I7632
Iodobenzene
98%
Synonym(s):
1-Iodobenzene, 4-Iodobenzene, Benzene iodide, Phenyl iodide
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About This Item
Empirical Formula (Hill Notation):
C6H5I
CAS Number:
Molecular Weight:
204.01
Beilstein:
1446140
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
refractive index
n20/D 1.62 (lit.)
bp
188 °C (lit.)
mp
−29 °C (lit.)
density
1.823 g/mL at 25 °C (lit.)
SMILES string
Ic1ccccc1
InChI
1S/C6H5I/c7-6-4-2-1-3-5-6/h1-5H
InChI key
SNHMUERNLJLMHN-UHFFFAOYSA-N
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General description
Iodobenzene, also known as phenyl iodide, is commonly used as an arylating agent in various cross-coupling reactions.
Application
Iodobenzene is used in various C-C coupling reactions. It can be used in the preparation of iodobenzene dichloride, which is employed as an oxidant to oxidize alcohols to carbonyl compounds and as a chlorinating agent.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
170.6 °F - closed cup
Flash Point(C)
77 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Heck reactions of iodobenzene and methyl acrylate with conventional supported palladium catalysts in the presence of organic and/and inorganic bases without ligands.
Zhao, Fengyu et al.
Chemistry?A European Journal , 6(5), 843-848 (2000)
Iodobenzene dichloride as a stoichiometric oxidant for the conversion of alcohols into carbonyl compounds; two facile methods for its preparation.
Zhao, Xue-Fei and Zhang, Chi
Synthesis, 2007(04), 551-557 (2007)
Size effects of PVP- Pd nanoparticles on the catalytic Suzuki reactions in aqueous solution.
Li, Yin et al.
Langmuir, 18(12), 4921-4925 (2002)
Minfeng Zeng et al.
The Journal of organic chemistry, 75(8), 2556-2563 (2010-03-23)
Palladium-catalyzed reductive homocoupling of aromatic halides can be performed in alcohol solutions without any auxiliary reducing reagents. Pd(dppf)Cl(2) [dppf = 1,1'-bis(diphenylphosphino)ferrocene] has been shown as the most effective catalyst among the palladium catalysts screened for the model reductive homocoupling of
Ring-Opening 1, 3-Dichlorination of Donor-Acceptor Cyclopropanes by Iodobenzene Dichloride.
Garve, Lennart KB et al.
Organic Letters, 16(21), 5804-5807 (2014)
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