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2,3,5-Triiodobenzoic acid

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Identification
Molecular formula
C7H3I3O2
CAS number
88-82-4
IUPAC name
2,3,5-triiodobenzoic acid
State
State

At room temperature, 2,3,5-Triiodobenzoic acid is found in a solid state. It is a stable compound under standard conditions and does not melt until it reaches its relatively high melting point of 260 °C.

Melting point (Celsius)
260.00
Melting point (Kelvin)
533.00
Boiling point (Celsius)
320.00
Boiling point (Kelvin)
593.00
General information
Molecular weight
499.83g/mol
Molar mass
499.8310g/mol
Density
2.7400g/cm3
Appearence

2,3,5-Triiodobenzoic acid is a pale yellow crystalline solid. It is typically encountered as a fine powder that exhibits a distinct yellow tint due to the presence of iodine. The compound can form well-defined crystals that enhance its characteristic appearance.

Comment on solubility

Solubility of 2,3,5-triiodobenzoic acid

2,3,5-triiodobenzoic acid, a substituted benzoic acid, exhibits interesting solubility characteristics due to its unique molecular structure. The presence of three iodine atoms significantly influences its solubility behavior in various solvents.

Solubility Characteristics

When examining the solubility of 2,3,5-triiodobenzoic acid, consider the following points:

  • Polar vs Non-Polar Solvents: This compound shows limited solubility in polar solvents such as water due to its large non-polar iodine moieties, while it demonstrates better solubility in non-polar solvents like organic solvents (e.g., dichloromethane).
  • Influence of Temperature: As with many organic compounds, solubility can increase with temperature, allowing for a greater dissolution in organic media at elevated temperatures.
  • pH Effect: In aqueous solutions, the dissociation of the carboxylic acid group may play a role in solubility, particularly under different pH conditions where increased acidity could improve solubility.

Overall, the solubility of 2,3,5-triiodobenzoic acid is primarily influenced by its hydrophobic characteristics due to the iodine substituents and its ability to interact within various solvent systems. Understanding these solubility traits is essential for applications in synthesis and material science.

Interesting facts

Interesting Facts about 2,3,5-Triiodobenzoic Acid

2,3,5-Triiodobenzoic acid, often abbreviated as TIBA, is a fascinating aromatic compound distinguished by the presence of three iodine atoms on its benzene ring. This unique molecular structure contributes to a variety of interesting properties and uses:

  • Pharmaceutical Applications: TIBA is notable in the field of medicinal chemistry, particularly for its role in the synthesis of various pharmaceuticals and compounds with potent biological activities.
  • Research in Radiology: The iodine content of TIBA enhances its utility in imaging techniques such as X-rays and CT scans, since iodine is an excellent contrast agent. It aids in better visibility of certain tissues during medical imaging.
  • Environmental Chemistry: TIBA can be used as a tracer in studies related to environmental science, allowing scientists to track and model pollutant behaviors in ecosystems.
  • Studies on Thyroid Function: Due to its structural similarities with thyroid hormones, TIBA is often investigated in the context of thyroid function, helping researchers understand hormone behavior and metabolism.

As chemists explore the properties of 2,3,5-triiodobenzoic acid, they uncover not only its chemical reactivity but also its significant role in multiple applications, from therapeutic innovations to environmental monitoring. As one chemist aptly stated, "The beauty of chemistry lies in how one compound can offer diverse pathways for discovery."

This compound undoubtedly exemplifies the intricate relationship between molecular structure and functionality.

Synonyms
2,3,5-TRIIODOBENZOIC ACID
88-82-4
Floraltone
TIBA
Triiodobenzoic acid
Johnkolor
Benzoic acid, 2,3,5-triiodo-
2,3,5-TIBA
NSC 2582
Caswell No. 890A
Regin 8
Triiodobenzoic acid (VAN)
Kyselina 2,3,5-trijodbenzoova
A 20812
EINECS 201-859-6
MFCD00002420
2,3,5-tri-iodobenzoic acid
Regim 8
2,3,5-Triiodo-benzoic acid
EPA Pesticide Chemical Code 009104
acide 2,3,5-triiodobenzoique
BRN 1955088
Kyselina 2,3,5-trijodbenzoova [Czech]
DTXSID4041317
UNII-H575A4059Q
CHEBI:73175
AI3-27442
HSDB 7575
Regim 8 (Salt/Mix)
NSC-2582
H575A4059Q
TIB
DTXCID2021317
2,3,5-TRIIODOBENZOIC ACID [HSDB]
Regim-8
A-20812
C7H3I3O2
Trioiodobenzoic acid
Acid, Triiodobenzoic
2,5-Triiodobenzoic acid
WLN: QVR BI CI EI
Benzoic acid,3,5-triiodo-
SCHEMBL39041
2,5-TIBA
CHEMBL115079
NSC2582
ALBB-017941
2,3,5-Triiodobenzoic acid, 98%
Tox21_300914
BBL014157
CK2209
STK390176
AKOS000109232
CS-W011500
FT47112
HY-W010784
CAS-88-82-4
NCGC00248208-01
NCGC00248208-02
NCGC00254818-01
AC-17003
B3I
DS-18053
SY036835
DB-013955
2,3,5-Triiodobenzoic acid, technical grade
NS00009162
T0451
EN300-20907
AB01330639-02
Q27105007
Z104484766
2,3,5-Triiodobenzoic acid, BioReagent, plant cell culture tested, >=97% (HPLC)
201-859-6