1,4-Diiodobenzene CAS 624-38-4

Introduction:Basic information about 1,4-Diiodobenzene CAS 624-38-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

1,4-Diiodobenzene Basic information

Product Name:1,4-Diiodobenzene
Synonyms:1,4-DIIODOBENZENE;4-DIIODOBENZENE;P-DIIODOBENZENE;1,4-diiodbenzene;1,4-diiodo-benzen;Benzene, 1,4-iodo-;Benzene, p-diiodo-;Benzene,1,4-diiode-
CAS:624-38-4
MF:C6H4I2
MW:329.9
EINECS:210-842-2
Product Categories:Building Blocks;Chemical Synthesis;Iodine Compounds;Aryl;Halogenated Hydrocarbons;Organic Building Blocks;C6;Halogenated Hydrocarbons;bc0001
Mol File:624-38-4.mol

1,4-Diiodobenzene Chemical Properties

Melting point 131-133 °C (lit.)
Boiling point 285 °C (lit.)
density 2.350
Fp 285°C
refractive index 1.6212
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form Crystalline Powder
color White to beige
Water Solubility Soluble in ether and ethanol. Insoluble in water.
Sensitive Light Sensitive
BRN 1904546
Dielectric constant2.8799999999999999
InChI1S/C6H4I2/c7-5-1-2-6(8)4-3-5/h1-4H
InChIKeyLFMWZTSOMGDDJU-UHFFFAOYSA-N
SMILESIc1ccc(I)cc1
CAS DataBase Reference624-38-4(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1,4-diiodo-(624-38-4)
EPA Substance Registry SystemBenzene, 1,4-diiodo- (624-38-4)

Safety Information

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25
WGK Germany 3
8
TSCA TSCA listed
HS Code 29036990
Storage Class11 - Combustible Solids

1,4-Diiodobenzene Usage And Synthesis

Chemical Properties1,4-Diiodobenzene appears as white to light orange crystals or powder. Its melting point is 131–132 °C, and it boils at 285 °C (sublimes). The compound is readily soluble in ether and ethanol, but insoluble in water.
Uses1,4-Diiodobenzene is used in Suzuki reaction. It is used as a precursor in the preparation of martinellic acid and 1,4-bis(p-R-phenylethynyl)benzenes. Further, it is employed in the preparation of 1,4-diiodo-2,5-didodecylbenzene , which is a starting reagent for the synthesis of oligo(1,4-phenylene ethynylene). It is also used in human and animal nutrition products including antiseptics and disinfectants. In addition to this, it used in polarizing films for liquid crystal display chemicals.
Preparation1,4-Diiodobenzene is obtained by diazotising p-iodoaniline followed by substitution. An alternative preparation method involves diazotising p-phenylenediamine hydrochloride, followed by substitution with potassium iodide.
Purification MethodsCrystallise it from EtOH or boiling MeOH, then dry it in air. [Beilstein 5 IV 700.]
References[1] JENS CARDINALE  Heinz H C  Johannes Ermert. Convenient preparation of (4-iodophenyl)aryliodonium salts[J]. Tetrahedron, 2012, 68 22: Pages 4112-4116. DOI:10.1016/j.tet.2012.03.113.
[2] ROEL S. SÁNCHEZ-CARRERA. Charge-Transport Properties of the 1,4-Diiodobenzene Crystal: A Quantum-Mechanical Study[J]. Chemistry of Materials, 2008, 20 18: 5832-5838. DOI:10.1021/cm801108c.
[3] DU ZONG-DA   Yang C X  Cui Yuan Yuan. Synthesis of silica amino-functionalized microporous organic network composites for efficient on-line solid phase extraction of trace phenols from water.[J]. Journal of Chromatography A, 2020, 1616: 460791. DOI:10.1016/j.chroma.2019.460791.

1,4-Diiodobenzene Preparation Products And Raw materials

Raw materials4-Iodoaniline-->p-Phenylenediamine dihydrochloride-->Potassium iodide
Preparation Productsp-Terphenyl-->4-Iodobiphenyl-->1,4-Benzenedipropanal-->1,4-Bis(trifluoromethyl)-benzene-->N-PHENYLCARBAZOLE HYDROCHLORIDE-->1,2-Diiodobenzene-->1 4-BIS(DIPHENYLAMINO)BENZENE-->4,4'-Diiodobiphenyl-->P-DIVINYLBENZENE 85-->(9-(4-IODOPHENYL))-9H-CARBAZOLE
1,4-Dihydroxyanthraquinone CAS 81-64-1
1,4-DIMETHYLPYRAZOLE CAS 1072-68-0
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