1,4-Dichloro-2-iodobenzene

Base Information

• Chemical Name: 1,4-Dichloro-2-iodobenzene
• CAS No.: 29682-41-5
• Molecular Formula: C6H3Cl2I
• Molecular Weight: 272.9
• Hs Code.: 29039990
• European Community (EC) Number: 249-774-3
• DSSTox Substance ID: DTXSID80183840
• Nikkaji Number: J88.621A
• Wikidata: Q72466547
• Mol file: 29682-41-5.mol

Synonyms:1,4-Dichloro-2-iodobenzene;29682-41-5;2,5-Dichloroiodobenzene;Benzene, 1,4-dichloro-2-iodo-;EINECS 249-774-3;1,4-dichloro-2-iodo-benzene;2,5-Dichlor-jodbenzol;2,5-dichloro-iodobenzene;2,5 Dichloro 1-iodobenzol;2-iodo-1,4-dichlorobenzene;SCHEMBL79921;2, 5 Dichloro 1-iodobenzol;2,5-Dichloroiodobenzene, 98%;DTXSID80183840;MFCD00001036;AKOS009156822;AM61437;CS-W014578;DS-18145;D1435;FT-0610315;D70799;EN300-153011;A820007

Chemical Property of 1,4-Dichloro-2-iodobenzene

Chemical Property:

• Appearance/Colour: Clear colourless to brownish liquid
• Vapor Pressure: 0.026mmHg at 25°C
• Melting Point: 21 °C(lit.)
• Refractive Index: n20/D 1.646(lit.)
• Boiling Point: 255.5 °C at 760 mmHg
• Flash Point: 93.9 °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: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 271.86565
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,4-Dichloro-2-iodobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1=CC(=C(C=C1Cl)I)Cl
• Uses: 2,5-Dichloroiodobenzene may be used in the synthesis of thioether bond-containing aromatic diamines.

Technology Process of 1,4-Dichloro-2-iodobenzene

There total 20 articles about 1,4-Dichloro-2-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: 81.0%

2,5-dichlorobenzeneboronic acid (135145-90-3) → 2,5-dichloroiodobenzene (29682-41-5)

Guidance literature:

With copper(I) oxide; ammonium hydroxide; oxygen; potassium iodide; In water; at 25 ℃; for 24h;

DOI:10.1002/chem.201003711

Reference yield: 78.0%

C15H21Cl2MgN → 2,5-dichloroiodobenzene (29682-41-5)

Guidance literature:

C₁₅H₂₁Cl₂MgN; With zinc(II) chloride; In tetrahydrofuran; for 0.25h; Inert atmosphere;

With trifuran-2-yl-phosphane; iodine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1002/adsc.201300185

Reference yield: 70.0%

2,5 dichloroaniline (95-82-9) → 2,5-dichloroiodobenzene (29682-41-5)

Guidance literature:

DOI:10.1021/jo00331a029

upstream raw materials:

2,5 dichloroaniline

para-dichlorobenzene

2,5-dichlorobenzenediazonium

p-chloro-o-iodoaniline

Downstream raw materials:

para-dichlorobenzene

2,5-dichlorophenol

2,5-dichloroanisole

2,2',5,5'-Tetrachlorobiphenyl

Refernces

• 1、 Unsinn, Andreas,Rohbogner, Christoph J.,Knochel, Paul. "Directed magnesiation of polyhaloaromatics using the tetramethylpiperidylmagnesium reagents TMP2Mg×2 LiCl and TMPMgCl×LiCl". supporting information. p. 1553 - 1560. Retrieved 2013/06/27.
• 2、 Bolton, Roger,Moore, Clive,Sandall, John P.B.. "Nucleophilic Displacement in Polyhalogenoaromatic Compounds. Part 11. Kinetics of Protiodeiodination of Iodoarenes in Dimethyl Sulphoxide-Methanol". . p. 1593 - 1598. Retrieved 2007/10/02.