Iodobenzene

Structural formula
General
Surname	Iodobenzene
other names	Monoiodobenzene Phenyl iodide Iodobenzene
Molecular formula	C 6 H 5 I.
Brief description	yellowish liquid
External identifiers / databases
CAS number 591-50-4 EC number 209-719-6 ECHA InfoCard 100.008.837 PubChem 11575 ChemSpider 11087 DrugBank DB02252 Wikidata Q420839
properties
Molar mass	204.01 g mol −1
Physical state	liquid
density	1.823 g cm −3 (25 ° C)
Melting point	−29 ° C
boiling point	188 ° C
solubility	almost insoluble in water
Refractive index	1.62
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 302 P: 301 + 312 + 330
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Iodobenzene (C ₆ H ₅ I) is an aromatic halogenated hydrocarbon . The molecule is structured like benzene ; one of the six hydrogen atoms in benzene has been replaced by an iodine atom. It is a colorless liquid and largely non-polar, therefore insoluble in water, soluble in alcohols , benzene and ethers . When stored in air, iodobenzene turns brown as a result of iodine deposition.

presentation

A representation by halogenation as with chlorobenzene and bromobenzene is not possible. The synthesis succeeds in the course of a Sandmeyer reaction with a diazotization of aniline and subsequent addition of an iodide solution (e.g. sodium iodide ) with elimination of nitrogen:

Individual evidence

1. ↑ Iodobenzene data sheet (PDF) from Merck , accessed on March 14, 2010.
2. ↑ ^{a b c d e f} data sheet Iodobenzene at Sigma-Aldrich , accessed on August 19, 2017 ( PDF ).
3. ↑ Data sheet iodobenzene from Acros, accessed on March 14, 2010.