Production Method 1

624-31-7

696-62-8

874-60-2

Reaction Conditions

1.1 Catalysts: Palladium, tris[μ-[(1,2-η:4,5-η)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, … ,  1,1′-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis[1,1-diphenylphosphine] Solvents: Benzene-d6 ;  20 h, 80 °C

Reference

Functional Group Transposition: A Palladium-Catalyzed Metathesis of Ar-X σ-Bonds and Acid Chloride Synthesis

De La Higuera Macias, Maximiliano; et al, Journal of the American Chemical Society, 2018, 140(32), 10140-10144

4-Iodoanisole Raw materials

• 4-Iodotoluene

4-Iodoanisole Preparation Products

• p-Toluoyl chloride (874-60-2)
• 4-Iodoanisole (696-62-8)

• 1. A regioselective double Stille coupling reaction of bicyclic stannolanes
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• 2. Copper catalyzed cyanation through CC bond cleavage of gem-aryl dibromide followed by second cyanation of iodoarene by a released CN unit
  Pintu Maity,Debasish Kundu,Tubai Ghosh,Brindaban C. Ranu Org. Chem. Front. 2018 5 1586
• 3. A tryptophan-based copper(ii) coordination polymer: catalytic activity towards Suzuki–Miyaura cross-coupling reactions
  Ahmad Husain,Pooja Rani,Kuldeep Kaur Nar,Amit Pratap Singh,Rakesh Kumar,K. K. Bhasin,Girijesh Kumar CrystEngComm 2021 23 7855
• 4. Biotechnological synthesis of Pd-based nanoparticle catalysts
  Christopher Egan-Morriss,Richard L. Kimber,Nigel A. Powell,Jonathan R. Lloyd Nanoscale Adv. 2022 4 654
• 5. Ligand-free palladium catalyzed Ullmann biaryl synthesis: ‘household’ reagents and mild reaction conditions
  Xinchi Gong,Jie Wu,Yunge Meng,Yulan Zhang,Long-Wu Ye,Chunyin Zhu Green Chem. 2019 21 995

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Anisoles
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

Comprehensive Guide to 4-Iodoanisole (CAS No. 696-62-8): Properties, Applications, and Industry Insights

4-Iodoanisole (CAS No. 696-62-8), also known as p-Iodoanisole or 1-Iodo-4-methoxybenzene, is a versatile aromatic compound widely utilized in organic synthesis, pharmaceuticals, and material science. Its molecular structure, featuring an iodine atom para to a methoxy group on a benzene ring, grants it unique reactivity in cross-coupling reactions, such as the Ullmann reaction and Suzuki-Miyaura coupling. This article delves into its physicochemical properties, synthetic routes, and emerging applications, while addressing trending queries like "4-Iodoanisole solubility", "4-Iodoanisole vs. 4-Bromoanisole reactivity", and "green synthesis methods for aryl iodides".

The growing demand for 4-Iodoanisole in pharmaceutical intermediates aligns with industry shifts toward targeted drug discovery and PET radiopharmaceuticals. Researchers frequently search for "CAS 696-62-8 supplier" or "4-Iodoanisole MSDS", reflecting concerns about quality control and safety protocols. With a melting point of 38–40°C and boiling point of 237°C, this pale-yellow crystalline solid exhibits moderate solubility in organic solvents like ethanol and ether but low solubility in water—a property critical for purification processes.

Recent advancements highlight its role in OLED materials and liquid crystal displays, where its iodine moiety enhances electron transport properties. Environmental considerations have also spurred interest in catalytic iodination methods to reduce waste, addressing searches like "eco-friendly synthesis of 4-Iodoanisole". Analytical techniques such as HPLC and GC-MS are essential for purity verification, a key concern for buyers comparing "4-Iodoanisole price per gram" across vendors.

In agrochemical research, 4-Iodoanisole derivatives show promise as pesticide precursors, coinciding with searches for "iodoarene applications in agriculture". Its stability under inert atmospheres makes it preferable to bromo/chloro analogs for certain reactions, a nuance often explored in "aryl halide reactivity comparison" discussions. Storage recommendations typically suggest amber glass containers at 2–8°C to prevent photodegradation.

The compound’s spectral data (IR: 820 cm^-1 for C-I stretch; ¹H NMR: δ 3.78 ppm for OCH₃) serve as critical identification markers. Patent analyses reveal increasing use in metal-organic frameworks (MOFs) and catalysis, responding to queries like "4-Iodoanisole patent applications 2023". Regulatory compliance with REACH and FDA guidelines remains a priority for industrial-scale production.

Future prospects include exploring continuous flow chemistry for scalable synthesis and bioconjugation techniques in diagnostics. As the scientific community prioritizes atom economy and green chemistry, 4-Iodoanisole (CAS No. 696-62-8) continues to evolve as a key building block in modern chemistry, bridging academic research and industrial innovation.

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• 28896-49-3(1-Iodo-4-(4-iodophenoxy)benzene)
• 5460-32-2(4-Iodo-1,2-dimethoxybenzene)
• 2974-94-9(1-Iodo-4-phenoxybenzene)
• 529-28-2(2-Iodoanisole)
• 25245-27-6(3,5-Dimethoxyiodobenzene)
• 699-08-1(1-Ethoxy-4-iodobenzene)
• 128542-48-3(Naphthalene, 2-iodo-7-methoxy- (9CI))
• 26002-36-8(Benzene, 1-iodo-4-(4-methoxyphenoxy)-)