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2-Iodoacetamide

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Identification
Molecular formula
C2H4INO
CAS number
144-48-9
IUPAC name
2-iodoacetamide
State
State

2-Iodoacetamide is typically found in a solid state at room temperature.

Melting point (Celsius)
89.00
Melting point (Kelvin)
362.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
184.97g/mol
Molar mass
184.9810g/mol
Density
2.4770g/cm3
Appearence

2-Iodoacetamide is a white to off-white crystalline solid.

Comment on solubility

Solubility of 2-iodoacetamide (C2H4INO)

2-iodoacetamide, a compound with the formula C2H4INO, exhibits fascinating solubility characteristics that are influenced by its molecular structure. Understanding its solubility can help in various applications, including synthesis and biological assays.

Solubility in Water

One of the key features of 2-iodoacetamide is its moderate solubility in water. This can be attributed to:

  • Hydrophilic portion: The amide functional group (-C(=O)NH2) interacts favorably with water molecules.
  • Presence of iodine: The iodine atom can affect solubility due to its polarizability, helping in solute-solvent interactions.

Solubility in Organic Solvents

In addition to its interaction with water, 2-iodoacetamide also shows solubility in several organic solvents, which include:

  • Alcohols (e.g., ethanol, methanol)
  • Aromatic hydrocarbons (e.g., toluene)
  • Acetone, a common solvent in organic synthesis

The ability to dissolve in these solvents can enhance its utility in organic synthesis processes, particularly when used in reactions requiring non-aqueous conditions.

Conclusion

In summary, 2-iodoacetamide demonstrates a balance of hydrophilic and lipophilic properties, making it a versatile compound for various chemical applications. Its solubility in both polar and non-polar solvents is an asset, and understanding these characteristics can greatly improve its functionalities in laboratory settings.

Interesting facts

Interesting Facts About 2-Iodoacetamide

2-Iodoacetamide is a fascinating chemical compound that serves as an important reagent in various fields of chemistry and biochemistry. Here are some noteworthy aspects of this compound:

  • Reactivity and Use: 2-Iodoacetamide is primarily known for its reactivity with nucleophiles, making it a valuable tool in chemical synthesis and modification of biomolecules. It is especially useful in protein labeling and modification, facilitating the study of protein structures and functions.
  • Biological Significance: This compound plays a significant role in biochemical research, as it can be used as a specific covalent inhibitor for certain enzymes. By selectively inhibiting enzyme activity, researchers can probe the roles of these proteins in metabolic pathways.
  • Analytical Applications: In the realm of analytical chemistry, 2-iodoacetamide is utilized in mass spectrometry for the derivatization of thiol-containing compounds. This transformation aids in the detection and quantification of low-abundance thiols in biological samples.
  • Synthesis Techniques: 2-Iodoacetamide can be synthesized through various methods, including the reaction of iodoacetic acid with amines. Understanding its synthesis helps chemists improve reaction yields and purities.
  • Safety Considerations: While working with 2-iodoacetamide, it is important to handle it with care, as it is known to be a potent irritant and may pose health risks. Always adhere to safety protocols when using this compound in the laboratory.

In summary, 2-iodoacetamide is not just a simple reagent; its unique properties and applications make it a compound of great interest in scientific research. As we dive deeper into the molecular world, compounds like 2-iodoacetamide highlight the intricate relationships between structure and function in biochemical systems.

Synonyms
iodoacetamide
2-Iodoacetamide
144-48-9
ACETAMIDE, 2-IODO-
Monoiodoacetamide
Surauto
USAF D-1
alpha-Iodoacetamide
CCRIS 7710
IODOACETAMIDE-D4
.alpha.-Iodoacetamide
iodoacetoamide
N-(3-Methoxy-4-butoxybenzyl)thiobarbituric acid
AI3-51841
NSC 9581
EINECS 205-630-1
MFCD00008028
Alpha-iodo acetamide
BRN 1739080
ZRH8M27S79
DTXSID9020742
NSC-9581
DTXCID10742
4-02-00-00536 (Beilstein Handbook Reference)
2-Iodo-acetamide
deltop
UNII-ZRH8M27S79
a-iodoacetamide
iodo acetamide
Acetamide, 2iodo
Deltop; Iodoacetamide; Monoiodoacetamide; NSC 9581; Surauto; alpha-Iodoacetamide
2-iodanylethanamide
alpha -Iodoacetamide
Iodoacetamide;IA;IAM
Iodoacetamide, BioUltra
2-Iodoacetamide, 98%
Lopac-I-1149
WLN: ZV1I
Acetamide, iodo- (6CI)
Lopac0_000570
SCHEMBL20371
CHEMBL276727
GTPL6271
PGLTVOMIXTUURA-UHFFFAOYSA-
NSC9581
HMS3261B22
Acetamide, 2-iodo- (8CI,9CI)
Tox21_200214
Tox21_500570
BDBM50376514
GEO-02682
s9827
AKOS005207253
CCG-204659
FI34361
LP00570
SB40450
SDCCGSBI-0050552.P002
Iodoacetamide, >=98.0% (AT), purum
NCGC00015548-01
NCGC00015548-02
NCGC00015548-03
NCGC00015548-04
NCGC00015548-05
NCGC00015548-06
NCGC00015548-08
NCGC00093954-01
NCGC00093954-02
NCGC00257768-01
NCGC00261255-01
AS-17314
CAS-144-48-9
HY-34477
Iodoacetamide, Single use vial of 56 mg
DB-000286
Iodoacetamide, >=99% (NMR), crystalline
CS-0020050
EU-0100570
I0044
I0741
NS00006796
EN300-67470
Iodoacetamide, Vetec(TM) reagent grade, 99%
I 1149
A808220
SR-01000075932
Q2191895
SR-01000075932-1
Z1080376832
InChI=1/C2H4INO/c3-1-2(4)5/h1H2,(H2,4,5)