86917-58-0

Basic information

• Product Name: 1,5-DIMETHYL-2-PIPERIDONE
• Synonyms: 1,5-DIMETHYL-2-PIPERIDONE;2-Piperidinone, 1,5-dimethyl-;1,5-Dimethyl-piperidin-2-one
• CAS NO: 86917-58-0
• Molecular Formula: C7H13NO
• Molecular Weight: 127.18
• Mol File: 86917-58-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 218.7°C at 760 mmHg
• Flash Point: 94 °C
• Appearance: /
• Density: 0.949g/cm³
• Vapor Pressure: 0.124mmHg at 25°C
• Refractive Index: 1.452
• CAS DataBase Reference: 1,5-DIMETHYL-2-PIPERIDONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-DIMETHYL-2-PIPERIDONE(86917-58-0)
• EPA Substance Registry System: 1,5-DIMETHYL-2-PIPERIDONE(86917-58-0)

Safety Data

• Hazardous Substances Data: 86917-58-0(Hazardous Substances Data)

Usage

General Description

1,5-Dimethyl-2-piperidone is a chemical compound with the molecular formula C7H13NO. It is a cyclic tertiary amide with a piperidone substituent, and it is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 1,5-DIMETHYL-2-PIPERIDONE is a pale yellow to light brown liquid with a strong, characteristic odor. It is primarily used as a solvent, particularly in the production of vitamins, antibiotics, and antihistamines. 1,5-Dimethyl-2-piperidone is also used as a reagent in organic synthesis and as a precursor in the manufacturing of other industrial chemicals. It has low toxicity and is considered to be relatively safe when handled and used according to proper procedures and guidelines.

InChI:InChI=1/C7H13NO/c1-6-3-4-7(9)8(2)5-6/h6H,3-5H2,1-2H3

Upstream product

• 695-35-2 1,3-dimethylpiperidine 
• 74-89-5 methylamine 

Relevant articles and documents

Optimization of an immobilized-cell biocatalyst for production of 4-cyanopentanoic acid

Optimization of microbial cell immobilization, catalyst specific activity, and volumetric productivity were required for scale-up of the nitrilase-catalyzed hydrolysis of 2-methylglutaronitrile to 4-cyanopentanoic acid, an intermediate in the preparation of 1,5-dimethyl-2-piperidone. As an alternative to the immobilization of Acidovorax facilis 72W cells in carrageenan, immobilization in alginate, followed by cross-linking with glutaraldehyde and polyethylenimine, produced a catalyst which was stable in reaction mixtures containing high concentrations of 4-cyanopentanoic acid ammonium salt. Immobilization in alginate produced catalysts with a higher nitrilase specific activity than was achieved in carrageenan, and volumetric productivity of 4-cyanopentanoic acid was increased from 19 to 49 g/L/h. Substituting alginate for carrageenan also eliminated one process step in the immobilization. A further increase in volumetric productivity to 79 g/L/h was achieved by using an immobilized Escherichia coli transformant which expresses A. facilis 72W nitrilase.

Chemoenzymic Production of Lactams from Aliphatic α,ω-Dinitriles

Five- and six-membered ring lactams have been prepared by first converting an aliphatic α,ω-dinitrile to an ω-cyanocarboxylic acid ammonium salt, using a microbial cell catalyst having an aliphatic nitrilase activity (Acidovorax facilis 72W, ATCC 55746) or a combination of nitrile hydratase and amidase activities (Comamonas testosteroni 5-MGAM-4D, ATCC 55744). The ω-cyanocarboxylic acid ammonium salt was then directly converted to the corresponding lactam by hydrogenation in aqueous solution, without isolation of the intermediate ω-cyanocarboxylic acid or ω-aminocarboxylic acid. Only one of two possible lactam products was produced from α-alkyl-substituted α,ω-dinitriles, where the nitrilase of A. facilis 72W regioselectively hydrolyzed only the ω-cyano group to produce a single cyanocarboxylic acid ammonium salt in greater than 98% yield.