Toluene → 2,3,5-Triiodobenzoic acid

HRID 1174083Notes

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

39.1 mL of TIBA/isododecane solution (90 g/L) were mixed with 7.4 mL of MAO/toluene solution (Albemarle 30% wt/wt, d=0.928 g/mL, 35.5 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 compound C-1 (55.8 mg, 88.7 μmol). The resulting mixture was diluted with 9.8 mL of isododecane to give a cloudy orange solution. Final concentration: 100 gTOT/L and 0.99 gmetallocene/L.

Sources & evidence

ORD record: ord-d42c6124bc6f460bbec43d0d8afaf647
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07834205B2

Reaction notes

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