Iodocyclohexane is an organoiodine compound with the chemical formula C6H11I.[1][2]

Iodocyclohexane
Names
Preferred IUPAC name
Iodocyclohexane
Other names
Cyclohexyl iodide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.962 Edit this at Wikidata
EC Number
  • 210-957-8
  • InChI=1S/C6H11I/c7-6-4-2-1-3-5-6/h6H,1-5H2
    Key: FUCOMWZKWIEKRK-UHFFFAOYSA-N
  • IC1CCCCC1
Properties
C6H11I
Molar mass 210.058 g·mol−1
Appearance colorless to slightly reddish yellow liquid
Density 1.624 g/mL
Boiling point 180 °C (356 °F; 453 K)
Insoluble
Hazards
Flash point 71 °C (160 °F; 344 K)
Related compounds
Related compounds
Chlorocyclohexane
Bromocyclohexane
Fluorocyclohexane
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Synthesis

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Iodocyclohexane has been prepared by the addition of hydrogen iodide to cyclohexene.[3]

Alternatively, it can be prepared by the reaction of cyclohexane and iodoform.[4]

Physical properties

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Iodocyclohexane forms colorless to slightly reddish yellow liquid. It is soluble in ethanol, ether, and acetone.[1]

Uses

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The compound has been used as reagent in demethylation of aryl methyl ethers in DMF under reflux condition.[1]

See also

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References

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  1. ^ a b c "B24840 Iodocyclohexane, 98%, stab. with copper". Alfa Aesar. Retrieved 21 June 2023.
  2. ^ "Iodocyclohexane". Sigma Aldrich. Retrieved 21 June 2023.
  3. ^ Stone, Herman; Shechter, Harold (1951). "Iodocyclohexane". Organic Syntheses. 31: 66. doi:10.15227/orgsyn.031.0066.
  4. ^ "Synthesis of iodocyclohexane from cyclohexane and iodoform" (PDF). oc-praktikum.de. Retrieved 21 June 2023.