193526
1,4-Diiodobenzene
99%
Synonym(s):
4-Iodophenyl iodide, p-Diiodobenzene, p-Phenylene diiodide
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About This Item
Empirical Formula (Hill Notation):
C6H4I2
CAS Number:
Molecular Weight:
329.90
Beilstein:
1904546
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
99%
form
powder
bp
285 °C (lit.)
mp
131-133 °C (lit.)
functional group
iodo
SMILES string
Ic1ccc(I)cc1
InChI
1S/C6H4I2/c7-5-1-2-6(8)4-3-5/h1-4H
InChI key
LFMWZTSOMGDDJU-UHFFFAOYSA-N
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Related Categories
Application
1,4-Diiodobenzene was used in:
- total synthesis of martinellic acid, a naturally occurring bradykinin receptor antagonist
- preparation of 1,4-bis(p-R-phenylethynyl)benzenes via Pd11/Cu1catalyzed cross-coupling reaction
- synthesis of 1,4-diiodo-2,5-didodecylbenzene, starting reagent for the preparation of oligo(1,4-phenylene ethynylene)s
- surface-mediated synthesis of epitaxially aligned and separated polyphenylene lines on Cu(110) via Ullmann dehalogenation reaction
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
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Synthesis of symmetric and unsymmetric 1, 4-bis ( p-R-phenylethynyl) benzenes via palladium/copper catalyzed cross-coupling and comments on the coupling of aryl halides with terminal alkynes.
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The surface-mediated synthesis of epitaxially aligned and separated polyphenylene lines on Cu(110) by exploiting the Ullmann dehalogenation reaction is reported. Scanning tunneling microscopy (STM) and X-ray photoelectron spectroscopy (XPS) show that the C-I bonds of 1,4-diiodobenzene and 1,3-diiodobenzene (C(6)H(4)I(2)) are
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