N-Methylpiperidine

Base Information

• Chemical Name: N-Methylpiperidine
• CAS No.: 626-67-5
• Deprecated CAS: 139252-84-9
• Molecular Formula: C6H13N
• Molecular Weight: 99.1759
• Hs Code.: 29333999
• European Community (EC) Number: 210-959-9
• UN Number: 2399
• UNII: 617374QZN4
• DSSTox Substance ID: DTXSID8060822
• Nikkaji Number: J39.106I
• Wikidata: Q24004759
• ChEMBL ID: CHEMBL281417
• Mol file: 626-67-5.mol

Synonyms:1-methylpiperidine;N-methylpiperidine;N-methylpiperidine hydrochloride

Chemical Property of N-Methylpiperidine

Chemical Property:

• Appearance/Colour: colorless clear liquid
• Vapor Pressure: 41.5mmHg at 25°C
• Melting Point: -50 °C
• Refractive Index: n20/D 1.438
• Boiling Point: 97.569 °C at 760 mmHg
• PKA: 10.08(at 25℃)
• Flash Point: 3.333 °C
• PSA: 3.24000
• Density: 0.844 g/cm³
• LogP: 1.04000
• Storage Temp.: −20°C
• Water Solubility.: miscible
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 99.104799419
• Heavy Atom Count: 7
• Complexity: 46.1
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

1-Methylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,F,T
• Hazard Codes: C,F,T
• Statements: 11-34-20/22-39/23/24/25-23/24/25-67-22-10-37
• Safety Statements: 7-16-26-36/37/39-45-9-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCCCC1
• Description: This simple piperidine derivative has been obtained from Girgensohnia diptera Bge. It is optically inactive and furnishes a crystalline picrate, m.p. 15 I-2°C and a picrolonate, m.p. 226°C.
• Uses: Reactant for: ·sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines ·One-pot synthesis of Z-cinnamic acids Reactant for synthesis of: ·Unsymmetrical ureas ·Antibacterial imidazolium, pyrrolidinium, and piperidinium salts ·C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling ·Multi-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases 1-Methylpiperidine is a reactant for sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines, One-pot synthesis of Z-cinnamic acids. It is used in the synthesis of Unsymmetrical ureas, Antibacterial imidazolium, pyrrolidinium, and piperidinium salts, C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling. Reactant for: sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic aminesOne-pot synthesis of Z-cinnamic acidsReactant for synthesis of:Unsymmetrical ureasAntibacterial imidazolium, pyrrolidinium, and piperidinium saltsC1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester couplingMulti-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases

Technology Process of N-Methylpiperidine

There total 144 articles about N-Methylpiperidine 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%

N-methyl-3,4-didehydropiperidine (694-55-3) + carbon monoxide (201230-82-2) → N-methylcyclohexylamine (626-67-5)

Guidance literature:

With hydrogen; di-μ-chlorobis(norbornadiene)dirhodium(I); In benzene; at 100 ℃; for 6h; under 60004.8 Torr;

DOI:10.1016/0022-328X(86)80440-5

Reference yield: 100.0%

piperidine (110-89-4) + methanol (67-56-1) → N-methylcyclohexylamine (626-67-5)

Guidance literature:

With P(C₄H₉)3; ruthenium trichloride; at 220 ℃; for 5h; Product distribution; Mechanism; also with or without other catalyst, other phosphines, other temperatures,;

DOI:10.1016/0022-328X(89)85063-6

Reference yield: 99.0%

piperidine (110-89-4) + trimethyl orthoformate (149-73-5) → N-methylcyclohexylamine (626-67-5)

Guidance literature:

With 3 % platinum on carbon; hydrogen; toluene-4-sulfonic acid; at 120 ℃; for 3h; under 30003 Torr; Reagent/catalyst; Inert atmosphere; Autoclave;

upstream raw materials:

piperidine

formaldehyd

methyl iodide

pyridine

Downstream raw materials:

N,N-Pentamethylen-dithiocarbamidsaeure-S-cyclohexylester

2-(piperidin-1-yl)benzo[d]thiazole

4-chloro-5-methyl-2-piperidinopyrimidine

1-(2,4-dinitrophenyl)piperidine

Refernces

• 1、 Wysocka, Waleria. "THE MECHANISM OF THE HETEROGENEOUS CATALYSIS OF α AND γ-CYCLIC SIX-MEMBERED AMINOKETONES". . p. 681 - 692. Retrieved 1985.
• 2、 Rooney, Conor L.,Wu, Yueshen,Tao, Zixu,Wang, Hailiang. "Electrochemical Reductive N-Methylation with CO2Enabled by a Molecular Catalyst". supporting information. p. 19983 - 19991. Retrieved 2021/12/01.
• 3、 Sarkar, Debotra,Dutta, Sayan,Weetman, Catherine,Schubert, Emeric,Koley, Debasis,Inoue, Shigeyoshi. "Germyliumylidene: A Versatile Low Valent Group 14 Catalyst". supporting information. p. 13072 - 13078. Retrieved 2021/08/09.