193526
1,4-Diiodobenzene
99%
Synonym(s):
4-Iodophenyl iodide, p-Diiodobenzene, p-Phenylene diiodide
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10 G
$73.00
50 G
$134.00
About This Item
Empirical Formula (Hill Notation):
C6H4I2
CAS Number:
Molecular Weight:
329.90
Beilstein/REAXYS Number:
1904546
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
powder
assay:
99%
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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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Application
1,4-Diiodobenzene was used in:
- total synthesis of martinellic acid, a naturally occurring bradykinin receptor antagonist[1]
- preparation of 1,4-bis(p-R-phenylethynyl)benzenes via Pd11/Cu1catalyzed cross-coupling reaction[2]
- synthesis of 1,4-diiodo-2,5-didodecylbenzene, starting reagent for the preparation of oligo(1,4-phenylene ethynylene)s[3]
- surface-mediated synthesis of epitaxially aligned and separated polyphenylene lines on Cu(110) via Ullmann dehalogenation reaction[4]
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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.
Nguyen P, et al.
Inorgorganica Chimica Acta, 220(1), 289-296 (1994)
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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
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
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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
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