1,4-Diiodooctafluorobutane
[CAS# 375-50-8]

Identification

• Classification: Organic raw materials >> Hydrocarbon compounds and their derivatives >> Hydrocarbon halide
• Name: 1,4-Diiodooctafluorobutane
• Synonyms: Octafluoro-1,4-diiodobutane
• Molecular Formula: C₄F₈I₂
• Molecular Weight: 453.84
• CAS Registry Number: 375-50-8
• EC Number: 206-788-4
• SMILES: C(C(C(F)(F)I)(F)F)(C(F)(F)I)(F)F

Properties

• Density: 2.474
• Melting point: -9 ºC
• Boiling point: 150 ºC
• Refractive index: 1.429

Safety Data

• Hazard Symbols: GHS07;GHS08;GHS09 Danger
• Hazard Statements: H302-H312-H315-H317-H319-H332-H335-H336-H372-H400-H410
• Precautionary Statements: P260-P261-P264-P264+P265-P270-P271-P272-P273-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P321-P330-P332+P317-P333+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin sensitization	Skin Sens.	1B	H317
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Specific target organ toxicity - single exposure	STOT SE	3	H336
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Acute toxicity	Acute Tox.	4	H312
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H332
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Specific target organ toxicity - repeated exposure	STOT RE	1	H372
Acute toxicity	Acute Tox.	4	H302

Discovory and Applicatios

1,4-Diiodooctafluorobutane is a chemical compound characterized by its significant halogen content, including both iodine and fluorine atoms. This compound belongs to a class of organofluorine compounds known for their distinctive chemical and physical properties, which stem from the presence of multiple fluorine atoms.

The discovery of 1,4-diiodooctafluorobutane is part of the broader investigation into fluorinated and iodinated compounds, which began in the mid-20th century. Researchers exploring the synthesis and applications of halogenated organic molecules found that the combination of iodine and fluorine could impart unique properties to a compound. The specific synthesis of 1,4-diiodooctafluorobutane involves introducing iodine and fluorine atoms onto a four-carbon backbone. This results in a molecule where the iodine atoms are positioned at the 1 and 4 positions of the octafluorobutane chain, while the remaining positions are occupied by fluorine atoms.

The synthesis of 1,4-diiodooctafluorobutane typically involves a multi-step process that starts from a fluorinated precursor. The synthesis often includes steps such as selective iodination and fluorination reactions. The compound is valued for its stable and highly halogenated structure, which offers unique chemical properties compared to other organofluorine compounds.

In terms of applications, 1,4-diiodooctafluorobutane is primarily utilized in specialized areas of organic synthesis and materials science. One of its key applications is as a reagent in chemical synthesis. The compound’s high degree of fluorination and iodination makes it a valuable tool for introducing these halogen functionalities into other organic molecules. This can be particularly useful in the development of pharmaceuticals, agrochemicals, and other specialty chemicals where precise halogenation is required.

In materials science, 1,4-diiodooctafluorobutane is used to modify the properties of polymers and other materials. The presence of both iodine and fluorine atoms in the molecule can significantly enhance the thermal stability, chemical resistance, and mechanical properties of the materials. This makes it useful for producing high-performance materials that can withstand harsh environmental conditions.

Additionally, 1,4-diiodooctafluorobutane can be employed in the field of environmental science, particularly in studies related to the fate and behavior of halogenated compounds. Its stability and reactivity profiles make it a useful compound for investigating the environmental impact of halogenated substances.

Safety considerations are paramount when handling 1,4-diiodooctafluorobutane. Both iodine and fluorine are reactive elements, and their combination in this compound requires careful handling to prevent exposure to toxic fumes or direct contact. Proper safety protocols, including the use of appropriate personal protective equipment and working in well-ventilated areas, are essential for ensuring safe use.

Overall, 1,4-diiodooctafluorobutane is a significant compound in the field of organofluorine chemistry, with valuable applications in synthesis, materials science, and environmental studies. Its unique combination of iodine and fluorine atoms provides distinctive properties that are beneficial for various chemical and industrial processes.

References

2020. DFT and MD simulations and molecular docking of co-crystals of octafluoro-1,4-diiodobutane with phenazine and acridine. Structural Chemistry, 31(6).
DOI: 10.1007/s11224-020-01616-7

2007. Halogen Bonding in Crystal Engineering. Structure and Bonding, 126.
DOI: 10.1007/430_2007_060

1988. Separation and identification of α,ω-diiodoperfluoroalkanes in gas chromatography. Chromatographia, 26(1).
DOI: 10.1007/bf02290482