Toluene → 2,3,5-Triiodobenzoic acid

HRID 1717646Notes

Reaction equation

[CH:1]1[C:6]([I:7])=[C:5]([I:8])[C:4]([C:9]([OH:11])=[O:10])=[CH:3][C:2]=1[I:12].CCCCCCCCCC(C)C.C1(C)C=CC=CC=1>>[CH:1]1[C:6]([I:7])=[C:5]([I:8])[C:4]([C:9]([OH:11])=[O:10])=[CH:3][C:2]=1[I:12]

Participants

Reactant 2

HCID 1140Toluene

HCID 131728349TIBA isododecane

Product 1

HCID 69482,3,5-Triiodobenzoic acid

Procedure

21.1 mL of TIBA/isododecane solution (110 g/L) were mixed with 4.5 mL of MAO/toluene solution (Albemarle 30% wt/wt, d=0.92 g/mL, 21.6 mmol MAO) to obtain a MAO/TIBA molar ratio of 1.8:1. The solution was stirred for 1 h at room temperature. Then, 55.3 mg of C-1 were dissolved in the solution. The solution did not show any trace of residual solid. The final solution was diluted with 11.7 mL of isododecane to reach a concentration of 97 gTOT/L and 1.48 gmetallocene/L.

Sources & evidence

ORD record: ord-8f1011b8cafd46f48826c75a7918d901
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07803887B2

Reaction notes

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