2-Piperidone

Base Information

• Chemical Name: 2-Piperidone
• CAS No.: 675-20-7
• Molecular Formula: C5H9NO
• Molecular Weight: 99.1326
• Hs Code.: 29337900
• European Community (EC) Number: 211-622-9
• ICSC Number: 0406
• NSC Number: 18894,2305
• UN Number: 1402
• UNII: WLN0GQQ6EK
• DSSTox Substance ID: DTXSID1060976
• Nikkaji Number: J7.090D
• Wikipedia: 2-Piperidinone,Calcium carbide
• Wikidata: Q4596918
• Metabolomics Workbench ID: 41518
• ChEMBL ID: CHEMBL12193
• Mol file: 675-20-7.mol

Synonyms:2-piperidinone;2-piperidone;delta-valerolactam;piperidin-2-one

Chemical Property of 2-Piperidone

Chemical Property:

• Appearance/Colour: white to yellowish low melting crystalline mass
• Vapor Pressure: 0.0158mmHg at 25°C
• Melting Point: 38-40 °C(lit.)
• Refractive Index: 1.448
• Boiling Point: 256 °C at 760 mmHg
• Flash Point: 133.1 °C
• PSA: 29.10000
• Density: 1.001 g/cm³
• LogP: 0.61530
• Storage Temp.: Store below +30°C.
• Sensitive.: Hygroscopic
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 291 g/L (25 ºC)
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 99.068413911
• Heavy Atom Count: 7
• Complexity: 80.1
• Transport DOT Label: Dangerous When Wet

Purity/Quality:

99.9% ^*data from raw suppliers

δ-Valerolactam ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37-36/37/38
• Safety Statements: 22-24/25-37/39-26-36

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Other Monomers
• Canonical SMILES: C1CCNC(=O)C1
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Inhalation may cause lung oedema, but only after initial corrosive effects on eyes and/or airways have become manifest.
• Uses: δ-Valerolactam is a useful synthetic intermediate. It is an intermediate used to synthesize Cenicriviroc (C256550), an experimental drug candidate for the treatment of HIV infection. It is also a starting material for a new route to hexahydrojulolidines, using intramolecular 1,4-cycloaddition.

Technology Process of 2-Piperidone

There total 123 articles about 2-Piperidone 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%

2-hydroxypyridin (142-08-5) → piperidin-2-one (675-20-7)

Guidance literature:

2-hydroxypyridin; With palladium 10% on activated carbon; hydrogen; acetic acid; at 24 - 28 ℃; for 15h;

In methanol;

DOI:10.1002/ejoc.202000695

Reference yield: 97.0%

2-oxopiperidine-1-carboxylic acid tert-butyl ester (85908-96-9) → piperidin-2-one (675-20-7)

Guidance literature:

With water; at 100 ℃; for 0.5h;

DOI:10.1039/b910239f

Reference yield: 96.0%

5-hydroxypentylamine (2508-29-4) → piperidin-2-one (675-20-7)

Guidance literature:

With Rh(trop2N)(PPh₃); methacrylic acid methyl ester; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1002/chem.201101084

upstream raw materials:

2-hydroxypyridin

piperidine-2-thione

3,4,5,6-tetrahydro-2H-pyran-2-one

methanol

Downstream raw materials:

5-(N-phthalimido)pentanoic acid

N-acetyl-2-piperidone

7,8,9-trihydropyrido[2,1-b]quinazolin-11(6H)-one

piperidine-2-thione

Refernces

• 1、 Sarak, Sharad,Sung, Sihyong,Jeon, Hyunwoo,Patil, Mahesh D.,Khobragade, Taresh P.,Pagar, Amol D.,Dawson, Philip E.,Yun, Hyungdon. "An Integrated Cofactor/Co-Product Recycling Cascade for the Biosynthesis of Nylon Monomers from Cycloalkylamines". . p. 3481 - 3486. Retrieved 2020/12/17.
• 2、 Fuse, Shinichiro,Komuro, Keiji,Otake, Yuma,Masui, Hisashi,Nakamura, Hiroyuki. "Rapid and Mild Lactamization Using Highly Electrophilic Triphosgene in a Microflow Reactor". supporting information. p. 7525 - 7532. Retrieved 2021/03/17.