(Dichloroiodo)-benzene

Base Information

• Chemical Name: (Dichloroiodo)-benzene
• CAS No.: 932-72-9
• Molecular Formula: C6H5Cl2I
• Molecular Weight: 274.916
• Hs Code.: 2903998090
• NSC Number: 149834
• UNII: 0IJ835PQB7
• DSSTox Substance ID: DTXSID50302248
• Nikkaji Number: J481.340E
• Wikipedia: Iodobenzene_dichloride
• Wikidata: Q5961335
• Mol file: 932-72-9.mol

Synonyms:932-72-9;(DICHLOROIODO)-BENZENE;Iodobenzene dichloride;Phenyliodoso dichloride;Phenyl iodosochloride;(Dichloroiodo)benzene;Dichlorophenyliodine;Iodine, dichlorophenyl-;Benzene, (dichloriodo)-;(Dichloroiodo)-benzene, tech grade;Iodobenzene dichloride [MI];NSC-149834;UNII-0IJ835PQB7;0IJ835PQB7;dichloro(phenyl)-lambda3-iodane;Benzene, (dichloroiodo)-;Phenylchloroiodonium chloride;PhICl2;benzene iododichloride;Phenyliodine dichloride;(Dichloroiodo) benzene;Benzene,(dichloriodo)-;dichloro(phenyl)--iodane;Phenyldichloroiodine(III);SCHEMBL205034;DTXSID50302248;MFCD00009608;NSC149834;AKOS015850791;AS-47665;CS-0179660;FT-0600468;F15104;Q5961335

Chemical Property of (Dichloroiodo)-benzene

Chemical Property:

• Melting Point: -9--6℃
• Refractive Index: 1.532
• Boiling Point: 116℃
• Flash Point: 94℃
• PSA: 0.00000
• Density: 1.338
• LogP: 3.67020
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 273.88130
• Heavy Atom Count: 9
• Complexity: 79.1

Purity/Quality:

99% ^*data from raw suppliers

Phenyliodosodichloride,techgrade ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)I(Cl)Cl

Technology Process of (Dichloroiodo)-benzene

There total 22 articles about (Dichloroiodo)-benzene 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: 100.0%

iodosylbenzene (536-80-1) → (Dichloroiodo)benzene (932-72-9)

Guidance literature:

With chloro-trimethyl-silane; In dichloromethane; Ambient temperature;

Reference yield: 99.5%

phenyl(p-carboran-2-yl)iodonium tetrafluoroborate (88242-78-8) + sodium fluoride (7681-49-4) → iodobenzene (591-50-4) + 2-fluoro-p-caborane (22762-43-2) + (Dichloroiodo)benzene (932-72-9)

Guidance literature:

With sodium fluoride; In dichloromethane; water; mixt. of iodonium salt, NaF, H2O and CH2Cl2 stirred at 25°C for 35 min; org. phase sepd. off, filtered through a short alumina plug and evapd., the residue is a mixt. of C6H5I and 2-fluoro-p-carborane; solid dissolved in dry CCl4; soln. satd. with Cl2 at 5°C, and then evapd., to give the mixt. of C6H3Cl2I and the fluorocarborane; the latter extd. with pentane, filtered through an alumina plug, evapd. to dryness, vac. sublimation; elem. anal.;

Reference yield: 97.0%

iodosylbenzene (1015765-81-7) → (Dichloroiodo)benzene (932-72-9)

Guidance literature:

With hydrogenchloride; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1055/s-0031-1290578

upstream raw materials:

iodosylbenzene

[bis(acetoxy)iodo]benzene

N-phenyliodonio α-phenylacetamide tosylate

bis-[(trifluoroacetoxy)iodo]benzene

Downstream raw materials:

6-chloro-1,2,3,4,5-pentamethylbenzene

[bis-(o-methoxybenzoyloxy)iodo]benzene

bis-[(trifluoroacetoxy)iodo]benzene

[bis-(p-chlorobenzoyloxy)iodo]benzene

Refernces

• 1、 Obeid, Nicolas,Skulski, Lech. "One-pot procedures for preparing (dichloroiodo)arenes from arenes and diiodine, with chromium(VI) oxide as the oxidant". . p. 869 - 874. Retrieved 2007/10/03.
• 2、 Grushin, Vladimir V.,Demkina, Iraida I.,Tolstaya, Tat'yana P.. "Reactions of aryl(B-carboranyl)iodonium cations with the fluoride anion. Synthesis of icosahedral o-carboran-9-yl, m-carboran-9-yl, and p-carboran-2-yl fluorides". . p. 4860 - 4863. Retrieved 2008/10/08.