1-CYCLOHEXYLPIPERIDINE

Base Information

• Chemical Name: 1-CYCLOHEXYLPIPERIDINE
• CAS No.: 3319-01-5
• Molecular Formula: C11H21 N
• Molecular Weight: 167.294
• Hs Code.: 2933399090
• European Community (EC) Number: 222-016-9
• NSC Number: 93942
• UNII: FB3LR8GN9P
• DSSTox Substance ID: DTXSID60186839
• Nikkaji Number: J50.656G
• Wikidata: Q27118026
• Metabolomics Workbench ID: 56064
• Mol file: 3319-01-5.mol

Synonyms:1-Cyclohexylpiperidine;Cyclohexylpiperidine; N-Cyclohexylpiperidine; NSC 93942

Chemical Property of 1-CYCLOHEXYLPIPERIDINE

Chemical Property:

• Vapor Pressure: 0.0531mmHg at 25°C
• Melting Point: 73-74 °C(Solv: benzene (71-43-2); ligroine (8032-32-4)(1:5))
• Refractive Index: 1.4856
• Boiling Point: 234.3°Cat760mmHg
• PKA: 10.07±0.20(Predicted)
• Flash Point: 101.4°C
• PSA: 3.24000
• Density: 0.941g/cm³
• LogP: 2.74290
• Water Solubility.: Immiscible with water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 167.167399674
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

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

1-Cyclohexylpiperidine >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/38:Irritating to eyes and skin.
• Hazard Codes: R36/38:Irritating to eyes and skin.
• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(CC1)N2CCCCC2
• Uses: 1-Cyclohexylpiperidine is used in the preparation of 1-(1-phenylcyclohexyl)piperidine, which shows anticholinesterase activity and antagonistic activity to acetylcholine. It is used as a N-methyl-D-aspartate receptor (NMDAR) antagonist. Further, it is used as an anesthetic for animals.

Technology Process of 1-CYCLOHEXYLPIPERIDINE

There total 32 articles about 1-CYCLOHEXYLPIPERIDINE 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%

piperidine (110-89-4) + cyclohexanol (108-93-0) → 1-cyclohexylpiperidine (3319-01-5)

Guidance literature:

With [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; bis[2-(diphenylphosphino)phenyl] ether; In 5,5-dimethyl-1,3-cyclohexadiene; at 20 - 150 ℃; for 24.1667h; Inert atmosphere;

Reference yield: 93.0%

1-piperidinocyclohexylcarbonitrile (3867-15-0) → 1-cyclohexylpiperidine (3319-01-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; Hg(II) trifluoroacetate; sodium cyanoborohydride; In methanol; for 24h; Ambient temperature;

DOI:10.1016/0040-4020(96)00631-X

Reference yield: 91.0%

1,5-dibromo-pentane (111-24-0) + cyclohexylamine (108-91-8,157973-60-9) → 1-cyclohexylpiperidine (3319-01-5)

Guidance literature:

With potassium carbonate; In water; at 115 ℃; for 0.333333h; Concentration; Microwave irradiation; Green chemistry;

DOI:10.1021/op0601722

upstream raw materials:

piperidine

1-bromocyclohexane

Methyl formate

cyclohexanone

Downstream raw materials:

1-cyclohexyl-1-methyl-piperidinium; iodide

perfluoro-N-cyclohexylpiperidine

perfluoro-(1-hexylpiperidine)

Refernces

• 1、 Jie, Xiaoming,Daniliuc, Constantin G.,Knitsch, Robert,Hansen, Michael Ryan,Eckert, Hellmut,Ehlert, Sebastian,Grimme, Stefan,Kehr, Gerald,Erker, Gerhard. "Aggregation Behavior of a Six-Membered Cyclic Frustrated Phosphane/Borane Lewis Pair: Formation of a Supramolecular Cyclooctameric Macrocyclic Ring System". . p. 882 - 886. Retrieved 2019.
• 2、 Cuypers, Thomas,Morias, Thomas,Windels, Simon,Marquez, Carlos,Van Goethem, Cédric,Vankelecom, Ivo,De Vos, Dirk E.. "Ni-Catalyzed reductive amination of phenols with ammonia or amines into cyclohexylamines". . p. 1884 - 1893. Retrieved 2020/04/07.
• 3、 -. "Synthesis method for converting lignin 4-O-5 model compound diaryl ether into nitrogen-containing compound". Paragraph 0024-0026. . Retrieved 2019/04/26.