1-Iodohexane is a chemical compound from the group of aliphatic saturated halogenated hydrocarbons. The chemical formula is CH3(CH2)5I.[2][3] It is a colorless liquid.
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| Other names
1-Hexyl iodide
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.010.309 |
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PubChem CID
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| UNII | |
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 | |
| Related compounds | |
Related compounds
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1-Bromohexane 1-Chlorohexane 1-Fluorohexane |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards
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[1] |
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| Danger | |
| H302, H315, H318, H319, H335 | |
| P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
edit1-Iodohexane can be obtained by treating 1-bromohexane with potassium iodide.[4]
The compound can also be prepared by treating 1-hexanol with iodine and triphenylphosphine.[5]
Physical properties
edit1-Iodohexane is a flammable, difficult to ignite, light-sensitive liquid that is practically insoluble in water.[6] Copper is usually added to the compound as a stabilizer.[7]
Uses
editThe compound is used as an alkylating agent in organic synthesis.[8] Also, it is used as an intermediate in the production of other chemical compounds such as tetradecane.
See also
editReferences
edit- ^ "1-Iodohexane". pubchem.ncbi.nlm.nih.gov.
- ^ "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. PMID 31338944. 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.