1-Iodohexane

1-Iodorohexane

Names
Other names 1-Hexyl iodide
Identifiers
CAS Number	638-45-9  Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL3188734
ChemSpider	12010
ECHA InfoCard	100.010.309
EC Number	211-339-0
PubChem CID	12527
UNII	27F4BFU2DR
CompTox Dashboard (EPA)	DTXSID2049341
InChI InChI=1S/C6H13I/c1-2-3-4-5-6-7/h2-6H2,1H3 Key: ANOOTOPTCJRUPK-UHFFFAOYSA-N
SMILES CCCCCCI
Properties
Chemical formula	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)
Solubility in water	practically insoluble
Related compounds
Related compounds	1-Bromohexane 1-Chlorohexane 1-Fluorohexane
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	[1]
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H315, H318, H319, H335
Precautionary statements	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). Infobox references

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.

Synthesis

1-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

1-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

The 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

• 1-Bromohexane
• 1-Chlorohexane
• 1-Fluorohexane

References

1. "1-Iodohexane". pubchem.ncbi.nlm.nih.gov.
2. "Hexane, 1-iodo-". NIST . Retrieved 8 August 2024.
3. 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.
4. 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.
5. 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.
6. Marine enzymes and specialized metabolism - Part B. Academic Press. 22 June 2018. p. 212. ISBN   978-0-12-815046-7 . Retrieved 8 August 2024.
7. "1-Iodohexane". Sigma Aldrich . Retrieved 8 August 2024.
8. "1-Iodohexane | CAS 638-45-9 | SCBT - Santa Cruz Biotechnology". scbt.com . Retrieved 8 August 2024.