18747-95-0

Basic information

• Product Name: 1-methylpiperidine-2-carbonitrile
• Synonyms: 1-Methylpiperidine-2-carbonitrile; 2-piperidinecarbonitrile, 1-methyl-
• CAS NO: 18747-95-0
• Molecular Formula: C₇H₁₂N₂
• Molecular Weight: 124.1836
• Mol File: 18747-95-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 210.7°C at 760 mmHg
• Flash Point: 79.4°C
• Density: 0.97g/cm³
• Vapor Pressure: 0.19mmHg at 25°C
• Refractive Index: 1.483
• CAS DataBase Reference: 1-methylpiperidine-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methylpiperidine-2-carbonitrile(18747-95-0)
• EPA Substance Registry System: 1-methylpiperidine-2-carbonitrile(18747-95-0)

Safety Data

• Hazardous Substances Data: 18747-95-0(Hazardous Substances Data)

Usage

Physical state

Colorless to light yellow liquid

Odor

Faint

Uses

Chemical intermediate in the synthesis of pharmaceuticals and agrochemicals

Building block

For the production of various organic compounds

Versatility

A valuable tool in the field of organic chemistry

Potential applications

Development of new materials and as a reagent in organic synthesis

Safety concerns

Health and environmental risks if not used and disposed of properly

Upstream product

• 626-67-5 N-methylcyclohexylamine 
• 143-33-9 sodium cyanide 
• 84-58-2 2,3-dicyano-5,6-dichloro-p-benzoquinone 
• 773837-37-9 sodium cyanide 
• 172876-96-9 3-oxo-1λ³-benzo[d][1,2]iodaoxole-1(3H)-carbonitrile 
• 7677-24-9 trimethylsilyl cyanide 
• 39160-67-3 1-methyl-2-methoxycarbonylpyridinium iodide 
• 1690-74-0 methyl 1-methyl-2-piperidinecarboxylate 
• 2459-07-6 methyl pyridine-2-carboxylate 
• 292851-49-1 benzyl 1-(trimethylsilylmethyl)piperidine-2-carboxylate 
• 292851-51-5 1-(trimethylsilylmethyl)piperidine-2-carboxamide 
• 292851-50-4 1-(trimethylsilylmethyl)piperidine-2-carboxylic acid 
• 38068-75-6 2-Piperidinocarboxylic acid benzyl ester 
• 42457-10-3 piperidine-2-carbonitrile 

Relevant articles and documents

ClO2 oxidation of amines: Synthetic utility and a biomimetic synthesis of elaeocarpidine

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A metal-free direct C (sp3)-H cyanation reaction with cyanobenziodoxolones

A metal-free protocol of direct C(sp3)-H cyanation with cyanobenziodoxolones functioning as both cyanating reagents and oxidants was developed. Unactivated substrates, such as alkanes, ethers and tertiary amines, were thereby transformed to the corresponding nitriles in moderate to high yields. Mechanistic studies indicated that the cyanation proceeded with two potential pathways, which is highly dependent on the substrates: (1) a free radical case for alkanes and ethers and (2) an oxidative case for tertiary amines.

An approach to some spiro oxindole alkaloids through cycloaddition reactions of 3-methylideneindolin-2-one

3-Methylideneindolin-2-one (3-methylideneoxindole) (1) was prepared in 60-89% yield by flash vacuum pyrolysis of the acetate or methyl carbonate of 3-hydroxy-3-methylindolin-2-one, and was fully characterized, but application of the same procedure to 3-hydroxy-5-methoxyindolin-2-one did not give useful yields. Cycloaddition reactions of CH2=+NR-CH2- and of the related ylide (25) (from 1-(trimethylsilylmethyl)piperidine-2-carbonitrile and AgF) to 3-methylideneindolin-2-one (1) gave 4-20% yields of spiro oxindoles, but yields were markedly below those achieved in cycloadditions to the more electrophilic N-phenylmaleimide (70-79%). Attempted alkylation of weakly basic secondary amines, e.g. piperidine-2-carbonitrile, with Me3SiCH2Cl in dimethyl sulfoxide/K2CO3 gave only carbamates Me3SiCH2OOCNR2. CSIRO 2000.