Astatobenzene

Astatobenzene

Names
Preferred IUPAC name phenylastatine
Identifiers
3D model (JSmol)	Interactive image
ChemSpider	67160605
PubChem CID	15242632
InChI InChI=1S/C6H5At/c7-6-4-2-1-3-5-6/h1-5H Key: AQJDUTRRKMRFRS-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)[At]
Properties
Chemical formula	C6H5At
Molar mass	287 g·mol−1
Related compounds
Related halobenzenes	Fluorobenzene Chlorobenzene Bromobenzene Iodobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Astatobenzene is an organoastatine chemical compound with the formula CH₃At. This is a compound in which an astatine atom, the rarest halogen, is bonded to a benzene ring. ^[1]

Synthesis

Several methods are described. ^{[2] [3] [4]}

Homogeneous exchange between iodobenzene and astatine iodide at room temperature:

C₆H₅I + AtI → C₆H₆At + I₂

Also, synthesis from phenylhydrazine and astatine iodide:

C₆H₅NHNH₂ + AtI + I₂ → C₆H₅At + N₂ + 3HI

Also, thermal decomposition of diphenyliodonium iodide containing diphenyliodonium astatide:

(C₆H₅)₂IAt → C₆H₅At + C₆H₅I

Uses

The compound is of scientific interest primarily in research contexts involving astatine chemistry and radiopharmaceutical applications, where astatine radioactive isotopes are used. ^{[5] [6]}

References

1. Hirata, Saki; Mishiro, Kenji; Washiyama, Kohshin; Munekane, Masayuki; Fuchigami, Takeshi; Arano, Yasushi; Takahashi, Kazuhiro; Kinuya, Seigo; Ogawa, Kazuma (23 January 2025). "In Vivo Stability Improvement of Astatobenzene Derivatives by Introducing Neighboring Substituents". Journal of Medicinal Chemistry . 68 (2): 1540–1552. doi:10.1021/acs.jmedchem.4c02188. ISSN   0022-2623 . Retrieved 1 September 2025.
2. Samson, G.; Aten, A. H. W. (1 June 1970). "Syntheses of Astatobenzene". Radiochimica Acta. 13 (4): 220–221. doi:10.1524/ract.1970.13.4.220. ISSN   2193-3405 . Retrieved 1 September 2025.
3. Advances in Inorganic Chemistry. Academic Press. 27 May 1987. p. 58. ISBN   978-0-08-057880-4 . Retrieved 1 September 2025.
4. Kugler, Hans K.; Keller, Cornelius (9 March 2013). At Astatine. Springer Science & Business Media. p. 239. ISBN   978-3-662-05868-8 . Retrieved 1 September 2025.
5. Vásaros, L.; Berei, K.; Norseyev, Yu V. (1 June 1989). "Some Replacement and Addition Reactions of Astatine". Radiochimica Acta. 47 (2–3): 119–128. doi:10.1524/ract.1989.47.23.119. ISSN   2193-3405 . Retrieved 1 September 2025.
6. Hagen, A. P. (17 September 2009). Inorganic Reactions and Methods, The Formation of Bonds to Halogens (Part 1). John Wiley & Sons. p. 426. ISBN   978-0-470-14538-8 . Retrieved 1 September 2025.