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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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK1725
STBJ2405
STBH5193
STBG4850V
STBG0516V

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