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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:
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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

I7632-BULK-A:
I7632-5G-A:4548173990972
I7632-5G:
I7632-VAR-A:
I7632-100G-A:4548173990958
I7632-500G-A:4548173990965

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG4563
BCCF2534
BCCD2188
BCCB1269
BCBW4217

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Ring-Opening 1, 3-Dichlorination of Donor-Acceptor Cyclopropanes by Iodobenzene Dichloride.
Garve, Lennart KB et al.
Organic Letters, 16(21), 5804-5807 (2014)
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)
Catalysis by gold (I) and gold (III): a parallelism between homo-and heterogeneous catalysts for copper-free Sonogashira cross-coupling reactions.
Gonzalez-Arellano, Camino et al.
Angewandte Chemie (International Edition in English), 46(9), 1536-1538 (2007)
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)
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