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P-Cymene → 1,4-Diisopropylbenzene

HRID 1274060
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Reaction equation

HRID 1274060 reaction equation
[CH3:1][C:2]1C=CC(C(C)C)=C[CH:7]=1.C([C:14]1[CH:19]=[C:18]([CH:20]([CH3:22])[CH3:21])[CH:17]=[C:16](C(C)C)[CH:15]=1)(C)C>>[CH:2]([C:15]1[CH:14]=[CH:19][C:18]([CH:20]([CH3:21])[CH3:22])=[CH:17][CH:16]=1)([CH3:7])[CH3:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7463P-Cymene2×HCID 128601,3,5-Triisopropylbenzene3×

Product 1

HCID 74861,4-Diisopropylbenzene

Procedure

[RuCl2 (1,3,5-triisopropylbenzene)]2 was prepared by stirring a suspension of [RuCl2 (P-cymene)]2 (3 g) in 120 mL 1,3,5-triisopropylbenzene (Aldrich, 97%) for a total of 8 hours at 190° C. under N2. The solution was cooled to room temperature and then placed in a refrigerator for 2-3 days. Solids were collected by cold filtration, washed with heptane, and dried in a vacuum oven at 70° C. A red-brown solid product was obtained (3.25 grams). 1H NMR analysis of this product was consistent with the material being 90+ % pure [RuCl2 (1,3,5-triisopropylbenzene)]2 with a small amount of unreacted [RuCl2 (p-cymene)]2. 1H NMR data for [RuCl2 (1,3,5-triisopropylbenzene)]2 (CDCl3 solvent): δ 1.3 (d, 18H), 3.1 (m, 3H), 5.2 (s, 3H).

Workup

  1. filtrationSolids were collected by cold filtration
wash
washed with heptane
  • customdried in a vacuum oven at 70° C
  • customA red-brown solid product was obtained (3.25 grams)
  • Sources & evidence

    ORD record
    ord-337594a37a9e4ed68ad717495a6b5b27
    Source dataset
    uspto-grants-2000_12
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06156692

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes