1,3-Dichloro-5-iodobenzene

Base Information

• Chemical Name: 1,3-Dichloro-5-iodobenzene
• CAS No.: 3032-81-3
• Molecular Formula: C6H3Cl2I
• Molecular Weight: 272.9
• Hs Code.: 29039990
• European Community (EC) Number: 221-216-3
• NSC Number: 80149
• UNII: V7B3N2933K
• DSSTox Substance ID: DTXSID4062800
• Nikkaji Number: J80.622F
• Wikidata: Q72466541
• Mol file: 3032-81-3.mol

Synonyms:1,3-Dichloro-5-iodobenzene;3032-81-3;3,5-Dichloroiodobenzene;3,5-Dichlorophenyl iodide;Benzene, 1,3-dichloro-5-iodo-;1,3-dichloro-5-iodo-benzene;3,5-DICHLORO-1-IODOBENZENE;MFCD00001047;V7B3N2933K;EINECS 221-216-3;NSC 80149;NSC-80149;NSC80149;3,5-dichloro iodobenzene;3,5-dichloro-iodobenzene;3,5-dichloro-iodo-benzene;NCIOpen2_004166;SCHEMBL80473;Benzene,3-dichloro-5-iodo-;UNII-V7B3N2933K;3,5-Dichloroiodobenzene, 99%;DTXSID4062800;AMY9372;AC1268;AKOS005216589;AC-3108;CS-W009286;AS-15496;SY003844;A5582;D1866;FT-0614564;EN300-59192;J-503893;Z401461928

Chemical Property of 1,3-Dichloro-5-iodobenzene

Chemical Property:

• Appearance/Colour: Pale yellow to pale orange crystals or powder
• Vapor Pressure: 0.0222mmHg at 25°C
• Melting Point: 56-58 °C(lit.)
• Refractive Index: 1.642
• Boiling Point: 258.4 °C at 760 mmHg
• Flash Point: 110.1 °C
• PSA: 0.00000
• Density: 2.015 g/cm³
• LogP: 3.59800
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 271.86565
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dichloro-5-iodobenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=C(C=C(C=C1Cl)I)Cl
• Uses: 3,5-Dichloroiodobenzene is used as a glycolate oxidase inhibitors. 3,5-Dichloroiodobenzene was used as selective reagent for the derivatization of proximinal bifunctional compounds.

Technology Process of 1,3-Dichloro-5-iodobenzene

There total 10 articles about 1,3-Dichloro-5-iodobenzene 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: 72.0%

3,5-Dichloroaniline (626-43-7) → 3,5-dichloroiodobenzene (3032-81-3)

Guidance literature:

3,5-Dichloroaniline; With hydrogenchloride; sodium nitrite; In water; Heating;

With sodium iodide; sodium nitrite; In water; at -5 - 20 ℃;

DOI:10.1055/s-0031-1290899

Reference yield: 56.0%

1,3,5-trichlorobenzene (108-70-3,63697-19-8) → 3,5-dichloroiodobenzene (3032-81-3)

Guidance literature:

1,3,5-trichlorobenzene; With iron(III)-acetylacetonate; para-fluorostyrene; (4-Me₂NC₆H₄)2Zn(iPr)MgCl; In tetrahydrofuran; at 25 ℃; for 24h; Inert atmosphere;

With iodine; In tetrahydrofuran; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ol201100p

Reference yield: 39.0%

3,5-dichlorobenzoic acid (51-36-5) → 3,5-dichloroiodobenzene (3032-81-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 1-iodo-butane; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; chloro-N,N,N',N'-bis(tetramethylene)formamidinium hexafluorophosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 120 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1002/anie.202103269

upstream raw materials:

2,4-dichloro-6-iodoaniline

3,5-Dichloroaniline

3,5-dichloro-1-nitrobenzene

2,4-Dichloroaniline

Downstream raw materials:

[1-(3,5-dichlorophenylamino)cyclopropyl]methanol

3,5,3'-trichloro-biphenyl

3,4',5-trichlorobiphenyl

1,3-dichloro-5-iodo-2-methylbenzene

Refernces

• 1、 Boehm, Philip,Cacherat, Bastien,Lee, Yong Ho,Martini, Tristano,Morandi, Bill. "Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange". supporting information. p. 17211 - 17217. Retrieved 2021/07/02.
• 2、 Malysheva, Yulia B.,Combes, Sebastien,Fedorov, Alexey Yu.,Knochel, Paul,Gavryushin, Andrei E.. "New method of synthesis and biological evaluation of some combretastatin A-4 analogues". supporting information; experimental part. p. 1205 - 1208. Retrieved 2012/06/29.