Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

I7632

Sigma-Aldrich

Iodobenzene

98%

Synonym(s):

1-Iodobenzene, 4-Iodobenzene, Benzene iodide, Phenyl iodide

Sign Into View Organizational & Contract Pricing
All Photos(1)

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
Pricing and availability is not currently available.

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Iodobenzene, also known as phenyl iodide, is commonly used as an arylating agent in various cross-coupling reactions.[1][2][3]

Application

Iodobenzene is used in various C-C coupling reactions.[4][5][6] It can be used in the preparation of iodobenzene dichloride, which is employed as an oxidant to oxidize alcohols to carbonyl compounds[7] and as a chlorinating agent.[8]

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCM7399
BCCL9575
BCCL1457
BCCJ3240
BCCF2534

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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)
Rainer Wilcken et al.
Journal of computer-aided molecular design, 26(8), 935-945 (2012-08-07)
Halogen bonds are specific embodiments of the sigma hole bonding paradigm. They represent directional interactions between the halogens chlorine, bromine, or iodine and an electron donor as binding partner. Using quantum chemical calculations at the MP2 level, we systematically explore
View All Related Papers

Articles

Starbons: Cooking up Nanostructured Mesoporous Materials

Our strategy is to synthesize mesoporous carbonaceous materials (“Starbons”) using mesoporous expanded starch as the precursor without the need for a templating agent.

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service