Skip to Content
Merck
All Photos(1)

Documents

510459

Sigma-Aldrich

2,6-Dichloroiodobenzene

98%

Synonym(s):

1,3-Dichloro-2-iodobenzene

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
Cl2C6H3I
CAS Number:
Molecular Weight:
272.90
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

98%

mp

64-67 °C (lit.)

SMILES string

Clc1cccc(Cl)c1I

InChI

1S/C6H3Cl2I/c7-4-2-1-3-5(8)6(4)9/h1-3H

InChI key

ZMPGXSFTXBOKFM-UHFFFAOYSA-N

General description

2,6-Dichloroiodobenzene, also known as 1,3-dichloro-2-iodobenzene, is a halo-substituted benzene. It couples with 1,1′-diaminoferrocene in the presence of a palladium catalyst to form substituted diamide ligands (Fc(NHAr)2).

Application

2,6-Dichloroiodobenzene may be used in the preparation of 2,6-dichlorobenzo[14C]nitrile and 2,6-terphenyl carboxylic acid ligands.
It may be used as a starting material in the multi-step synthesis of:
  • cupped oxacyclophanes
  • cuppedophanes
  • cappedophanes
  • m-terphenyls

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Synthesis of cuppedophanes and cappedophanes. Two new classes of cyclophanes with molecular cavities.
Vinod T and Hart H.
The Journal of Organic Chemistry, 55(3), 881-890 (1990)
Zirconium complexes incorporating diaryldiamidoferrocene ligands: generation of cationic derivatives and polymerization activity towards ethylene and 1-hexene.
Shafir A and Arnold J.
Inorgorganica Chimica Acta, 345, 216-220 (2003)
Non-interconvertible conformers of cupped oxacyclophanes.
Grewal RS and Hart H.
Tetrahedron Letters, 31(30), 4271-4274 (1990)
Encapsulation of the uranyl dication.
Beer S, et al.
Chemical Science, 1(1), 43-47 (2010)
Oxacyclophanes based on a m-terphenyl framework.
Grewal RS, et al.
The Journal of Organic Chemistry, 57(9), 2721-2726 (1992)

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