4-Nonanoylmorpholine ''pelargonic acid morpholide, N-nonanoylmorpholine, MPK or МПК (for russian: морфолид пеларгоновой кислоты), or MPAis an amide of pelargonic acid and

morpholine Morpholine is an organic chemical compound having the chemical formula O( C H2CH2)2 NH. This heterocycle features both amine and ether functional groups. Because of the amine, morpholine is a base; its conjugate acid is called morpholinium. Fo ...

Properties

4-Nonanoylmorpholine was first synthetized in 1954 by L. M. Rice, from

and

acyl chloride In organic chemistry, an acyl chloride (or acid chloride) is an organic compound with the functional group . Their formula is usually written , where R is a side chain. They are reactive derivatives of carboxylic acids (). A specific example o ...

of pelargonic acid. It is a liquid insoluble in water and soluble in polar organic solvents (e.g. acetone, propanol, and dimethyl formamide) and fats. Its volatility is 27 mg/m³ at 20 °C and 43 mg/m³ at 35 °C.

Uses

It is a used as a solvent in

lachrymatory Lachrymatory or lacrymatory may refer to: * Something that has the effect of ''lachrymation'', causing the secretion of tears * Tear gas Tear gas, also known as a lachrymator agent or lachrymator (), sometimes colloquially known as "mace" af ...

formulations containing CR gas or CS gas. It is reported to be effective against dogs and starts being effective in concentrations of over 20–40 mg•min/m³. It is considered very safe, with high differences between effective and toxic concentrations. At one time it was reportedly used as food seasoning with no reported adverse effects. However, its effectiveness when used alone is rather low even in the highest permitted concentration, so it is almost always used in combination with CR gas or CS gas, commonly referred to as tear gas. In that combination, this blend is effective even against dogs and people under influence of alcohol or other drugs. Its effect usually lasts for 15–30 minutes. MPK blends with CR gas or CS gas are common personal self-defense chemical agents in Russia and Ukraine, but is virtually unknown elsewhere. 4-Nonanoylmorpholine has been reported to have insect repellent properties in '' Aedes aegypti'' mosquitoes.Pherobase entry
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Notes

References

* {{DEFAULTSORT:Nonanoylmorpholine, 4- Incapacitating agents Lachrymatory agents Insect repellents Morpholines Carboxamides