Production Method 1

4779-86-6

629-45-8

55214-93-2

89981-02-2

135-58-0

Reaction Conditions

1.1 3 d, 380 °C
1.2 Solvents: Diethyl ether ;  overnight, rt
1.3 Solvents: Water

Reference

Part I: Smiles rearrangement in the formation of dimethylthianthrenes. Part II: Approaches to the synthesis of selagine

Zimmerman, Mary Prislopski, 1977, , ,

Butyl disulfide Raw materials

• 1-Butanethiol, sodiumsalt (1:1)

Butyl disulfide Preparation Products

• Butyl disulfide (629-45-8)
• 2,8-Dimethylthianthrene (55214-93-2)
• 3-Bromo-4-(methylthio)toluene (89981-02-2)
• Mesulfen (135-58-0)

• 1. Oxidation of sulfides and disulfides under electron transfer or singlet oxygen photosensitization using soluble or grafted sensitizers
  S. Lacombe,H. Cardy,M. Simon,A. Khoukh,J. Ph. Soumillion,M. Ayadim Photochem. Photobiol. Sci. 2002 1 347
• 2. Modification of a H-terminated silicon surface by organic sulfide molecules: the mechanism and origin of reactivity
  Na Yang,Weiyi Li,Liang Dong New J. Chem. 2020 44 11056
• 3. Photo-oxidation of di-n-butylsulfide by various electron transfer sensitizers in oxygenated acetonitrile
  Virginie Latour,Thierry Pigot,Maryse Simon,Henri Cardy,Sylvie Lacombe Photochem. Photobiol. Sci. 2005 4 221
• 4. Stability of di-butyl-dichalcogenide-capped gold nanoparticles: experimental data and theoretical insights
  Luiz Fernando Gorup,Bruno Perlatti,Aleksey Kuznetsov,Pedro Augusto de Paula Nascente,Edison Perevalo Wendler,Alcindo A. Dos Santos,Willyam Róger Padilha Barros,Thiago Sequinel,Isabela de Macedo Tomitao,Andressa Mayumi Kubo,Elson Longo,Emerson Rodrigues Camargo RSC Adv. 2020 10 6259
• 5. Thermal transformations of organic compounds of divalent sulfur
  Mikhail G. Voronkov,E. N. Deryagina Russ. Chem. Rev. 2000 69 81

• Solvents and Organic Chemicals Organic Compounds Organosulfur compounds Organic disulfides Dialkyldisulfides
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether
• Material Chemicals Electrical Materials

Butyl Disulfide (CAS No. 629-45-8): An Overview of Its Properties, Applications, and Recent Research

Butyl disulfide, with the chemical formula C₈H₁₈S₂, is a versatile compound that has garnered significant attention in various scientific and industrial applications. This compound, identified by the CAS number 629-45-8, is a colorless to pale yellow liquid with a characteristic sulfurous odor. Its unique chemical structure and properties make it an essential component in numerous fields, including organic synthesis, pharmaceuticals, and materials science.

The molecular structure of butyl disulfide consists of two butyl groups linked by a disulfide bond (S-S). This disulfide linkage imparts specific chemical reactivity and stability to the molecule, making it valuable in various chemical reactions. The compound is soluble in most organic solvents but has limited solubility in water, which influences its use in different applications.

In the realm of organic synthesis, butyl disulfide serves as a crucial building block for the synthesis of more complex molecules. Its reactivity as a sulfur-containing compound allows it to participate in a wide range of reactions, including nucleophilic substitution, elimination, and addition reactions. These properties make it an important intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.

One of the key applications of butyl disulfide is in the pharmaceutical industry. Recent research has explored its potential as a precursor for the synthesis of drugs with various therapeutic properties. For instance, disulfide-containing compounds have been studied for their ability to modulate protein function through reversible oxidation-reduction (redox) reactions. This property is particularly relevant in the development of drugs targeting oxidative stress-related diseases such as neurodegenerative disorders and cancer.

In materials science, butyl disulfide has found applications in the development of functional materials with unique properties. Its ability to form stable disulfide bonds can be leveraged to create self-healing materials and stimuli-responsive systems. These materials have potential uses in areas such as coatings, adhesives, and biomedical devices.

The environmental impact of butyl disulfide is another area of active research. Studies have investigated its biodegradability and potential environmental fate. While it is generally considered to have low toxicity and environmental persistence compared to many other industrial chemicals, ongoing research aims to further understand its ecological effects and develop strategies for its safe use and disposal.

In addition to its practical applications, the fundamental chemistry of butyl disulfide continues to be explored by researchers. Recent advancements in computational chemistry have provided insights into its electronic structure and reactivity patterns. These studies not only enhance our understanding of the compound but also guide the design of new synthetic routes and applications.

The safety profile of butyl disulfide is an important consideration for its use in various industries. While it is generally considered safe when handled properly, appropriate safety measures should be followed to minimize exposure risks. This includes using personal protective equipment (PPE) such as gloves and goggles, ensuring adequate ventilation in work areas, and following established guidelines for storage and handling.

In conclusion, butyl disulfide (CAS No. 629-45-8) is a multifaceted compound with a wide range of applications across different scientific and industrial domains. Its unique chemical properties make it an indispensable component in organic synthesis, pharmaceutical development, materials science, and environmental research. As ongoing research continues to uncover new possibilities for this compound, its importance in modern chemistry is likely to grow even further.

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• 10496-16-9(Disulfide, diheptyl)
• 2500-88-1(1,2-dioctadecyldisulfane)
• 5348-83-4(Disulfide, ditetradecyl)
• 2757-37-1(1-(Dodecyldisulfanyl)dodecane)
• 112-51-6(Diamyl Disulfide)
• 10496-15-8(Di-n-hexyl disulfide)
• 1561-75-7(Disulfide, dihexadecyl)
• 64580-61-6(Disulfide, ethyl octyl)
• 64580-57-0(Disulfide, butyl hexyl)