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120979

Sigma-Aldrich

2,3,5-Triiodobenzoic acid

98%

Synonym(s):

TIBA

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About This Item

Linear Formula:
I3C6H2CO2H
CAS Number:
Molecular Weight:
499.81
Beilstein/REAXYS Number:
1955088
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

220-222 °C (lit.)

solubility

methanol: soluble 5%

SMILES string

OC(=O)c1cc(I)cc(I)c1I

InChI

1S/C7H3I3O2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,(H,11,12)

InChI key

ZMZGFLUUZLELNE-UHFFFAOYSA-N

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Application

2,3,5-Triiodobenzoic acid has been used in the synthesis of aromatic iodine containing vinylic monomer, 2-methacryloyloxyethyl(2,3,5-triiodobenzoate) used in preparing radiopaque polymers.

Biochem/physiol Actions

2,3,5-Triiodobenzoic acid (TIBA) inhibits the translocation of indole-3-acetic acid transport.TIBA inhibits the colonization of the main root cortex by Laccaria bicolor S238 N and the formation of the Hartig net.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Anna Galperin et al.
Journal of biomedical materials research. Part B, Applied biomaterials, 83(2), 490-498 (2007-04-28)
Radiopaque magnetic gamma-Fe(2)O(3)/poly(2-methacryloyloxyethyl(2,3,5-triiodobenzoate)) core-shell nanoparticles of narrow size distribution were prepared by emulsion polymerization of the iodinated monomer 2-methacryloyloxyethyl(2,3,5-triiodobenzoate) in the presence of maghemite (gamma-Fe(2)O(3) nanoparticles coated with a dextran shell are commonly used as contrast agents for magnetic resonance
The auxin transport inhibitor 2, 3, 5-triiodobenzoic acid (TIBA) inhibits the stimulation of in vitro lateral root formation and the colonization of the tap-root cortex of Norway spruce (Picea abies) seedlings by the ectomycorrhizal fungus Laccaria bicolor.
KARABAGHLI-DEGRON C, et al.
The New phytologist, 140(4), 723-733 (1998)
The Effect of 2,4-Dichlorophenoxyacetic Acid and 2,3,5-Triiodobenzoic Acid on the Transport of Indoleacetic Acid.
J R Hay
Plant physiology, 31(2), 118-120 (1956-03-01)
Li Dong et al.
Plant molecular biology, 60(4), 599-615 (2006-03-10)
Previously, we characterized 92 Arabidopsis genes (AtSFLs) similar to the S-locus F-box genes involved in S-RNase-based self-incompatibility and found that they likely play diverse roles in Arabidopsis. In this study, we investigated the role of one of these genes, CEGENDUO
Barbara S Glenn et al.
Epidemiology (Cambridge, Mass.), 17(5), 538-544 (2006-08-15)
Several studies have examined longitudinal associations of blood pressure change or hypertension incidence with lead concentration in blood or bone. It is not clear whether the observed associations reflect an immediate response to lead as a consequence of recent dose

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