N-Methylpiperidine

Description

This simple piperidine derivative has been obtained from Girgensohnia diptera Bge. It is optically inactive and furnishes a crystalline picrate, m.p. 15 I-2°C and a picrolonate, m.p. 226°C.

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

Reactant for: ·sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines ·One-pot synthesis of Z-cinnamic acids Reactant for synthesis of: ·Unsymmetrical ureas ·Antibacterial imidazolium, pyrrolidinium, and piperidinium salts ·C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling ·Multi-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases

Uses

1-Methylpiperidine is a reactant for sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines, One-pot synthesis of Z-cinnamic acids. It is used in the synthesis of Unsymmetrical ureas, Antibacterial imidazolium, pyrrolidinium, and piperidinium salts, C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling.

Uses

Reactant for:

• sp3 C-H Bond activation with ruthenium(II) catalysts and C(3)-alkylation of cyclic amines
• One-pot synthesis of Z-cinnamic acids

• Unsymmetrical ureas
• Antibacterial imidazolium, pyrrolidinium, and piperidinium salts
• C1-C16 segment of goniodomin A via palladium-catalyzed organostannane thioester coupling
• Multi-targeted inhibitors of insulin-like growth factor-1 receptor and members of ErbB-family receptor kinases

General Description

A colorless liquid with the odor of pepper. Density 0.816 g / cm3 and flash point 38°F. May irritate skin and eyes. Vapors heavier than air. Used as a solvent and to make other chemicals.

Air & Water Reactions

Highly flammable. Soluble in water.

Reactivity Profile

N-Methylpiperidine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

May cause toxic effects if inhaled or ingested/swallowed. Contact with substance may cause severe burns to skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.

Fire Hazard

Flammable/combustible material. May be ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Flammability and Explosibility

Highly flammable

Safety Profile

Poison by intraperitoneal and subcutaneous routes. A very dangerous fire hazard when exposed to heat or flame. When heated to decomposition it emits toxic fumes of NOx.

Toxics Screening Level

The Initial Threshold Screening Level (ITSL) for n-methylpiperidine is 8 μg/m3 based on an annual averaging time.

References

Jurashevskii, Stepanov,J. Gen. Chem. USSR, 9,2203 (1939)