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120979

Sigma-Aldrich

2,3,5-Triiodobenzoic acid

98%

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Synonym(s):
TIBA
Linear Formula:
I3C6H2CO2H
CAS Number:
Molecular Weight:
499.81
Beilstein:
1955088
EC Number:
MDL number:
PubChem Substance ID:

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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This Item
T5910I8000I7675
2-Iodosobenzoic acid

Sigma-Aldrich

I8000

2-Iodosobenzoic acid

2-Iodobenzoic acid 98%

Sigma-Aldrich

I7675

2-Iodobenzoic acid

mp

220-222 °C (lit.)

mp

220-222 °C (lit.)

mp

230 °C (dec.) (lit.)

mp

160-162 °C (lit.)

solubility

methanol: soluble 5%

solubility

-

solubility

-

solubility

-

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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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)
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
Jason M Criscione et al.
Bioconjugate chemistry, 22(9), 1784-1792 (2011-08-20)
Hybrid or multimodality imaging is often applied in order to take advantage of the unique and complementary strengths of individual imaging modalities. This hybrid noninvasive imaging approach can provide critical information about anatomical structure in combination with physiological function or
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PloS one, 6(8), e23851-e23851 (2011-09-13)
The expression of DWARF4 (DWF4), which encodes a C-22 hydroxylase, is crucial for brassinosteroid (BR) biosynthesis and for the feedback control of endogenous BR levels. To advance our knowledge of BRs, we examined the effects of different plant hormones on

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