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Iodobenzene information


Iodobenzene
Iodobenzene
Iodobenzene
Names
Preferred IUPAC name
Iodobenzene
Other names
Phenyl iodide
Identifiers
CAS Number
  • 591-50-4 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL116296 checkY
ChemSpider
  • 11087 checkY
DrugBank
  • DB02252 checkY
ECHA InfoCard 100.008.837 Edit this at Wikidata
PubChem CID
  • 11575
UNII
  • 9HK5L7YBBR checkY
CompTox Dashboard (EPA)
  • DTXSID8060452 Edit this at Wikidata
InChI
  • InChI=1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H checkY
    Key: SNHMUERNLJLMHN-UHFFFAOYSA-N checkY
  • InChI=1/C6H5I/c7-6-4-2-1-3-5-6/h1-5H
    Key: SNHMUERNLJLMHN-UHFFFAOYAQ
SMILES
  • c1ccc(cc1)I
Properties
Chemical formula
C6H5I
Molar mass 204.01 g/mol
Appearance colorless liquid
Density 1.823 g/cm3
Melting point −29 °C (−20 °F; 244 K)
Boiling point 188 °C (370 °F; 461 K)
Solubility in water
Insoluble
log P 3
Magnetic susceptibility (χ)
-92.00·10−6 cm3/mol
Viscosity 1.5042 mPa·s (300.65 K)[1]
Hazards
Flash point 74.44 °C (165.99 °F; 347.59 K)
Thermochemistry
Heat capacity (C)
0.779 J/K
Related compounds
Related halobenzenes
Fluorobenzene
Chlorobenzene
Bromobenzene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox 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 C6H5I. It is useful as a synthetic intermediate in organic chemistry. It is a volatile colorless liquid, although aged samples appear yellowish.

  1. ^ Viswanath, D.S.; Natarajan, G. (1989), Data Book on the Viscosity of Liquids, Hemisphere Publishing, ISBN 0-89116-778-1

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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...

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Iodobenzene dichloride

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Iodobenzene dichloride (PhICl2) is a complex of iodobenzene with chlorine. As a reagent for organic chemistry, it is used as an oxidant and chlorinating...

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Iodobenzenes

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Iodobenzenes are a group of aryl iodides/halobenzenes consisting of one or more iodine atoms as substituents on a benzene core. They have the formula C6H6–nIn...

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Hypervalent organoiodine compounds

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despite the Pauling electronegativities of those respective atoms. Thus iodobenzene (C6H5I) is an iodine(I) compound, (dichloroiodo)benzene (C6H5ICl2) and...

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Halobenzene

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Bromobenzenes Iodobenzenes Halobenzene may also refer to any of the monosubstituted halobenzenes: Fluorobenzene Chlorobenzene Bromobenzene Iodobenzene Astatobenzene...

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Diphenylacetylene

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to dehydrohalogenation. Yet another method involves the coupling of iodobenzene and the copper salt of phenylacetylene in the Castro-Stephens coupling...

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Iodine

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acid, a common reagent for the oxidation of alcohols to aldehydes, and iodobenzene dichloride (PhICl2), used for the selective chlorination of alkenes and...

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Sonogashira coupling

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the symmetrical Sonogashira coupling of two equivalents of 1-bromo-4-iodobenzene with trimethylsilylacetylene (with the trimethylsilyl group removed in-situ)...

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Hofmann rearrangement

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Rearrangement under Mildly Acidic Conditions using [I,I-Bis(Trifluoroacetoxy)]iodobenzene: Cyclobutylamine Hydrochloride from Cyclobutanecarboxamide". Organic...

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Bromobenzene

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doi:10.1021/je0201828. ISSN 0021-9568. "Preparation of bromobenzene and iodobenzene". Journal of the Chemical Society, Abstracts. 38: 316. 1880. doi:10.1039/CA8803800307...

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IBD

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Inverse beta decay, a nuclear reaction commonly used in neutrino detectors Iodobenzene dichloride, a reagent used in organic chemistry Ion beam deposition International...

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Phenylacetylene

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potassium hydroxide. Yet another method involves the Sonogashira coupling of iodobenzene with trimethylsilylacetylene, followed by removal of the trimethylsilyl...

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Carbonyl oxidation with hypervalent iodine reagents

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used to effect these transformations include iodosylbenzene (PhIO), iodobenzene diacetate (PhI(OAc)2), Koser's reagent (PhI(OTs)OH), and (dichloroiodo)benzene...

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Electrophilic aromatic directing groups

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chlorobenzene is less reactive than fluorobenzene. However, bromobenzene and iodobenzene are about the same or a little more reactive than chlorobenzene, because...

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Glossary of chemical formulae

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766-76-7 C6H5COOH benzoic acid 65-85-0 C6H5F fluorobenzene 462-06-6 C6H5I iodobenzene 591-50-4 C6H5NO2 picolinic acid 98-98-6 C6H5NO3 4-nitrophenol 100-02-7...

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Iodocyclohexane

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demethylation of aryl methyl ethers in DMF under reflux condition. Iodoalkanes Iodobenzene "B24840 Iodocyclohexane, 98%, stab. with copper". Alfa Aesar. Retrieved...

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Heck reaction

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original reaction by Tsutomu Mizoroki (1971) describes the coupling between iodobenzene and styrene in methanol to form stilbene at 120 °C (autoclave) with potassium...

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Calicheamicin

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The calicheamicins are a class of enediyne antitumor antibiotics derived from the bacterium Micromonospora echinospora, with calicheamicin γ1 being the...

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Iodobenzoic acid

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iodinated derivatives of benzoic acid, or as carboxylated variants of iodobenzene. "2-Iodobenzoic acid". PubChem. Retrieved 2022-11-27. "3-Iodobenzoic...

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Hexaiodobenzene

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Hexaiodobenzene is an aryl iodide and a six-substituted iodobenzene with the formula C6I6. Structurally, it is a derivative of benzene, in which all hydrogen...

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