2-(4-Methyl-benzyl)-piperidine

Base Information

• Chemical Name: 2-(4-Methyl-benzyl)-piperidine
• CAS No.: 63587-56-4
• Molecular Formula: C13H19N
• Molecular Weight: 189.301
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60398612
• Mol file: 63587-56-4.mol

Synonyms:2-(4-Methyl-benzyl)-piperidine;63587-56-4;2-(4-methylbenzyl)piperidine;2-[(4-methylphenyl)methyl]piperidine;SCHEMBL21788551;DTXSID60398612;BBL020755;MFCD02663643;STK893445;AKOS001476317;AB12088;BS-28935;CS-0207435;EN300-1275746

Chemical Property of 2-(4-Methyl-benzyl)-piperidine

Chemical Property:

• Vapor Pressure: 0.0025mmHg at 25°C
• Boiling Point: 287.4oC at 760 mmHg
• PKA: 10.31±0.10(Predicted)
• Flash Point: 128.8oC
• PSA: 12.03000
• Density: 0.96g/cm3
• LogP: 3.00840
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 189.151749610
• Heavy Atom Count: 14
• Complexity: 159

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-methylbenzyl)piperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)CC2CCCCN2

Technology Process of 2-(4-Methyl-benzyl)-piperidine

There total 4 articles about 2-(4-Methyl-benzyl)-piperidine 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: 98.0%

6-p-tolyl-hex-5-ynylamine → 2-(4-Methyl-benzyl)-piperidine (63587-56-4)

Guidance literature:

6-p-tolyl-hex-5-ynylamine; With Cp*Ti(NXylN)(Me)2; In toluene; at 105 ℃; for 6h; Inert atmosphere;

With sodium cyanoborohydride; zinc(II) chloride; In methanol; toluene; at 20 ℃; for 20h; regioselective reaction;

DOI:10.1039/b902038a

Reference yield:

2-[1-p-Tolyl-meth-(E)-ylidene]-piperidine → 2-(4-Methyl-benzyl)-piperidine (63587-56-4)

Guidance literature:

With piperidine; methanol; phenylsilane; (tert-butyl-N-SiMe₂-cyclopentadienyl)Ti(NMe₂)2; In toluene; at 105 ℃; for 22h;

DOI:10.1002/anie.200462250

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 2-(4-Methyl-benzyl)-piperidine (63587-56-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Cp₂TiMe₂; (S,S)-ethylenebis(4,5,6,7-tetrahydro-1-indenyl)TiMe₂ / toluene / 15 h / 105 °C

2: 128 mg / phenylsilane; piperidine; methanol / [Cp(SiMe₂N-t-Bu)]Ti(NMe₂)2 / toluene / 22 h / 105 °C

With piperidine; methanol; phenylsilane; dimethyltitanocene; (tert-butyl-N-SiMe₂-cyclopentadienyl)Ti(NMe₂)2; dimethyl (S,S)-ethylene-1,2-bis(η⁵-4,5,6,7-tetrahydro-1-indenyl)titanium; In toluene;

DOI:10.1002/anie.200462250

upstream raw materials:

p-toluidine

Refernces

• 1、 Heutling, Andreas,Pohlki, Frauke,Bytschkov, Igor,Doye, Sven. "Hydroamination/hydrosilylation sequence catalyzed by titanium complexes". . p. 2951 - 2954. Retrieved 2007/10/03.