193526

Sigma-Aldrich

1,4-Diiodobenzene

99%

Empirical Formula (Hill Notation):
C6H4I2
CAS Number:
Molecular Weight:
329.90
Beilstein/REAXYS Number:
1904546
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

99%

bp

285 °C (lit.)

mp

131-133 °C (lit.)

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

Packaging

10, 50 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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)
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...

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