Halogen Bonding Between Organoiodine Donors and Diisopropylbenzimidazoleselone
School Name
South Carolina Governor's School for Science and Mathematics
Grade Level
12th Grade
Presentation Topic
Chemistry
Presentation Type
Mentored
Abstract
Halogen Bonding (XB) is an intermolecular force that involves halogen atoms acting as electron acceptors. This is due to these atoms having positively charged areas that electron-dense atoms will be attracted to. The experiment focused on organoiodine molecules, which is a molecule that contains one or more carbon-iodine bond(s). Iodine is a halogen that is known for forming the strongest halogen bonds, which is why it was used in this experiment. The halogen bond acceptor molecule, diisopropylbenzimidazoleselone (iPr2bimSe), is an organoselenium, which is a molecule with one or more carbon-selenium bond. Selenium atoms are known for being excellent halogen bond acceptors, as they are electron-dense. With this knowledge, the experiment was conducted. Solid iPr₂bimSe was measured and added to a vial along with a solid halogen bond donor. These two solids were then dissolved with a solvent, which would then be left to evaporate. The cocrystal left behind would then be analyzed by an x-ray diffractometer, which showed the molecular structure of the cocrystal. The structures showed the lengths of the halogen bonds, which would then be measured. From the results, it was determined that diiodotetrafluorobenzene molecules, along with tetraiodoethylene, could form 1:1 halogen bonds with iPr₂bimSe. 1,4-diiodotetrafluorobenzene could also form a 2:1 cocrystal. These results will ultimately be added to a database that any crystal chemist could look up, which can be used for creating materials, in further studies, and for possible pharmaceutical use.
Recommended Citation
Cobb, Audrey, "Halogen Bonding Between Organoiodine Donors and Diisopropylbenzimidazoleselone" (2023). South Carolina Junior Academy of Science. 18.
https://scholarexchange.furman.edu/scjas/2023/all/18
Location
ECL 115
Start Date
3-25-2023 11:00 AM
Presentation Format
Oral Only
Group Project
No
Halogen Bonding Between Organoiodine Donors and Diisopropylbenzimidazoleselone
ECL 115
Halogen Bonding (XB) is an intermolecular force that involves halogen atoms acting as electron acceptors. This is due to these atoms having positively charged areas that electron-dense atoms will be attracted to. The experiment focused on organoiodine molecules, which is a molecule that contains one or more carbon-iodine bond(s). Iodine is a halogen that is known for forming the strongest halogen bonds, which is why it was used in this experiment. The halogen bond acceptor molecule, diisopropylbenzimidazoleselone (iPr2bimSe), is an organoselenium, which is a molecule with one or more carbon-selenium bond. Selenium atoms are known for being excellent halogen bond acceptors, as they are electron-dense. With this knowledge, the experiment was conducted. Solid iPr₂bimSe was measured and added to a vial along with a solid halogen bond donor. These two solids were then dissolved with a solvent, which would then be left to evaporate. The cocrystal left behind would then be analyzed by an x-ray diffractometer, which showed the molecular structure of the cocrystal. The structures showed the lengths of the halogen bonds, which would then be measured. From the results, it was determined that diiodotetrafluorobenzene molecules, along with tetraiodoethylene, could form 1:1 halogen bonds with iPr₂bimSe. 1,4-diiodotetrafluorobenzene could also form a 2:1 cocrystal. These results will ultimately be added to a database that any crystal chemist could look up, which can be used for creating materials, in further studies, and for possible pharmaceutical use.
