Cas no 19230-28-5 (2,6-Dichloroiodobenzene)

2,6-Dichloroiodobenzene (CAS 5734-07-4) is a halogenated aromatic compound featuring both chlorine and iodine substituents on the benzene ring. This structure makes it a versatile intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings, where the iodine moiety serves as a reactive site. The presence of chlorine atoms at the ortho positions enhances steric and electronic effects, influencing regioselectivity in further functionalization. It is commonly employed in pharmaceutical and agrochemical research for constructing complex aromatic frameworks. The compound is typically supplied as a high-purity solid, ensuring consistent performance in synthetic applications. Proper handling under inert conditions is recommended due to its sensitivity to light and moisture.
2,6-Dichloroiodobenzene structure
2,6-Dichloroiodobenzene structure
Product Name:2,6-Dichloroiodobenzene
CAS No:19230-28-5
MF:C6H3Cl2I
MW:272.898492097855
MDL:MFCD00060658
CID:176909
PubChem ID:140498
Update Time:2025-06-08

2,6-Dichloroiodobenzene Chemical and Physical Properties

Names and Identifiers

    • 1,3-Dichloro-2-iodobenzene
    • 2,6-Dichloroiodobenzene
    • Benzene,1,3-dichloro-2-iodo-
    • 1,3-Dichlor-2-jod-benzol
    • 1,3-dichloro-2-iodo-benzene
    • 2,6-dichloro-1-iodobenzene
    • dichloroiodobenzene
    • 2,6-Dichlorophenyl iodide
    • DTXSID60172818
    • SY008063
    • EN300-175199
    • D3593
    • FT-0657263
    • MFCD00060658
    • Benzene, 1,3-dichloro-2-iodo-
    • DS-18270
    • AM61401
    • 1,3-Dichloro-2-iodobenzene #
    • 19230-28-5
    • AKOS015850026
    • CS-W007909
    • BCP13913
    • 2,6-Dichloroiodobenzene, 98%
    • SCHEMBL171713
    • DB-020178
    • MDL: MFCD00060658
    • Inchi: 1S/C6H3Cl2I/c7-4-2-1-3-5(8)6(4)9/h1-3H
    • InChI Key: ZMPGXSFTXBOKFM-UHFFFAOYSA-N
    • SMILES: IC1C(=CC=CC=1Cl)Cl

Computed Properties

  • Exact Mass: 271.86600
  • Monoisotopic Mass: 271.866
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 87.1
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 0A^2

Experimental Properties

  • Color/Form: Uncertain
  • Density: 2.015
  • Melting Point: 62.0 to 66.0 deg-C
  • Boiling Point: 268.3°C at 760 mmHg
  • Flash Point: 116.1±21.8 °C
  • Refractive Index: 1.642
  • PSA: 0.00000
  • LogP: 3.59800
  • Sensitiveness: Light Sensitive
  • Solubility: Uncertain

2,6-Dichloroiodobenzene Security Information

  • Symbol: GHS07
  • Prompt:warning
  • Signal Word:Warning
  • Hazard Statement: H315-H319
  • Warning Statement: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S26-S36
  • Hazardous Material Identification: Xi
  • Safety Term:S26-36
  • HazardClass:IRRITANT, LIGHT SENSITIVE
  • Storage Condition:Keep in dark place,Sealed in dry,Room Temperature
  • Risk Phrases:R36/37/38

2,6-Dichloroiodobenzene Customs Data

  • HS CODE:2903999090
  • Customs Data:

    China Customs Code:

    2903999090

    Overview:

    2903999090 Other aromatic halogenated derivatives. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2903999090 halogenated derivatives of aromatic hydrocarbons VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

2,6-Dichloroiodobenzene Pricemore >>

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2,6-Dichloroiodobenzene Production Method

2,6-Dichloroiodobenzene Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:19230-28-5)2,6-Dichloroiodobenzene
Order Number:A813554
Stock Status:in Stock
Quantity:500g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:07
Price ($):211.0

2,6-Dichloroiodobenzene Related Literature

Additional information on 2,6-Dichloroiodobenzene

Research Brief on 2,6-Dichloroiodobenzene (CAS: 19230-28-5) in Chemical and Pharmaceutical Applications

2,6-Dichloroiodobenzene (CAS: 19230-28-5) is a halogenated aromatic compound that has garnered significant attention in recent years due to its versatile applications in chemical synthesis and pharmaceutical research. This compound serves as a key intermediate in the synthesis of various biologically active molecules, including agrochemicals, pharmaceuticals, and materials science applications. Recent studies have highlighted its role in cross-coupling reactions, particularly in the formation of carbon-carbon and carbon-heteroatom bonds, which are pivotal in drug discovery and development.

One of the most notable advancements in the use of 2,6-Dichloroiodobenzene is its application in palladium-catalyzed Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. A 2023 study published in the Journal of Organic Chemistry demonstrated that this compound exhibits exceptional reactivity and selectivity when used in the synthesis of biaryl compounds, which are common scaffolds in many FDA-approved drugs. The study also emphasized the compound's stability under various reaction conditions, making it a reliable choice for large-scale pharmaceutical manufacturing.

In addition to its synthetic utility, 2,6-Dichloroiodobenzene has been investigated for its potential in medicinal chemistry. Researchers have explored its derivatives as inhibitors of specific enzymes involved in inflammatory pathways. A recent preprint on bioRxiv (2024) reported that halogenated benzene derivatives, including 2,6-Dichloroiodobenzene, showed promising activity against cyclooxygenase-2 (COX-2), a target for non-steroidal anti-inflammatory drugs (NSAIDs). These findings suggest potential therapeutic applications for conditions such as arthritis and chronic pain.

Another area of interest is the environmental impact and safety profile of 2,6-Dichloroiodobenzene. A 2023 Environmental Science & Technology study evaluated the biodegradability and toxicity of this compound, concluding that it exhibits moderate persistence in aquatic environments but can be effectively degraded using advanced oxidation processes. This research underscores the need for sustainable handling and disposal practices in industrial settings.

Looking ahead, the demand for 2,6-Dichloroiodobenzene is expected to rise, driven by its expanding applications in drug discovery and material science. Future research directions may include the development of greener synthetic routes and the exploration of its mechanistic roles in catalytic cycles. Collaborative efforts between academia and industry will be essential to unlock the full potential of this versatile compound.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:19230-28-5)2,6-Dichloroiodobenzene
A813554
Purity:99%
Quantity:500g
Price ($):211.0
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