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2687-94-7

  • Product Name:N-Octyl pyrrolidone
  • Molecular Formula:C12H23NO
  • Purity:99%
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Product Details

Purity:99%

2687-94-7 Properties

  • Molecular Formula:C12H23NO
  • Molecular Weight:197.321
  • Vapor Pressure:0.000948mmHg at 25°C 
  • Melting Point:-25 °C(lit.) 
  • Refractive Index:n20/D 1.465(lit.)  
  • Boiling Point:303.1 °C at 760 mmHg 
  • PKA:-0.42±0.20(Predicted) 
  • Flash Point:129 °C 
  • PSA:20.31000 
  • Density:0.926 g/cm3 
  • LogP:2.90720 

2687-94-7 Usage

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

2687-94-7 Relevant articles

Extension of the Eschweiler-Clarke procedure to the N-alkylation of amides

Fache, Fabienne,Jacquot, Laurent,Lemaire, Marc

, p. 3313 - 3314 (1994)

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%).

Tick repellents. II: N-substituted azacyclopentanones and azacyclopentenones

Skinner,Rosentreter,Elward

, p. 1354 - 1356 (1983)

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.

Process for the preparation of N-substituted lactams

-

, (2008/06/13)

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.

Reductive O- and N-alkylations. Alternative catalytic methods to nucleophilic substitution

Fache, Fabienne,Bethmont, Valerie,Jacquot, Laurent,Lemaire, Marc

, p. 231 - 238 (2007/10/03)

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.

N-allyl-lactams as crystallization inhibitors

-

, (2008/06/13)

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.

2687-94-7 Process route

2-pyrrolidinon
616-45-5

2-pyrrolidinon

Octanal
124-13-0

Octanal

1-n-octyl-2-pyrrolidinone
2687-94-7

1-n-octyl-2-pyrrolidinone

Conditions
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
616-45-5

2-pyrrolidinon

1-bromo-octane
111-83-1

1-bromo-octane

1-n-octyl-2-pyrrolidinone
2687-94-7

1-n-octyl-2-pyrrolidinone

Conditions
Conditions Yield
With potassium tert-butylate; In dimethyl sulfoxide;
85%
With NaH; In toluene; Petroleum ether;
 

2687-94-7 Upstream products

  • 616-45-5
    616-45-5

    2-pyrrolidinon

  • 111-83-1
    111-83-1

    1-bromo-octane

  • 124-13-0
    124-13-0

    Octanal

  • 111-85-3
    111-85-3

    n-chlorooctane

2687-94-7 Downstream products

  • 169283-93-6
    169283-93-6

    sodium lauroyloxybenzenesulfonate

  • 616-45-5
    616-45-5

    2-pyrrolidinon

  • 111-83-1
    111-83-1

    1-bromo-octane

  • 181213-09-2
    181213-09-2

    nonanoyloxybenzenesulfonate sodium