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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:
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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

农药列管产品

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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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
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)
Saiko Yoshida et al.
Plant & cell physiology, 46(12), 2019-2028 (2005-10-19)
Polar auxin transport is essential for the formation of continuous vascular strands in the plant body. To understand its mechanism, polar auxin transport inhibitors have often been used. However, the role of auxin in vascular differentiation at the unicellular level
Efstathios Roumeliotis et al.
Journal of experimental botany, 63(12), 4539-4547 (2012-06-13)
Various transcriptional networks and plant hormones have been implicated in controlling different aspects of potato tuber formation. Due to its broad impact on many plant developmental processes, a role for auxin in tuber initiation has been suggested but never fully

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