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
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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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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D Ma et al.
Organic letters, 3(14), 2189-2191 (2001-07-07)
[reaction: see text] The first total synthesis of martinellic acid, a naturally occurring bradykinin receptor antagonist, via a CuI-catalyzed coupling reaction of beta-amino ester 6 with 1,4-diiodobenzene and a guanylation reaction of secondary amine 3 under mild conditions as key
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.
Nguyen P, et al.
Inorgorganica Chimica Acta, 220(1), 289-296 (1994)
Uta Funke et al.
Pharmaceuticals (Basel, Switzerland), 5(2), 169-188 (2012-01-01)
Phosphodiesterase 10A (PDE10A) is a key enzyme of intracellular signal transduction which is involved in the regulation of neurotransmission. The molecular imaging of PDE10A by PET is expected to allow a better understanding of physiological and pathological processes related to
J A Lipton-Duffin et al.
Small (Weinheim an der Bergstrasse, Germany), 5(5), 592-597 (2009-02-26)
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
Rapid bi-directional synthesis of oligo (1, 4-phenylene ethynylene) s.
Huang S and Tour JM.
Tetrahedron Letters, 40(17), 3447-3450 (1999)
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