Toluene → 2,3,5-Triiodobenzoic acid

HRID 1174087Notes

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

32.2 mL of TIBA/isododecane solution (90 g/L) were mixed with 6.1 mL of MAO/toluene solution (Albemarle 30% wt/wt, d=0.928 g/mL, 29 mmol MAO) to obtain a MAO/TIBA molar ratio of 2:1. The solution was stirred for 1 h at room temperature and transferred into a 50 mL Schlenk flask containing A-1 (58.5 mg, 73 μmol). The final solution was diluted with 8.2 mL of isododecane to reach a concentration of 100 gTOT/L and 1.26 gmetallocene/L. The orange mixture contained some gelly precipitate which was removed by decantation.

Sources & evidence

ORD record: ord-2bc4263aa70c4129926dfcf20cb4f64c
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07834205B2

Reaction notes

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