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Propionitrile → 2-Nonenenitrile, 2,3-dimethyl-

HRID 263163
Notes
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Reaction equation

HRID 263163 reaction equation
[CH3:1][C:2](=O)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[C:10](#[N:13])[CH2:11][CH3:12].[OH-].C[N+](C)(C)C>O>[CH3:12][C:11](=[C:2]([CH3:1])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[C:10]#[N:13]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7854PropionitrileHCID 80932-OctanoneHCID 60966Tetramethylammonium hydroxide

Product 1

HCID 1037492-Nonenenitrile, 2,3-dimethyl-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Into a 100 ml. flask, equipped with magnetic stirrer, thermometer, condensor and static nitrogen head, was placed 23.6 g. of 2-octanone (0.18 m), 22 g. of propionitrile (0.4 m), 7 g. of Ca(OH)2 (0.09 m), 7 g, of CaO (0.12 m), and 0.6 g. of 25% tetramethyl ammonium hydroxide in water. The solution was held at reflux for 64 hours, whereupon a gas chromatographic analysis of a sample of the reaction mixture showed 10.7% conversion of the ketone to the product nitrile.

Workup

  1. customflask, equipped with magnetic stirrer
  2. temperatureat reflux for 64 hours, whereupon a gas chromatographic analysis of a sample of the reaction mixture

Sources & evidence

ORD record
ord-cd636bff74684fe8b761f1190fbb699a
Source dataset
uspto-grants-1979_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04156690

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes