1-Iodohexane, 2-Iodohexane, and 3-Iodohexane

Identification

Molecular formula

C₆H₁₃I

CAS number

638-45-9; 3034-71-1; 515-08-0

IUPAC name

1-iodohexane;2-iodohexane;3-iodohexane

State

At room temperature, 1-Iodohexane, 2-Iodohexane, and 3-Iodohexane are liquids. They have moderate volatility and should be handled in well-ventilated areas to avoid inhalation of vapors.

Melting point (Celsius)

-46.00

Melting point (Kelvin)

227.15

Boiling point (Celsius)

186.00

Boiling point (Kelvin)

459.15

General information

Molecular weight

212.08g/mol

Molar mass

212.0480g/mol

Density

1.5039g/cm³

Appearence

1-Iodohexane, 2-Iodohexane, and 3-Iodohexane are colorless liquids with a faint, sweet odor characteristic of haloalkanes. As with many alkyl iodides, they may appear slightly pale yellow due to iodine impurities or exposure to light.

Comment on solubility

Solubility of Iodohexanes

The solubility of iodohexanes, including 1-iodohexane, 2-iodohexane, and 3-iodohexane, can be quite interesting due to their organic nature and the presence of the iodine atom. Here are some important points to consider:

Polar vs. Nonpolar: Iodohexanes are primarily nonpolar molecules. The presence of only one iodine atom does not significantly increase polarity, resulting in low solubility in polar solvents like water.
Solvent Compatibility: Due to their nonpolar character, iodohexanes are more soluble in nonpolar solvents such as hexane and benzene. This makes them ideal candidates for use in organic reactions where nonpolar environments are necessary.
Temperature Influence: Solubility can be affected by temperature; generally, increasing the temperature can improve the solubility of organic compounds in nonpolar solvents.
Chain Length Effect: As the chain length increases in similar compounds, the solubility in nonpolar solvents tends to increase, while solubility in water remains minimal.

In summary, while 1-iodohexane, 2-iodohexane, and 3-iodohexane do not dissolve well in water, they exhibit good solubility in nonpolar solvents, making them useful in a variety of organic chemical applications.

Interesting facts

Interesting Facts about Iodohexanes

The iodohexanes, consisting of 1-iodohexane, 2-iodohexane, and 3-iodohexane, are significant compounds in organic chemistry, each possessing unique properties and applications. These compounds are derivatives of hexane with iodine substituents at varying positions on the carbon chain, leading to differing reactivity and utility in chemical synthesis.

1-iodohexane

Structure and Reactivity: As a primary halide, 1-iodohexane reacts readily in nucleophilic substitution reactions, making it an essential intermediate in organic synthesis.
Synthesis Applications: This compound is often used in the preparation of alkanes and other halogenated compounds through various reactions, including the formation of Grignard reagents.

2-iodohexane

Secondary Halide: 2-iodohexane is classified as a secondary iodide, resulting in a different reaction pathway in nucleophilic substitution reactions compared to its primary counterpart.
Chirality: This compound potentially leads to the formation of chiral centers in synthesis, adding complexity and providing opportunities for building biologically active molecules.

3-iodohexane

Reactivity Profile: Similar to 2-iodohexane, it also serves as a secondary halide, but it is often less utilized in reactions involving ring formations or rearrangements.
Industrial Relevance: The use of 3-iodohexane is more niche, often focused on tailored synthesis in pharmaceuticals and advanced materials.

In summary, the iodohexanes are crucial in organic chemistry, offering differing reactivities and applications based on their molecular structure. Their versatility allows chemists to harness their potential in various synthetic pathways, leading to groundbreaking discoveries in the field.

Synonyms

SCHEMBL189652