510459
2,6-Dichloroiodobenzene
98%
Synonym(s):
1,3-Dichloro-2-iodobenzene
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About This Item
Linear Formula:
Cl2C6H3I
CAS Number:
Molecular Weight:
272.90
UNSPSC Code:
12352100
PubChem Substance ID:
MDL number:
Assay:
98%
InChI
1S/C6H3Cl2I/c7-4-2-1-3-5(8)6(4)9/h1-3H
SMILES string
Clc1cccc(Cl)c1I
InChI key
ZMPGXSFTXBOKFM-UHFFFAOYSA-N
assay
98%
mp
64-67 °C (lit.)
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:
It may be used as a starting material in the multi-step synthesis of:
- cupped oxacyclophanes
- cuppedophanes
- cappedophanes
- m-terphenyls
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
M H Griffiths et al.
The Biochemical journal, 98(3), 770-781 (1966-03-01)
1. A single oral dose of either [(14)C]Prefix or 2,6-dichlorobenzo[(14)C]nitrile to rats is almost entirely eliminated in 4 days: 84.8-100.5% of (14)C from [(14)C]Prefix is excreted, 67.3-79.7% in the urine, and 85.8-97.2% of (14)C from 2,6-dichlorobenzo-[(14)C]nitrile is excreted, 72.3-80.7% in
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)
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)
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