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2-Iodo-2-methylbutane

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Identification
Molecular formula
C5H11I
CAS number
1868-53-7
IUPAC name
2-iodo-2-methyl-butane
State
State

At room temperature, 2-iodo-2-methylbutane is in a liquid state. It is usually stable under ambient conditions and should be stored in a cool, dark place to maintain its integrity and prevent iodination side reactions.

Melting point (Celsius)
-83.00
Melting point (Kelvin)
190.15
Boiling point (Celsius)
120.00
Boiling point (Kelvin)
393.15
General information
Molecular weight
198.05g/mol
Molar mass
198.0280g/mol
Density
1.5960g/cm3
Appearence

2-Iodo-2-methylbutane is a colorless liquid with a slight characteristic odor. It may appear clear and transparent, similar to other alkyl halides. The compound is typically handled in laboratory conditions where it is stored in glass or plastic containers to prevent contamination and degradation.

Comment on solubility

Solubility of 2-iodo-2-methyl-butane

2-iodo-2-methyl-butane (C5H11I) presents unique solubility characteristics due to its molecular structure. The presence of the iodine atom significantly influences the solubility behavior of this compound.

Generally, the solubility of 2-iodo-2-methyl-butane can be summarized as follows:

  • Polar solvents: This compound exhibits limited solubility in polar solvents like water due to its non-polar C-H and I-C bonds. The overall hydrophobic nature dominates its solubility properties.
  • Non-polar solvents: 2-iodo-2-methyl-butane is more soluble in non-polar solvents such as hexane or benzene, aligning with the rule "like dissolves like." Here, the non-polar interactions facilitate enhanced solubility.
  • Temperature dependence: The solubility may also vary with temperature; typically, increased temperature can improve solubility in non-polar solvents.

In conclusion, while 2-iodo-2-methyl-butane is not soluble in water, it readily dissolves in non-polar organic solvents. This behavior underscores the importance of understanding molecular structure in predicting solubility, which is vital for various applications in synthetic and industrial chemistry.

Interesting facts

Exploring 2-Iodo-2-Methyl-Butane

2-Iodo-2-methyl-butane is an intriguing compound that falls under the category of haloalkanes, more specifically, an alkyl halide due to the presence of an iodine atom. Here are some fascinating aspects of this compound:

  • Structure and Isomerism: This compound features a branched structure, making it a chiral molecule. Its unique arrangement leads to different stereoisomers, which can exhibit distinct chemical behaviors, raising interesting questions about their reactivity and interactions in various reactions.
  • Preparation: 2-Iodo-2-methyl-butane can be synthesized through halogenation, which typically involves substituting hydrogen with iodine in the presence of an alkane. This showcases the versatility of halogenation in organic chemistry and its significance in generating halides.
  • Reactivity: As a secondary alkyl halide, 2-iodo-2-methyl-butane is reactive towards nucleophiles, making it a useful substrate in substitution and elimination reactions. It can participate in nucleophilic substitution reactions via the SN2 or SN1 mechanisms, providing a practical example of these fundamental organic reaction types.
  • Applications: Compounds like 2-iodo-2-methyl-butane play a crucial role in organic synthesis. They serve as intermediates for various chemical compounds, including pharmaceuticals and agrochemicals, highlighting their importance in both the academic and industrial realms.
  • Study of SN1 and SN2 Reactions: This compound is often employed in educational settings to illustrate the differences between the SN1 and SN2 reaction mechanisms, making it a staple in organic chemistry classrooms. Students can perform experiments to observe how the structure influences reaction rates and pathways.

"Understanding the intricacies of compounds like 2-iodo-2-methyl-butane expands our knowledge of chemical behavior and reactivity, essential for advancements in organic synthesis."

Its potential applications and synthesis strategies showcase the dynamic nature of chemical compounds and the importance of studying such haloalkanes in both theoretical and practical contexts.

Synonyms
2-IODO-2-METHYLBUTANE
594-38-7
Butane, 2-iodo-2-methyl-
EINECS 209-838-3
DTXSID4074720
DTXCID5042619
209-838-3
2-iodo-2-methyl-butane
tert.-Amyljodid
NSC62081
MFCD00019029
2-methyl-2-iodobutane
Butane, 2-iodo-2-methyl
SCHEMBL1038317
AAA59438
NSC-62081
AKOS000119848
DB-053386
NS00034165
EN300-19878
G35487