h; under 760.051 Torr;

upstream raw materials:

pyridine

6-p-tolyl-2,3,4,5-tetrahydro-pyridine

1-(4-Methylphenyl)-3,3-(1,5-pentanediyl)triazene

bis(4-methylphenyl) sulfone

Downstream raw materials:

2-(4-methylphenyl)-3-pyridiol

[Au(H-tpy)Cl₃]

C₁₃H₁₀F₃N

[PtMe(2-(p-tolyl)lpyridine(-H))(PPh₂Me)]

Refernces

• 1、 Kawase, Misa,Matsuoka, Kyosuke,Shinagawa, Tsutomu,Hamasaka, Go,Uozumi, Yasuhiro,Shimomura, Osamu,Ohtaka, Atsushi. "Suzuki-Miyaura Cross-Coupling Reaction with Potassium Aryltrifluoroborate in Pure Water Using Recyclable Nanoparticle Catalyst". . p. 57 - 61. Retrieved 2021/11/13.
• 2、 Kawai, Yuya,Liao, Yumeng,Matsuda, Takanori,Suzuki, Hirotsugu. "Rhodium-Catalyzed Additive-Free C?H Ethoxycarbonylation of (Hetero)Arenes with Diethyl Dicarbonate as a CO Surrogate". supporting information. p. 4938 - 4942. Retrieved 2021/09/30.