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I7632

Sigma-Aldrich

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:
591-50-4
Molecular Weight:
204.01
Beilstein/REAXYS Number:
1446140
EC Number:
209-719-6
MDL number:
MFCD00001029
UNSPSC Code:
12352100
PubChem Substance ID:
24896121
NACRES:
NA.22

Quality Level

200

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

170.6 °F - closed cup

flash_point_c

77 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9575
BCCL1457
BCCJ3240
BCCG4563
BCCF2534

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Size effects of PVP- Pd nanoparticles on the catalytic Suzuki reactions in aqueous solution.
Li, Yin et al.
Langmuir, 18(12), 4921-4925 (2002)
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)
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)
Ring-Opening 1, 3-Dichlorination of Donor-Acceptor Cyclopropanes by Iodobenzene Dichloride.
Garve, Lennart KB et al.
Organic Letters, 16(21), 5804-5807 (2014)
Thomas E Storr et al.
The Journal of organic chemistry, 74(16), 5810-5821 (2009-07-28)
Pd/Cu-mediated direct arylation of 2'-deoxyadenosine with various aryl iodides provides 8-arylated 2'-deoxyadenosine derivatives in good yields. Following significant reaction optimization, it has been determined that a substoichiometric quantity of piperidine (secondary amine) in combination with cesium carbonate is necessary for
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