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2-Iodoacetic acid

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Identification
Molecular formula
C2H3IO2
CAS number
64-69-7
IUPAC name
2-iodoacetic acid
State
State

At room temperature, 2-Iodoacetic acid is in a solid state, specifically as colorless crystals or white crystalline powder.

Melting point (Celsius)
82.00
Melting point (Kelvin)
355.15
Boiling point (Celsius)
257.00
Boiling point (Kelvin)
530.15
General information
Molecular weight
185.95g/mol
Molar mass
185.9490g/mol
Density
2.1990g/cm3
Appearence

2-Iodoacetic acid appears as colorless crystals or a white crystalline powder.

Comment on solubility

Solubility of 2-Iodoacetic Acid

2-Iodoacetic acid (C2H3IO2) presents unique solubility characteristics that are important to consider in various applications. When assessing the solubility of this compound, several key points emerge:

  • Polar Nature: The presence of the iodo (I) and carboxylic acid (–COOH) functional groups contributes to the compound's overall polarity, enhancing its solubility in polar solvents such as water.
  • Hydrogen Bonding: The –COOH group allows for hydrogen bonding with water molecules, which significantly boosts its solubility in aqueous solutions.
  • Solvent Dependence: While 2-iodoacetic acid is soluble in water, its solubility may vary in non-polar solvents, where it exhibits significantly lower solubility due to the lack of polar interactions.
  • Concentration Effects: As the concentration of 2-iodoacetic acid increases, you may observe a change in solubility behavior, influenced by factors such as temperature and the presence of other solutes.

In summary, "2-iodoacetic acid is soluble in polar solvents thanks to its functional groups," making it a versatile compound in chemical reactions and biological applications, but its affinity for non-polar environments might limit its utility in those scenarios.

Interesting facts

Interesting Facts About 2-Iodoacetic Acid

2-Iodoacetic acid is an intriguing compound with various applications in both organic synthesis and biological research. This halogenated compound contains an iodine atom, which significantly influences its chemical behavior and reactivity. Here are some fascinating points to consider:

  • Biochemical Importance: 2-Iodoacetic acid acts as an inhibitor of several important enzymes, including glyceraldehyde-3-phosphate dehydrogenase. This makes it a valuable tool in biochemistry for studying metabolic pathways.
  • Synthetic Utility: As a reagent, it is often utilized for the introduction of the acetic acid moiety into various organic compounds. Its distinctive properties allow chemists to explore new structures in complex synthesis.
  • Health and Safety: Given its reactive nature, 2-iodoacetic acid must be handled with caution. It's important to follow safety protocols due to potential hazards associated with iodine and other reactive organic acids.
  • Environmental Considerations: The introduction of halogens in organic compounds raises questions about environmental persistence and toxicity, prompting ongoing research into its impact on ecosystems.
  • Historical Use: The compound has been studied since the early 20th century and has contributed to various fields, including medicinal chemistry and agricultural sciences.

In summary, 2-iodoacetic acid is not just a simple organic molecule; it is a compound with a complex interplay of properties that make it a subject of ongoing scientific inquiry and practical application in multiple disciplines.

Synonyms
IODOACETIC ACID
64-69-7
2-Iodoacetic acid
Acetic acid, iodo-
Monoiodoacetic acid
iodoacetate
Iodoaceticacid
Monoiodoacetate
Monoiodine acetate
Acetic acid, 2-iodo-
Iodoethanoic acid
Kyselina jodoctova
Kyselina jodoctova [Czech]
CCRIS 667
HSDB 4008
CH2ICOOH
AI3-52119
NSC 2125
EINECS 200-590-1
BRN 1739079
CHEBI:74571
ICH2COOH
NSC-2125
CH2ICO2H
ICH2CO2H
IA
WF5188V710
IODOACETIC ACID [MI]
IODOACETIC ACID [HSDB]
DTXSID5025445
4-02-00-00534 (Beilstein Handbook Reference)
MFCD00002685
Acetic-1-13C acid, 2-iodo- (9CI)
Iodoacetic acid, >=98.0% (T)
Acid, Iodoacetic
Acid, Monoiodoacetic
iodo-acetic acid
UNII-WF5188V710
Acetic acid, iodo
2-iodo-acetic acid
WLN: QV1I
SCHEMBL55098
CHEMBL376280
DTXCID505445
JDNTWHVOXJZDSN-UHFFFAOYSA-
NSC2125
Acetic acid, iodo- (8CI,9CI)
AAA06469
STR09520
LMFA01090135
STK263695
AKOS000118792
NCGC00188891-01
BP-13415
NS00007850
EN300-19476
H11974
A935389
Iodoacetic acid, puriss. p.a., >=99.5% (T)
Q416375
BRD-K88868628-001-01-0
F8880-2820
InChI=1/C2H3IO2/c3-1-2(4)5/h1H2,(H,4,5)
200-590-1