Iodobenzene
An aromatic organohalide, C6H5I, 204.01 g/mol. Boiling point 188.4 °C, melting point -31.3 °C, as published. Appears in 6 documented reactions.
Identifiers
- Molecular formula
- C₆H₅I
- Molecular weight
- 204.01 g/mol
- Exact mass
- 203.943598 g/mol
- IUPAC name
- iodobenzene
- Ic1ccccc1
- InChI=1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H
- SNHMUERNLJLMHN-UHFFFAOYSA-N
Measured properties
- Boiling Point
- 188.4 °C
- 188 °C @760 [mm Hg]
- Melting Point
- -31.3 °C
- Density
- 1.808 g/cu cm at 20 °C
- 1.823 @25 °C
- Solubility
- Soluble in ethanol; slightly soluble in ether, DMSO
- Miscible with acetone, benzene, carbon tetrachloride, and ligroin
- Vapor Pressure
- 1.06 [mmHg]
- 1.06 mm Hg at 25 °C (extrapolated)
- LogP
- log Kow = 3.25
- 3.23
- Flash Point
- 77 °C (171 °F) - closed cup
Calculated properties
- Molecular weight
- 204.01 g/mol
- Exact mass
- 203.9436 Da
- XLogP3
- 3.2
- Polar surface area
- 0 Ų
- Complexity
- 46
- H-bond donors
- 0
- H-bond acceptors
- 0
- logP
- 2.2912
- Topological polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 0
- Rotatable bonds
- 0
- Molar refractivity
- 39.159 cm³/mol
- Fraction sp³ carbons
- 0
- QED drug-likeness
- 0.5684
What it is made of
Elements
Structure
- Heavy atoms, hydrogen excluded
- 7
- Total atoms, hydrogen included
- 12
- Rings
- 1
- Aromatic rings
- 1
- Stereocentres
- 0
- Formal charge
- 0
Functional groups
Halide (C–X)
Aromatic ring
The molecule in three dimensions
The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.
Reactions it appears in
6 documented reactions involve Iodobenzene, each with a written procedure and a source, and all of them are buchwald–hartwig amination. A few are shown.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Buchwald–Hartwig amination
Buchwald–Hartwig amination · as a reactant
A recorded experiment with its conditions, its yield where one was published, and a link to the source.
Other names for it
The systematic name on this record is iodobenzene.
The sources also call it Phenyl iodide, Benzene, iodo-, Benzene iodide, Iodinebenzol, Iodo-benzene, 9HK5L7YBBR, 4-iodobenzene.
Structurally related
Seen alongside it in reaction records
Molecules that appear in the same recorded reactions as Iodobenzene. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.
1,3,5-Trimethoxybenzene
formed as a product
C₉H₁₂O₃, 168.192 g/mol.
1,1'-diphenylethylene
formed as a product
C₁₄H₁₂, 180.25 g/mol.
(Z)-(2-Butoxy-vinyl)-benzene
formed as a product
C₁₂H₁₆O, 176.259 g/mol.
(Oct-1-en-2-yl)benzene
formed as a product
C₁₄H₂₀, 188.314 g/mol.
(1-Butoxyethenyl)benzene
formed as a product
C₁₂H₁₆O, 176.259 g/mol.
1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)
C₃₉H₃₂OP₂, 578.632 g/mol.
Where these values came from
chemistry engine
What this page does not claim
Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.
Where to next
More molecules under I
The rest of this shelf, a hundred names at a time.
Molar mass calculator
Work with C6H5I in a calculation, with every element's contribution shown.
Molarity calculator
Grams of Iodobenzene for a volume and a concentration, or the concentration a mass gives.
Open in ReactionLens
The full record in the workstation: every atom, every bond, and the reactions it appears in.