Purity:99%
Synthesis
N-Octyl pyrrolidone was synthesized by 2-pyrrolidone and tetrabutylammonium bromide stirred with adding n-octane chloride for 10 h at 90 °C.
Chemical Properties
Colorless or slightly yellow clear liquid
Uses
N-Octyl pyrrolidone(NOP) is a highly efficient and selective solvent, which can be used in the recovery of organic raw materials, the refining of lubricating oils, and the solvent for polymers and polymerization reactions; It is also widely used in chemical synthesis reactions.
Synthesis Reference(s)
The Journal of Organic Chemistry, 57, p. 3328, 1992 DOI: 10.1021/jo00038a019
Synthesis Reference(s)
The Journal of Organic Chemistry, 59, p. 6378, 1994 DOI: 10.1021/jo00100a046
General Description
1-Octyl-2-pyrrolidone is a permeation enhancer and its effect in transport of steroidal permeants across hairless mouse skin was investigated via a parallel pathway skin model.
Flammability and Explosibility
Nonflammable
Safety Profile
Moderately toxic by ingestion. Asevere skin and eye irritant. A corrosive. Combustibleliquid. When heated to decomposition it emits toxic fumesof NOx.
InChI:InChI=1/C12H23NO/c1-2-3-4-5-6-7-10-13-11-8-9-12(13)14/h2-11H2,1H3
The selective N-alkylation of amides (cyclic or acyclic) under hydrogen is reported using aldehydes or ketones as alkylating agents and Pd/C/Na2SO4 as catalyst. Good isolated yields are obtained (81% to 98%).
Several N-substituted azacyclopentanones were synthesized and evaluated as repellents for the brown dog tick Rhipicephalus sanguineus. Several of these compounds were more effective in our test system than were the standard repellents, N,N-dimethyl-m-toluamide and butopyranoxyl.
The invention relates to a process for the preparation of N-substituted lactams by reaction of a lactam, which is unsubstituted on the nitrogen, with an organic halide in the presence of at least one solid-liquid phase transfer catalyst, such as a quaternary ammonium salt, and of at least one solid inorganic base, such as an alkali metal hydroxide, and in the absence of solvent. By this process, N-substituted lactams are obtained with good yields and high purity. The absence of solvent makes possible a considerable gain in productivity and an improvement in safety and in regard for the environment.
Different amides have been selectively mono-N-alkylated using catalytic heterogeneous palladium and carbonyl compounds as alkylating agents. The same salt free method has been applied to the synthesis of ethers from alcohols. Reaction parameters have been studied in detail and a mechanism is proposed.
Crystallization of active material in spraying of an aqueous solution of certain specified fungicides is retarded by incorporation therein of an N-alkyl-lactam of the formula STR1 in which R represents alkyl having 6 to 18 carbon atoms and n represents the numbers 3, 4 or 5.
2-pyrrolidinon
Octanal
1-n-octyl-2-pyrrolidinone
Conditions | Yield |
---|---|
With hydrogen; sodium sulfate; palladium on activated charcoal; In ethyl acetate; at 100 ℃; for 4h; under 30002.4 Torr;
|
93% |
With hydrogen; sodium sulfate; palladium on activated charcoal; In ethyl acetate; at 100 ℃; for 4h; under 30002.4 Torr;
|
93% |
2-pyrrolidinon
1-bromo-octane
1-n-octyl-2-pyrrolidinone
Conditions | Yield |
---|---|
With potassium tert-butylate; In dimethyl sulfoxide;
|
85% |
With NaH; In toluene; Petroleum ether;
|
2-pyrrolidinon
1-bromo-octane
Octanal
n-chlorooctane
sodium lauroyloxybenzenesulfonate
2-pyrrolidinon
1-bromo-octane
nonanoyloxybenzenesulfonate sodium