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Merck
CN

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
210-842-2
Beilstein/REAXYS Number:
1904546
MDL number:
Assay:
99%
Form:
powder
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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

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

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)
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)



Global Trade Item Number

SKUGTIN
193526-10G04061838760807
193526-50G04061838760814