Cas no 216393-67-8 (4-Chloro-2-fluoro-6-iodoaniline)

4-Chloro-2-fluoro-6-iodoaniline is a halogenated aniline derivative with a unique substitution pattern, making it a versatile intermediate in organic synthesis. Its distinct combination of chloro, fluoro, and iodo substituents enhances reactivity and selectivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. The electron-withdrawing effects of the halogens influence the amine's nucleophilicity, enabling controlled functionalization. This compound is particularly valuable in pharmaceutical and agrochemical research, where precise structural modifications are required. High purity and stability under standard conditions ensure reliable performance in synthetic applications. Its well-defined reactivity profile makes it a useful building block for constructing complex heterocyclic or aromatic systems.
4-Chloro-2-fluoro-6-iodoaniline structure
216393-67-8 structure
Product Name:4-Chloro-2-fluoro-6-iodoaniline
CAS No:216393-67-8
MF:C6H4ClFIN
MW:271.458536148071
MDL:MFCD01318122
CID:92453
PubChem ID:2773650
Update Time:2025-06-15

4-Chloro-2-fluoro-6-iodoaniline Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-2-fluoro-6-iodoaniline
    • 2-fluoro-4-chloro-6-iodoaniline
    • 4-chloro-2-fluoro-6-iodophenylamine
    • 4-Chloro-2-fluoro-6-iodobenzenamine
    • Benzenamine,4-chloro-2-fluoro-6-iodo-
    • PubChem2962
    • SSNQXCONXNVTJN-UHFFFAOYSA-N
    • 2-Iodo-4-chloro-6-fluoroaniline
    • 4-Chloro-2-fluoro-6-iodo-phenylamine
    • VZ28702
    • 4-chloranyl-2-fluoranyl-6-iodanyl-aniline
    • AB1003391
    • ST2418255
    • AB0023436
    • F8885-0106
    • DTXSID80378613
    • N,N-DIPYRIDIN-3-YLUREA
    • EN300-196742
    • AKOS015850169
    • CS-W022139
    • DS-14847
    • A815558
    • 4-Chloro-2-fluoro-6-iodoaniline, AldrichCPR
    • 4-chloro-2-fluoro-6-iodo-aniline
    • FT-0618014
    • 216393-67-8
    • MFCD01318122
    • SY030340
    • SCHEMBL405696
    • DB-045649
    • 4-Chloro-6-fluoro-2-iodoaniline
    • MDL: MFCD01318122
    • Inchi: 1S/C6H4ClFIN/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2
    • InChI Key: SSNQXCONXNVTJN-UHFFFAOYSA-N
    • SMILES: IC1C=C(C=C(C=1N)F)Cl

Computed Properties

  • Exact Mass: 270.90600
  • Monoisotopic Mass: 270.906
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 124
  • 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: 2.6
  • Topological Polar Surface Area: 26

Experimental Properties

  • Color/Form: Cream colored solid
  • Density: 2.089±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 39-41°C
  • Boiling Point: 267.4±40.0 oC (760 Torr),
  • Flash Point: 115.5±27.3 oC,
  • Refractive Index: 1.665
  • Solubility: Almost insoluble (0.035 g/l) (25 o C),
  • PSA: 26.02000
  • LogP: 3.24710
  • Solubility: Insoluble in water
  • Sensitiveness: Light Sensitive

4-Chloro-2-fluoro-6-iodoaniline Security Information

  • Hazard Statement: Harmful/Irritant
  • Hazardous Material transportation number:2811
  • Hazard Category Code: 20/21/22-36/38-25
  • Safety Instruction: S26-S36/37/39
  • Hazardous Material Identification: Xi
  • Packing Group:III
  • Hazard Level:6.1
  • HazardClass:6.1
  • PackingGroup:III
  • Risk Phrases:R20/21/22; R36/38
  • Packing Group:III
  • Safety Term:6.1

4-Chloro-2-fluoro-6-iodoaniline Customs Data

  • HS CODE:2921420090
  • Customs Data:

    China Customs Code:

    2921420090

    Overview:

    2921420090 Other aniline derivatives and their salts. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS:2921420090 aniline derivatives and their salts VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

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4-Chloro-2-fluoro-6-iodoaniline Production Method

