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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:
88-82-4
Molecular Weight:
499.81
Beilstein:
1955088
EC Number:
201-859-6
MDL number:
MFCD00002420
UNSPSC Code:
12352100
PubChem Substance ID:
24847441
NACRES:
NA.22

Assay

98%

mp

220-222 °C (lit.)

solubility

methanol: soluble 5%

functional group

carboxylic acid
iodo

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
GHS07

Signal Word

Warning

Hazard Statements

H302

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

120979-25G:
120979-10G:4548173985817
120979-BULK:
120979-VAR:
120979-5KG:
120979-100G:4548173985800
120979-10KG:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCN4094
MKCM1550
MKCH6056
WXBC7009V
MKBQ1597V

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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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