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iodobenzene
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Iodobenzene is an aryl iodide and the simplest of the iodobenzenes, consisting of a benzene ring substituted with one iodine atom. Its chemical formula is . It is useful as a synthetic intermediate in organic chemistry. It is a volatile colorless liquid, although aged samples appear yellowish.
Chemical data
- Formula
- C6H5I
- Molecular weight
- 204.01 g/mol
- IUPAC name
- iodobenzene
- SMILES
- C1=CC=C(C=C1)I
- InChIKey
- SNHMUERNLJLMHN-UHFFFAOYSA-N
- XLogP
- 3.2
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Formal charge
- 0
via PubChem
Wikidata facts
- Has part
- hydrogen
- Mass
- 203.944
- Image
- Sample of iodobenzene (02).jpg
Show 10 more facts
- boiling point
- 188.45
- chemical formula
- C₆H₅I
- speed of sound
- 1114
- Commons category
- Iodobenzene
- canonical SMILES
- C1=CC=C(C=C1)I
- melting point
- -31.3
- flash point
- 74.44
- density
- 1.823
- electric dipole moment
- 1.70
- ionization energy
- 8.69
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Preparation
- Reactions
- Further reading
- References
Iodobenzene is an aryl iodide and the simplest of the iodobenzenes, consisting of a benzene ring substituted with one iodine atom. Its chemical formula is . It is useful as a synthetic intermediate in organic chemistry. It is a volatile colorless liquid, although aged samples appear yellowish.
==Preparation== Iodobenzene is commercially available, or it can be prepared in the laboratory from aniline via the diazotization reaction. In the first step, the amine functional group is diazotized with hydrochloric acid and sodium nitrite. Potassium iodide is added to the resultant phenyldiazonium chloride, causing nitrogen gas to evolve. The product is separated by steam distillation. 240px|Sandmeyer-Reaction
Excerpted from Wikipedia’s “iodobenzene” article, available under the CC BY-SA 4.0 licence.