Chemistry:1-Iodohexane

From HandWiki

1-Iodohexane is a chemical compound from the group of aliphatic saturated halogenated hydrocarbons. The chemical formula is CH
3(CH
2)
5I.[1][2] It is a colorless liquid.

Synthesis

1-Iodohexane can be obtained by treating 1-bromohexane with potassium iodide.[3]

The compound can also be prepared by treating 1-hexanol with iodine and triphenylphosphine.[4]

Physical properties

1-Iodohexane is a flammable, difficult to ignite, light-sensitive liquid that is practically insoluble in water.[5] Copper is usually added to the compound as a stabilizer.[6]

Uses

The compound is used as an alkylating agent in organic synthesis.[7] Also, it is used as an intermediate in the production of other chemical compounds such as tetradecane.

See also

References

  1. ↑ "Hexane, 1-iodo-". NIST. https://webbook.nist.gov/cgi/cbook.cgi?ID=638-45-9. 
  2. ↑ Barnes, Ian; Rudzinski, Krzysztof J. (13 January 2006) (in en). Environmental Simulation Chambers: Application to Atmospheric Chemical Processes. Springer Science & Business Media. p. 202. ISBN 978-1-4020-4231-7. https://books.google.com/books?id=H5NvQHm4RV4C&dq=1-Iodohexane&pg=PA202. Retrieved 8 August 2024. 
  3. ↑ Hernán-Gómez, Alberto; Rodríguez, Mònica; Parella, Teodor; Costas, Miquel (23 September 2019). "Electrophilic Iron Catalyst Paired with a Lithium Cation Enables Selective Functionalization of Non-Activated Aliphatic C−H Bonds via Metallocarbene Intermediates" (in en). Angewandte Chemie International Edition 58 (39): 13904–13911. doi:10.1002/anie.201905986. ISSN 1433-7851. PMID 31338944. https://onlinelibrary.wiley.com/doi/10.1002/anie.201905986. Retrieved 8 August 2024. 
  4. ↑ Alberto Hernán-Gómez, Mònica Rodríguez, Teodor Parella, Miquel Costas. Electrophilic Iron Catalyst Paired with a Lithium Cation Enables Selective Functionalization of Non-Activated Aliphatic C−H Bonds via Metallocarbene Intermediates. Angew Chem Int Ed, 2019. 58 (39): 13904-13911. doi:10.1002/anie.201905986.
  5. ↑ (in en) Marine enzymes and specialized metabolism - Part B. Academic Press. 22 June 2018. p. 212. ISBN 978-0-12-815046-7. https://books.google.com/books?id=m11gDwAAQBAJ&dq=1-Iodohexane&pg=PA212. Retrieved 8 August 2024. 
  6. ↑ "1-Iodohexane". Sigma Aldrich. https://www.sigmaaldrich.com/RU/en/product/aldrich/238287. 
  7. ↑ "1-Iodohexane | CAS 638-45-9 | SCBT - Santa Cruz Biotechnology" (in en). scbt.com. https://www.scbt.com/p/1-iodohexane-638-45-9. 



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