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Citraconic Anhydrides → Styrene

HRID 839771
Notes
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Reaction equation

HRID 839771 reaction equation
[Cl:1][CH:2](C)[CH2:3][CH2:4][CH:5]=[CH2:6].[CH3:8][C:9]1[C:10]([O:12][C:13](=[O:15])[CH:14]=1)=[O:11].O1[CH:18]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:17]1.C(O[O:42][C:43]([CH3:46])([CH3:45])[CH3:44])(=O)C(C)(C)C>N1C=CC=CC=1>[CH2:17]=[CH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34].[CH2:34]=[CH:33][C:32]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1.[Cl:1][C:9]1[C:10]([O:12][C:13](=[O:15])[CH:14]=1)=[O:11].[O:42]1[CH:45]([CH2:8][CH2:9][CH3:14])[C:43]1([C:44]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[CH3:46]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

9

Reactant 4

HCID 12012Citraconic AnhydridesHCID 238721,2-EpoxyoctadecaneHCID 61238tert-BUTYL PEROXYPIVALATEHCID 143992725-Chlorohex-1-ene

Product 4

HCID 7501StyreneHCID 82171-Octadecene
HCID 66772
Chloromaleic anhydride
HCID 203928362,3-Epoxy-2-phenylhexane

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

In like manner a thickened, moldable intermediate is produced when appropriate amounts, as described herein, of 5-chloro-1-hexene, methylmaleic anhydride, a 1,2-epoxy octadecane, a 4:1 styrene-maleic anhydride copolymer and pyridine are heated to about 45° C. in the presence of t-butyl peroxypivalate. Also a thickened, moldable intermediate is produced when appropriate amounts of 1-octadecene, styrene, chloromaleic anhydride, 2,3 -epoxy-2-phenylhexane, a 1-hexene-maleic anhydride copolymer and N-methylpiperazine are heated to about 45° C. in the presence of 2-t-butylazo-2-cyano-4-methoxy-4-methylpentane.

Workup

  1. customIn like manner a thickened, moldable intermediate is produced when appropriate amounts

Sources & evidence

ORD record
ord-40c9389efb9947079670005e1abec092
Source dataset
uspto-grants-1978_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04097449

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes