5-Methylenenonanedinitrile → 5-Methylnon-4-enedinitrile

HRID 1395027Notes

Reaction equation

HRID 1395027 reaction equation
[CH3:1][C:2]([CH2:8][CH2:9][CH2:10][C:11]#[N:12])=[CH:3][CH2:4][CH2:5][C:6]#[N:7].CC(CC(C)=CCCC#N)C#N.CC(C=C(C)CCCC#N)C#N.CC(C=C(C)CC(C)C#N)C#N.[CH2:49]=[C:50]([CH2:56][CH2:57][CH2:58][C:59]#[N:60])[CH2:51][CH2:52][CH2:53][C:54]#[N:55].CC(CC(=C)CCCC#N)C#N.CC(CC(=C)CC(C)C#N)C#N>>[CH3:1][C:2]([CH2:3][CH2:4][CH2:5][C:6]#[N:7])=[CH:8][CH2:9][CH2:10][C:11]#[N:12].[CH2:49]=[C:50]([CH2:51][CH2:52][CH2:53][C:54]#[N:55])[CH2:56][CH:57]=[CH:58][C:59]#[N:60]

Participants

9

Reactant 7

HCID 30165315-MethylenenonanedinitrileHCID 204315312,6-Dimethyl-4-methylideneheptanedinitrileHCID 225973092-Methyl-4-methylideneoctanedinitrileHCID 538997315-Methylnon-4-enedinitrileHCID 541527642,4,6-Trimethylhept-3-enedinitrileHCID 542164432,4-Dimethyloct-4-enedinitrileHCID 545294272,4-Dimethyloct-3-enedinitrile

Product 2

HCID 538997315-Methylnon-4-enedinitrileHCID 54441502HCID 54441502, compound

Procedure

The dinitrile reaction product mixture obtained by the reaction of isobutylene with acrylonitrile. This dinitrile reaction product mixture generally contains 5-methyl-4-nonenedinitrile, 2,4-dimethyl-4-octenedinitrile, 2,4-dimethyl-3-octenedinitrile, 2,4,6-trimethyl-3-heptenedinitrile, 5-methylenenonanedinitrile, 2-methyl-4-methyleneoctanedinitrile, and 2,6-dimethyl-4-methyleneheptanedinitrile. In this mixture, 5-methyl-4-nonenedinitrile and 5-methylenenonenedinitrile generally form the majority.

Sources & evidence

ORD record
ord-bc45e9b9da8d4c729f67234ec705f18b
Source dataset
uspto-grants-1980_05
Patent number
US04201632

Reaction notes

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