N-Allylpiperidine

Base Information

• Chemical Name: N-Allylpiperidine
• CAS No.: 14446-67-4
• Molecular Formula: C8H15N
• Molecular Weight: 125.214
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID40162712
• Nikkaji Number: J461.978A
• Wikidata: Q24007261
• Mol file: 14446-67-4.mol

Synonyms:1-allylpiperidine;14446-67-4;N-Allylpiperidine;1-(2-Propenyl)piperidine;1-prop-2-enylpiperidine;1-(prop-2-en-1-yl)piperidine;Piperidine, 1-(2-propen-1-yl)-;N-allyl piperidine;N-allylpiperidin;1-allyl-piperidine;1-Allylpiperidine, 97%;SCHEMBL87801;Piperidine, 1-(2-propenyl)-;SCHEMBL13123530;DTXSID40162712;BBL011344;MFCD00078381;STL146434;AKOS005207236;Piperidine,2-(1E)-1-propenyl-(9ci);Piperidine,2-(1Z)-1-propenyl-(9ci);AS-60353;Piperidine, 2-(1E)-1-propenyl- (9CI);CS-0318524;FT-0607309;EN300-205548;Piperidine,2-(1E)-1-propenyl-,(2R)-(9ci);PIPERIDINE, 2-(1Z)-1-PROPENYL- (9CI);Piperidine, 2-(1E)-1-propenyl-, (2R)- (9CI);Q24007261

Chemical Property of N-Allylpiperidine

Chemical Property:

• Vapor Pressure: 3.55mmHg at 25°C
• Melting Point: 51-52 °C
• Refractive Index: 1.4580
• Boiling Point: 152.109 °C at 760 mmHg
• PKA: pK1: 9.65(+1) (25°C)
• Flash Point: 38.095 °C
• PSA: 3.24000
• Density: 0.854 g/cm³
• LogP: 1.59620
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 125.120449483
• Heavy Atom Count: 9
• Complexity: 82.6

Purity/Quality:

98%Min ^*data from raw suppliers

1-Allylpiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:Flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R10:Flammable.; R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 36/37/38-10
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCN1CCCCC1

Technology Process of N-Allylpiperidine

There total 23 articles about N-Allylpiperidine 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: 96.4%

piperidine (110-89-4) + heptafluoro-2-propyl allyl ether (15242-17-8) → N-allylpiperidine (14446-67-4)

Guidance literature:

palladium(0); In tetrahydrofuran; at 65 ℃; for 2h;

DOI:10.1021/jo00171a005

Reference yield: 96.0%

piperidine (110-89-4) + Allyl acetate (591-87-7) → N-allylpiperidine (14446-67-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 15h; Inert atmosphere;

DOI:10.1002/ejoc.201201241

Reference yield: 94.0%

piperidine (110-89-4) + allyl bromide (106-95-6) → N-allylpiperidine (14446-67-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo050464l

upstream raw materials:

piperidine

allyl bromide

benzene

1-allyl-2,4,6-triphenyl-pyridinium

Downstream raw materials:

1-piperidinylcarbonnitrile

piperidine carbamoyl chloride

1-{3-[dimethyl(5-phenylfuran-2-yl)silyl]propyl}piperidine

C₂₀H₁₆BF₁₀N

Refernces

• 1、 Kroesen, Ulrike,Unkelbach, Christian,Schildbach, Daniel,Strohmann, Carsten. "Controlling the Coordination Sphere of Alkyllithiums Results in Selective Reactions with Allylic Amines". . p. 14164 - 14168. Retrieved 2017.
• 2、 Bergbreiter, David E.,Chen, Bushi. "Allylic Substitution using Heterogeneous Palladium Catalysts". . p. 1238 - 1239. Retrieved 1983.
• 3、 Fihri, Aziz,Hierso, Jean-Cyrille,Vion, Anthony,Duc, Hanh Nguyen,Urrutigoity, Martine,Kalck, Philippe,Amardeil, Regine,Meunier, Philippe. "Diphosphines of dppf-type incorporating electron-withdrawing furyl moieties substantially improve the palladium-catalysed amination of allyl acetates". . p. 1198 - 1202. Retrieved 2005.
• 4、 Shamim, Tahira,Kumar, Vineet,Paul, Satya. "Silica-functionalized CuI: An efficient and selective catalyst for N-benzylation, allylation, and alkylation of primary and secondary amines in water". . p. 620 - 632. Retrieved 2014/01/17.