4-Benzylpyridine

Base Information

• Chemical Name: 4-Benzylpyridine
• CAS No.: 2116-65-6
• Molecular Formula: C12H11N
• Molecular Weight: 169.226
• Hs Code.: 29333999
• European Community (EC) Number: 218-319-0
• NSC Number: 8075
• UNII: 1P29GQM0OH
• DSSTox Substance ID: DTXSID5062188
• Nikkaji Number: J51.286I
• Wikidata: Q27252702
• ChEMBL ID: CHEMBL357322
• Mol file: 2116-65-6.mol

Synonyms:4-benzylpyridine;4-benzylpyridine methanesulfonate

Chemical Property of 4-Benzylpyridine

Chemical Property:

• Appearance/Colour: clear slightly yellow liquid
• Vapor Pressure: 0.00492mmHg at 25°C
• Melting Point: 9-11 °C
• Refractive Index: n20/D 1.582(lit.)
• Boiling Point: 285.1 °C at 760 mmHg
• PKA: 5.75±0.10(Predicted)
• Flash Point: 115 °C
• PSA: 12.89000
• Density: 1.044 g/cm³
• LogP: 2.67240
• Storage Temp.: Indoors
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in ethanol, ethyl ether. Insoluble in water.
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 169.089149355
• Heavy Atom Count: 13
• Complexity: 132

Purity/Quality:

98.00% ^*data from raw suppliers

4-Benzylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2=CC=NC=C2
• Uses: 4-Benzylpyridine is an important raw material and intermediate used in organic synthesis, pharmaceuticals, dyes and agrochemicals.It is the key raw material for the synthesis of Ifenprodil hemitartrate.

Technology Process of 4-Benzylpyridine

There total 79 articles about 4-Benzylpyridine 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: 90.0%

phenyl(pyridin-4-yl)methanol (33974-27-5) → 4-benzyl pyridine (2116-65-6)

Guidance literature:

With isopropyl alcohol; at 400 ℃; for 5h; under 75245 - 83605.6 Torr;

DOI:10.1248/cpb.54.1304

Reference yield: 90.0%

4-bromopyridin (1120-87-2) + benzylmagnesium chloride (6921-34-2) → 4-benzyl pyridine (2116-65-6)

Guidance literature:

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1016/j.bmcl.2016.05.025

Reference yield: 89.0%

pyridine-4-carbonitrile (100-48-1) + benzyltrimethylsilane (770-09-2) → 4-benzyl pyridine (2116-65-6) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 18h; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.1c05764

upstream raw materials:

pyridine

pyridine hydrochloride

benzyl chloride

iodomethylbenzene

Downstream raw materials:

1,1'-Carbonyl-bis<4-benzyliden-1,4-dihydropyridin>

3-[1-Phenyl-1-pyridin-4-yl-meth-(Z)-ylidene]-3H-isobenzofuran-1-one

2-Benzyl-4a,5,10,11-tetraaza-benzo[b]fluorene

4-Benzyl-1-trimethylsilanyl-pyridinium; iodide

Refernces

• 1、 Gilman,McNinch. "-". . p. 1889. Retrieved 1962.
• 2、 Chen, Gong,Qiao, Tianjiao,Wang, Yaxin,Zhang, Jian,Zhao, Jianyou. "Tunable System for Electrochemical Reduction of Ketones and Phthalimides". supporting information. p. 3297 - 3302. Retrieved 2021/10/14.
• 3、 Gan, Li-She,Li, Jie,Li, Lin-Lin,Wang, Jia-Min,Yang, Fan,Zou, Dong. "Selective transition metal-free aroylation of diarylmethanes with 2-acyl-imidazolium salts via acyl C–C bond cleavage". supporting information. . Retrieved 2020/11/13.