1,4-Diiodobenzene

Base Information

• Chemical Name: 1,4-Diiodobenzene
• CAS No.: 624-38-4
• Molecular Formula: C6H4I2
• Molecular Weight: 329.907
• Hs Code.: 29036990
• European Community (EC) Number: 210-842-2
• NSC Number: 6297
• UNII: I9XCF83VAV
• DSSTox Substance ID: DTXSID2022092
• Nikkaji Number: J6.849G
• Wikidata: Q27280619
• ChEMBL ID: CHEMBL454178
• Mol file: 624-38-4.mol

Synonyms:1,4-DIIODOBENZENE;624-38-4;p-Diiodobenzene;Benzene, 1,4-diiodo-;Benzene, p-diiodo-;p-Benzene diiodide;1,4-Diidobenzene;NSC 6297;EINECS 210-842-2;UNII-I9XCF83VAV;I9XCF83VAV;AI3-08885;NSC-6297;MFCD00001054;NSC6297;1,4-diiodbenzene;1,4 diiodobenzene;1,4-diiodiobenzene;Benzene,4-diiodo-;1,4 di-idobenzene;1,4 di-iodobenzene;1,4-di-iodobenzene;1,4-Diiodo-benzene;Benzene, 1,4-iodo-;4-IODOPHENYL IODIDE;P-PHENYLENE DIIODIDE;1,4-Diiodobenzene, 99%;SCHEMBL67142;CHEMBL454178;DTXSID2022092;STL280139;AKOS000121397;CS-W007412;GS-6873;AC-26088;SY010001;LS-184892;AM20040890;D0608;FT-0606881;EN300-21234;A20862;J-503998;J-610075;Q27280619

Chemical Property of 1,4-Diiodobenzene

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00495mmHg at 25°C
• Melting Point: 131-133 °C(lit.)
• Refractive Index: 1.707
• Boiling Point: 284.999 °C at 760 mmHg
• Flash Point: 137.704 °C
• PSA: 0.00000
• Density: 2.469 g/cm³
• LogP: 2.89580
• Storage Temp.: Store below +30°C.
• Sensitive.: Light Sensitive
• Water Solubility.: Soluble in ether and ethanol. Insoluble in water.
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 329.84025
• Heavy Atom Count: 8
• Complexity: 54.9

Purity/Quality:

99% ^*data from raw suppliers

1,4-Diiodobenzene >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC(=CC=C1I)I
• Uses: suzuki reaction 1,4-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.

Technology Process of 1,4-Diiodobenzene

There total 108 articles about 1,4-Diiodobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

acetyl iodide (507-02-8) + 1.4-dibromobenzene (106-37-6) → Acetyl bromide (506-96-7) + para-diiodobenzene (624-38-4,1032416-46-8)

Guidance literature:

for 50h; UV-irradiation;

DOI:10.1134/S0012500811060048

Reference yield: 92.0%

4-iodobenzenediazonium tetrafluoroborate (1514-50-7) → para-diiodobenzene (624-38-4,1032416-46-8)

Guidance literature:

With potassium iodide; In water; at 25 ℃; for 0.166667h;

DOI:10.2174/1570178614666170907120329

Reference yield: 85.0%

iodobenzene (591-50-4) → 1,2-Diiodobenzene (615-42-9) + para-diiodobenzene (624-38-4,1032416-46-8)

Guidance literature:

With dipotassium peroxodisulfate; iodine; In dichloromethane; trifluoroacetic acid; at 36 - 38 ℃; for 60h;

DOI:10.1055/s-2008-1032165

upstream raw materials:

iodobenzene

biphenyl

ethanol

2,4-diiodoaniline

Downstream raw materials:

4-iodophenylboronic acid

2,2'-p-phenylenedimercapto-di-benzoic acid

N,N'-dimethyl-N,N'-diphenyl-1,4-phenylenediamine

4,4'-biphenyldiboronic acid

Refernces

• 1、 Deckers, Kristina,Fricke, Christoph,Schoenebeck, Franziska. "Orthogonal Stability and Reactivity of Aryl Germanes Enables Rapid and Selective (Multi)Halogenations". supporting information. p. 18717 - 18722. Retrieved 2020/08/25.
• 2、 Filimonov, Victor D.,Krasnokutskaya, Elena A.,Kassanova, Assia Zh.,Fedorova, Valentina A.,Stankevich, Ksenia S.,Naumov, Nikolay G.,Bondarev, Alexander A.,Kataeva, Veronika A.. "Synthesis, structure, and synthetic potential of arenediazonium trifluoromethanesulfonates as stable and safe diazonium salts". . p. 665 - 674. Retrieved 2018/09/14.