1-Iodohexane
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| Names | |
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| Other names
Hexyl iodide
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.010.309 |
| EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C6H13I | |
| Molar mass | 212.074 g·mol−1 |
| Appearance | yellowish liquid |
| Density | 1.437 g/cm3 |
| Melting point | −75 °C (−103 °F; 198 K) |
| Boiling point | 181 °C (358 °F; 454 K) |
| practically insoluble | |
| Hazards | |
| GHS labelling: | |
 
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| Danger | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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1-Iodohexane is a chemical compound from the group of aliphatic saturated halogenated hydrocarbons. The chemical formula is CH3(CH2)5I.[1][2]
Synthesis
[edit]1-Iodohexane can be obtained by reacting 1-bromohexane with potassium iodide.[3]
The compound can also be prepared by reacting 1-hexanol, iodine and triphenylphosphine.[4]
Physical properties
[edit]1-iodohexane is a flammable, difficult to ignite, light-sensitive, colorless to yellowish liquid that is practically insoluble in water.[5] Copper is added to the compound as a stabilizer.[6]
Uses
[edit]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
[edit]References
[edit]- ^ "Hexane, 1-iodo-". NIST. Retrieved 8 August 2024.
- ^ Barnes, Ian; Rudzinski, Krzysztof J. (13 January 2006). Environmental Simulation Chambers: Application to Atmospheric Chemical Processes. Springer Science & Business Media. p. 202. ISBN 978-1-4020-4231-7. Retrieved 8 August 2024.
- ^ 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". Angewandte Chemie International Edition. 58 (39): 13904–13911. doi:10.1002/anie.201905986. ISSN 1433-7851. Retrieved 8 August 2024.
- ^ 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.
- ^ Marine enzymes and specialized metabolism - Part B. Academic Press. 22 June 2018. p. 212. ISBN 978-0-12-815046-7. Retrieved 8 August 2024.
- ^ "1-Iodohexane". Sigma Aldrich. Retrieved 8 August 2024.
- ^ "1-Iodohexane | CAS 638-45-9 | SCBT - Santa Cruz Biotechnology". scbt.com. Retrieved 8 August 2024.