Chemistry:Benzyl iodide

From HandWiki
Benzyl iodide
Benzyl iodide.svg
Names
Preferred IUPAC name
(Iodomethyl)benzene
Other names
Fraissite, iodotoluol, α-iodotoluene, phenylmethyliodide
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C7H7I
Molar mass 218.037 g·mol−1
Appearance Low-melting crystals or colorless liquid
Melting point 24.5 °C
Boiling point 218 °C (424 °F; 491 K)
Insoluble
Hazards
GHS pictograms GHS07: Harmful GHS09: Environmental hazard
GHS Signal word WARNING
Flash point 86 °C (187 °F; 359 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Benzyl iodide is an organic compound with the chemical formula C7H7I.[1][2] The compound consists of a benzene ring with an attached iodidemethyl group. The substance is an alkyl halide and is a constitutional isomer of the iodotoluenes.

Synthesis

Benzyl iodide can be obtained via the Finkelstein reaction from benzyl chloride and sodium iodide in acetone.

Synthesis of benzyl iodide by Finkelstein reaction

Properties

Benzyl iodide forms colorless to yellow needles, melting at 24.5 °C.[3] As a liquid, the compound has the high refractive index of 1.6334. Benzyl iodide is also a powerful lachrymator.[4][5]

See also

References

  1. "BENZYL IODIDE". chemicalbook.com. http://www.chemicalbook.com/ChemicalProductProperty_EN_CB2305798.htm. 
  2. "Benzyl iodide". webbook.nist.gov. http://webbook.nist.gov/cgi/cbook.cgi?ID=C620053&Mask=8. 
  3. CRC Handbook of Chemistry and Physics, 90. Edition, CRC Press, Boca Raton, Florida, 2009, ISBN:978-1-4200-9084-0, Section 3, Physical Constants of Organic Compounds, p. 3-306.
  4. Bauta, William E. (2001). "Benzyl Iodide". Encyclopedia of Reagents for Organic Synthesis. onlinelibrary.wiley.com. doi:10.1002/047084289X.rb060. ISBN 978-0471936237. 
  5. Fieser, Louis F.; Fieser, Mary (1982) (in de). Organische Chemie. ISBN 978-3-527-25075-2.