Name: Name:1-Methyl-4-piperidone
Brand: AABLOCKS
SKU: AA001JKH
Rating: 90 (10 reviews)

N-Methyl-4-piperidone serves as a versatile building block in organic synthesis, offering opportunities for the preparation of various compounds with diverse structural motifs. One significant application of N-Methyl-4-piperidone involves its use as a reactant in the synthesis of spiropiperidine rings. These rings are synthesized by reacting N-Methyl-4-piperidone with malononitrile and electrophiles or Michael acceptors, leading to the formation of complex spirocyclic structures. Furthermore, N-Methyl-4-piperidone is utilized in the synthesis of (3E,5E)-1-Methyl-3,5-bis(phenylmethylene)-4-piperidinone through Michael addition with benzaldehyde, followed by intramolecular O-cyclization/elimination sequential reactions. This reaction sequence results in the formation of compounds with multiple functionalities and a piperidine ring backbone. Moreover, N-Methyl-4-piperidone finds application in the synthesis of N,N′-Dimethylbispidinone using a double Mannich condensation method. This method involves the condensation of N-Methyl-4-piperidone with appropriate amines and formaldehyde derivatives, leading to the formation of bispidinone derivatives.

Catalog No.: AA001JKH

1445-73-4 | 1-Methyl-4-piperidone

Pack Size： 5g

Purity： 98%

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Pack Size： 25g

Purity： 98%

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Technical Information

Catalog Number: AA001JKH

Chemical Name: 1-Methyl-4-piperidone

CAS Number: 1445-73-4

Molecular Formula: C6H11NO

Molecular Weight: 113.1576

MDL Number: MFCD00006191

SMILES: CN1CCC(=O)CC1

NSC Number: 66491

Properties

BP: 55-60°C at 760 mmHg

Form: Liquid

Refractive Index: n20/D 1.460

Stability: Air Sensitive

Storage: Inert atmosphere;2-8℃;

Complexity: 90.7

Covalently-Bonded Unit Count: 1

Defined Atom Stereocenter Count: 0

Defined Bond Stereocenter Count: 0

Formal Charge: 0

Heavy Atom Count: 8

Hydrogen Bond Acceptor Count: 2

Hydrogen Bond Donor Count: 0

Isotope Atom Count: 0

Rotatable Bond Count: 0

Undefined Atom Stereocenter Count: 0

Undefined Bond Stereocenter Count: 0

XLogP3: -0.3

Literature fold

Title: N-Methyl inversion and structure of six-membered heterocyclic rings: rotational spectrum of 1-methyl-4-piperidone.

Journal: The journal of physical chemistry. A20110901

Title: 3,5-Bis(4-chloro-benzyl-idene)-1-methyl-piperidin-4-one.

Journal: Acta crystallographica. Section E, Structure reports online20110401

Title: 1-[2,4,6-Trimethyl-3,5-bis-(4-oxopiperidin-1-ylmeth-yl)benz-yl]piperidin-4-one.

Journal: Acta crystallographica. Section E, Structure reports online20100601

Title: A facile synthesis and antimycobacterial evaluation of novel spiro-pyrido-pyrrolizines and pyrrolidines.

Journal: European journal of medicinal chemistry20090901

Title: 2,10-Dihydr-oxy-13-methyl-13-aza-tetra-cyclo-[9.3.1.0.0]penta-deca-3(8),4,6-triene-9,15-dione.

Journal: Acta crystallographica. Section E, Structure reports online20090601

Title: 13-Hydr-oxy-4,16-dimethyl-4,16-diaza-penta-cyclo-[12.3.1.0.0.0]octa-deca-7(12),8,10-triene-6,18-dione.

Journal: Acta crystallographica. Section E, Structure reports online20090501

Title: 3-[(E)-4-Methoxy-benzyl-idene]-1-methyl-piperidin-4-one.

Journal: Acta crystallographica. Section E, Structure reports online20080301

Title: 3-[(E)-2,4-Dichloro-benzyl-idene]-1-methyl-piperidin-4-one.

Journal: Acta crystallographica. Section E, Structure reports online20080201

Title: Density functional theory study of vibrational spectra and assignment of fundamental vibrational modes of 1-methyl-4-piperidone.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy20071101

Application fold

N-Methyl-4-piperidone serves as a versatile building block in organic synthesis, offering opportunities for the preparation of various compounds with diverse structural motifs.

One significant application of N-Methyl-4-piperidone involves its use as a reactant in the synthesis of spiropiperidine rings. These rings are synthesized by reacting N-Methyl-4-piperidone with malononitrile and electrophiles or Michael acceptors, leading to the formation of complex spirocyclic structures.

Furthermore, N-Methyl-4-piperidone is utilized in the synthesis of (3E,5E)-1-Methyl-3,5-bis(phenylmethylene)-4-piperidinone through Michael addition with benzaldehyde, followed by intramolecular O-cyclization/elimination sequential reactions. This reaction sequence results in the formation of compounds with multiple functionalities and a piperidine ring backbone.

Moreover, N-Methyl-4-piperidone finds application in the synthesis of N,N′-Dimethylbispidinone using a double Mannich condensation method. This method involves the condensation of N-Methyl-4-piperidone with appropriate amines and formaldehyde derivatives, leading to the formation of bispidinone derivatives.