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Key Documents

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:
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%

functional group

carboxylic acid

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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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.
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