931-20-4

Basic information

• Product Name: 1-METHYL-2-PIPERIDONE
• Synonyms: 1-methyl-2-piperidinon;1-Methyl-2-piperidinone;1-methyl-2-piperidon;1-Methylpiperidin-2-on;1-methyl-piperidin-2-one;1-Methylpiperidin-2-one;1-Methylpiperidine-2-one;2-Piperidone, 1-methyl-
• CAS NO: 931-20-4
• Molecular Formula: C₆H₁₁NO
• Molecular Weight: 113.16
• EINECS: 213-231-9
• Product Categories: API intermediates;Building Blocks;Heterocyclic Building Blocks;Piperidones
• Mol File: 931-20-4.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 105-106 °C12 mm Hg(lit.)
• Flash Point: 196 °F
• Appearance: /
• Density: 1.029 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0762mmHg at 25°C
• Refractive Index: n20/D 1.482
• Storage Temp.: 2-8°C
• PKA: -0.41±0.20(Predicted)
• BRN: 1708
• CAS DataBase Reference: 1-METHYL-2-PIPERIDONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-METHYL-2-PIPERIDONE(931-20-4)
• EPA Substance Registry System: 1-METHYL-2-PIPERIDONE(931-20-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: NA 1993 / PGIII
• WGK Germany: 3
• RTECS: TO0124000
• F: 3-10
• Hazardous Substances Data: 931-20-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 71, p. 3098, 1949 DOI: 10.1021/ja01177a044Tetrahedron Letters, 29, p. 3049, 1988 DOI: 10.1016/0040-4039(88)85082-2

InChI:InChI=1/C6H11NO/c1-7-5-3-2-4-6(7)8/h2-5H2,1H3

Upstream product

• 25077-25-2 N-methyladipinimide 
• 675-20-7 piperidin-2-one 
• 74-88-4 methyl iodide 
• 13070-07-0 1-methylpiperidine-2-thione 
• 54105-23-6 1,1'-Dimethyl-3-(2'-piperidyl)-1,4,5,6-tetrahydropyridin 
• 6066-89-3 5-(methylamino)pentanenitrile 
• 15500-74-0 4-chlorobenzonitrile N-oxide 
• 20845-34-5 (1-methyl-piperidin-2-yl)-methanol 
• 2751-70-4 (5-hydroxypentyl)methylamine 
• 373-68-2 tetramethylammonium fluoride 
• 74-83-9 methyl bromide 
• 84702-77-2 6-azido-2-hexanone 
• 10226-30-9 6-chloro-2-hexanone 
• 110-94-1 1,5-pentanedioic acid 

Downstream Products

• 152581-76-5 [1-Methyl-piperidin-(2E)-ylidene]-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethyl)-amine 
• 154207-41-7 1-Methyl-3-(trifluoroacetyl)-piperidin-2-one 
• 155398-07-5 1-methyl-3-(1-hydroxy-2,2,2-trifluoroethylidene)-2-piperidone 
• 1690-76-2 1,3-dimethyl-2-piperidinone 
• 125133-94-0 N-methylconiine 
• 123350-52-7 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(R)-hydroxy-1-(1-methyl-2-oxopiperidin-3-yl)propane 
• 123350-52-7 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-2-oxopiperidin-3(S)-yl)propane 
• 129941-29-3 2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-2-oxopiperidin-3(R)-yl)propane 
• 50361-97-2 3-benzoyl-1-methylpiperidin-2-one 
• 88013-89-2 1-methyl-2-phenyl-1-piperideinium chloride 
• 36939-28-3 N-methyl-2-phenylpiperidine 
• 80988-38-1 (S)-(-)-1-methyl-2-phenylpiperidine 
• 101327-98-4 (±)-methyl 1-methyl-2-oxopiperidine-3-carboxylate 
• 139158-08-0 N-methyl-2,2-bis-(p-methoxy-benzyl)-piperidine 

Relevant articles and documents

1,4 Benzodioxanes. I. A synthesis involving the reaction of α halo Michael acceptors with catechol

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Aerobic Oxidation of Cyclic Amines to Lactams Catalyzed by Ceria-Supported Nanogold

Abstract: The oxidative transformation of cyclic amines to lactams, which are important chemical feedstocks, is efficiently catalyzed by CeO2-supported gold nanoparticles (Au/CeO2) and Aerosil 200 in the presence of an atmosphere of O2. The complete conversion of pyrrolidine was achieved in 6.5?h at 160 °C, affording a 97 % yield of the lactam product 2-pyrrolidone (γ-butyrolactam), while 2-piperidone (δ-valerolactam) was synthesized from piperidine (83 % yield) in 2.5?h. Caprolactam, the precursor to the commercially important nylon-6, was obtained from hexamethyleneimine in 37 % yield in 3?h. During the oxidation of pyrrolidine, two transient species, 5-(pyrrolidin-1-yl)-3,4-dihydro-2H-pyrrole (amidine-5) and 4-amino-1-(pyrrolidin-1-yl)butan-1-one, were observed. Both of these compounds were oxidized to 2-pyrrolidone under catalytic conditions, indicating their role as intermediates in the reaction pathway. In addition to the reactions of cyclic secondary amines, Au/CeO2 also efficiently catalyzes the oxidation of N-methyl cyclic tertiary amines to the corresponding lactams at 80 and 100 °C. Graphical Abstract: [Figure not available: see fulltext.]

Asymmetric synthesis and evaluation of α-quaternary chiral lactam derivatives as novel anticancer agents

Asymmetric synthesis of α-quaternary chiral lactam derivatives as novel anticancer agents and evaluation of their cytotoxic potentials and spectrums are reported. Among the developed lactam derivatives, the most active new compounds (S)-4m and (S)-4n synthesized via asymmetric phase-transfer catalytic alkylation in very high optical yields (98 % ee) show promising in vitro anticancer activities with low micromolar IC50 values against colon, uterus, lung, and breast human cancer cells.