Additional information on 4-Chloro-2-fluoro-6-iodoaniline

Comprehensive Guide to 4-Chloro-2-fluoro-6-iodoaniline (CAS No. 216393-67-8): Properties, Applications, and Industry Insights

4-Chloro-2-fluoro-6-iodoaniline (CAS 216393-67-8) is a halogen-substituted aniline derivative with significant relevance in pharmaceutical and agrochemical research. This compound, characterized by its multi-halogenated aromatic structure, serves as a versatile intermediate in organic synthesis. Its unique chloro-fluoro-iodo substitution pattern enables selective reactivity, making it valuable for constructing complex molecules in drug discovery and material science.

In recent years, the demand for halogenated anilines like 4-Chloro-2-fluoro-6-iodoaniline has surged due to their role in developing targeted therapeutics and crop protection agents. Researchers frequently search for "iodoaniline derivatives in medicinal chemistry" or "fluoro-chloro aniline applications," reflecting growing interest in its synthetic utility. The compound's CAS 216393-67-8 is often queried alongside "cross-coupling reactions" and "heterocyclic synthesis," highlighting its importance in modern catalytic transformations.

The molecular structure of 4-Chloro-2-fluoro-6-iodoaniline features three distinct halogens – chlorine, fluorine, and iodine – each contributing specific electronic effects. The ortho-fluoro substituent enhances metabolic stability in drug candidates, while the para-iodo group facilitates palladium-catalyzed couplings, a technique dominating pharmaceutical patent literature. These attributes explain why searches for "halogen effects in drug design" frequently reference this compound class.

From an industrial perspective, 216393-67-8 aligns with sustainability trends through its potential in late-stage functionalization strategies. Manufacturers increasingly optimize routes to minimize waste, responding to queries like "green synthesis of halogenated aromatics." The compound's melting point (typically 98-102°C) and solubility profile make it suitable for high-throughput screening applications, another trending search topic in combinatorial chemistry circles.

Analytical characterization of 4-Chloro-2-fluoro-6-iodoaniline typically involves HPLC purity analysis (≥97%) and mass spectrometry confirmation. These quality control aspects address common purchaser concerns about "halogenated compound stability" and "aniline derivative storage." The compound's stability under inert atmosphere meets stringent requirements for electronic materials precursors, connecting to OLED and semiconductor industry needs.

Emerging applications in PET radiopharmaceuticals have brought new attention to iodoanilines like CAS 216393-67-8, with researchers investigating "radioiodination precursors" for diagnostic imaging. This aligns with healthcare's precision medicine movement, where searches for "fluorine-iodine synergism" in bioactive molecules have increased 300% since 2020 according to chemical literature databases.

Regulatory compliance for 4-Chloro-2-fluoro-6-iodoaniline focuses on standard laboratory safety protocols rather than restrictive classifications. This distinguishes it from heavily regulated compounds, making it accessible for academic and industrial research teams investigating "benign halogenation methods" or "scalable aromatic amination" – both trending topics in process chemistry forums.

The synthesis of 216393-67-8 typically proceeds through sequential halogenation reactions, with recent methodological improvements reducing heavy metal residues. These advances respond to frequent queries about "transition-metal-free halogenation" techniques. Patent analysis reveals growing IP activity around derivatives of this compound, particularly in kinase inhibitor development.

In material science, the iodo-aniline moiety enables precise molecular engineering of conjugated polymers. This explains rising search volumes for "halogenated monomers for organic electronics." The compound's crystalline nature also makes it valuable for co-crystal screening – a hot topic in pharmaceutical formulation circles.

For purchasers, technical specifications of 4-Chloro-2-fluoro-6-iodoaniline typically emphasize low heavy metal content (<10 ppm) and consistent halogen stoichiometry. These parameters address quality concerns reflected in search terms like "high-purity iodoaromatics" and "halogenated building block suppliers." Proper storage under nitrogen atmosphere maintains optimal stability for critical coupling reactions.

The future trajectory for CAS 216393-67-8 appears robust, with market analysts projecting 6.8% CAGR for similar multi-halogenated intermediates through 2030. This growth connects to expanding applications in bioconjugation chemistry and catalytic C-H activation methodologies – both frequently searched topics in contemporary organic chemistry literature.

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