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Chlorobenzene → Undecane, 5-methylene-

HRID 1414138
Notes
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Reaction equation

HRID 1414138 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH3:6].[Cl-].[Cl-].C([Al+2])C.Cl[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>[Cl-].[Cl-].CC1([Ti+2]C2(C)C=CC=C2)C=CC=C1.N12CCN(CC1)CC2>[CH2:3]([C:2]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:13])=[CH2:1])[CH2:4][CH2:5][CH3:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 7964ChlorobenzeneHCID 115971-HexeneHCID 16686341Ethyl aluminium dichloride

Product 1

HCID 544747Undecane, 5-methylene-

Reagents, catalysts & solvents 2

HCID 9237DabcoCatalystHCID 178435157HCID 178435157, compoundCatalyst

Procedure

To a 30 ml glass bottle, under an argon atmosphere, were added 8 milligrams (0.029 millimol) of bis(methylcyclopentadienyl)titanium dichloride, 11 milligrams (0.10 millimol) of 1,4-diazabicyclo(2.2.2)-octane, 5 ml (40 millimol) of 1-hexene, 7 ml of chlorobenzene and finally 0.045 ml (0.44 millimol) of ethylaluminum dichloride. After a reaction of 19.5 hours at 25° C., there had been formed 1.57 millimol of 2-butyl-1-octene.

Workup

  1. customAfter a reaction of 19.5 hours at 25° C.

Sources & evidence

ORD record
ord-dd4fa5f41d6e4fedb0787f13205bafe6
Source dataset
uspto-grants-1981_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04252987

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes