Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

193526

Sigma-Aldrich

1,4-Diiodobenzene

99%

Synonym(s):

4-Iodophenyl iodide, p-Diiodobenzene, p-Phenylene diiodide

Sign Into View Organizational & Contract Pricing


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

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

Looking for similar products? Visit Product Comparison Guide

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

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)
Du Zong-Da et al.
Journal of chromatography. A, 1616, 460791-460791 (2019-12-24)
Microporous organic network (MON) is a promise class of functional materials in solid phase extraction (SPE). However, the previous MON-based SPE works are all focused on off-line mode. The inherent drawbacks of off-line SPE such as complicated operation steps and
Rapid bi-directional synthesis of oligo (1, 4-phenylene ethynylene) s.
Huang S and Tour JM.
Tetrahedron Letters, 40(17), 3447-3450 (1999)
Jieun Lee et al.
Scientific reports, 7(1), 13568-13568 (2017-10-21)
A flexible and free standing conjugated microporous polymer (CMP) membrane was prepared using a polyvinylpyrrolidone (PVP) electrospun membrane as a template. The PVP nanofibers of the template membrane were coated with a thin layer of the CMP through the in

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