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Safety Information

193526

Sigma-Aldrich

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:
624-38-4
Molecular Weight:
329.90
Beilstein:
1904546
EC Number:
210-842-2
MDL number:
MFCD00001054
UNSPSC Code:
12352100
PubChem Substance ID:
24851598
NACRES:
NA.22

Quality Level

100

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

193526-BULK:
193526-250G:
193526-VAR:
193526-10G:4548173986210
193526-50G:4548173986227

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Certificates of Analysis (COA)

Lot/Batch Number
STBK1725
STBJ2405
STBH5193
STBG4850V
STBG0516V

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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)
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
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
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
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
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