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HomeProduct name list2,3,5-Triiodobenzoic acid

2,3,5-Triiodobenzoic acid

Synonym(s):TIBA

  • CAS NO.:88-82-4
  • Empirical Formula: C7H3I3O2
  • Molecular Weight: 499.81
  • MDL number: MFCD00002420
  • EINECS: 201-859-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-01 18:09:03
2,3,5-Triiodobenzoic acid Structural

What is 2,3,5-Triiodobenzoic acid?

Chemical properties

beige powder

The Uses of 2,3,5-Triiodobenzoic acid

2,3,5-Triiodobenzoic Acid is a polar auxin transport inhibitor that inhibits and promotes endoreduplication in hypocotyls and cotyledons.

Definition

ChEBI: 2,3,5-triiodobenzoic acid is a member of the class of benzoic acids that is benzoic acid in which the hydrogens at positions 2, 3 and 5 are replaced by iodine atoms. It is an auxin polar transport inhibitor. It has a role as a member of antiauxins. It is an organoiodine compound and a member of benzoic acids.

What are the applications of Application

The 2,3,5-triiodobenzoic acid (TIBA) is a contrast agent used to improve the visualization of pathological tissues using X-ray techniques. 2, 3, 5-Triiodobenzoic Acid (syn: TIBA) is used as a plant growth regulator, defoliant, and agricultural herbicide. Several investigators have shown TIBA to be successful in causing the retention of buds, blooms, and pods of soybeans. Virtually no results have been reported on using TIBA to retain the 30 to 40% flower shed that occurs with cotton[1-2].

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.

Toxicology

2,3,5-Triiodobenzoic acid induces physiological complications like increase in oxygen reactive species (ROS), and consequently, contrast-induced nephropathies[1].

References

[1] Jéssica Sodré Silva de Abreu, Janaína Fernandes. "The contrast agent 2,3,5-triiodobenzoic acid (TIBA) induces cell death in tumor cells through the generation of reactive oxygen species." Molecular Biology Reports 48.6 (2021): 5199–5207.
[2] Freytag, et al. "Effect of Multiple Applications of 2,3,5-Triiodobenzoic Acid (TIBA) on Yields of Stormproof and Nonstormproof Cotton." Agronomy Journal 65.4(1973):610-610.

Properties of 2,3,5-Triiodobenzoic acid

Melting point: 220-222 °C (lit.)
Boiling point: 456.7±45.0 °C(Predicted)
Density  2.7985 (estimate)
storage temp.  -20°C
solubility  methanol: soluble5%, hazy, orange to very deep orange (light)
form  Solid
pka 2.16±0.10(Predicted)
color  Light brown
Water Solubility  Insoluble in water.
Sensitive  Light Sensitive
BRN  1955088
InChI InChI=1S/C7H3I3O2/c8-3-1-4(7(11)12)6(10)5(9)2-3/h1-2H,(H,11,12)
CAS DataBase Reference 88-82-4(CAS DataBase Reference)
NIST Chemistry Reference 2,3,5-Triiodobenzoic acid(88-82-4)
EPA Substance Registry System 2,3,5-Triiodobenzoic acid (88-82-4)

Safety information for 2,3,5-Triiodobenzoic acid

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501:Dispose of contents/container to..…

Computed Descriptors for 2,3,5-Triiodobenzoic acid

InChIKey ZMZGFLUUZLELNE-UHFFFAOYSA-N
SMILES C(O)(=O)C1=CC(I)=CC(I)=C1I

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