Cas no 557-36-8 (2-OCTYL IODIDE)

2-Octyl iodide (CAS 629-27-6) is a halogenated organic compound with the molecular formula C?H??I. It is commonly utilized as an alkylating agent in organic synthesis, particularly in the introduction of octyl groups into target molecules. The compound's high reactivity, attributed to the iodine substituent, makes it valuable for nucleophilic substitution reactions. Its linear octyl chain provides moderate hydrophobicity, suitable for applications requiring controlled lipophilicity. 2-Octyl iodide is often preferred over other alkyl halides due to its balance of stability and reactivity under standard conditions. It is typically handled under inert atmospheres to prevent degradation. Storage recommendations include protection from light and moisture to maintain purity.
2-OCTYL IODIDE structure
2-OCTYL IODIDE structure
Product Name:2-OCTYL IODIDE
CAS No:557-36-8
MF:C8H17I
MW:240.125055074692
CID:859422
Update Time:2026-04-29

2-OCTYL IODIDE Chemical and Physical Properties

Names and Identifiers

    • 2-OCTYL IODIDE
    • 2-IODOOCTANE
    • 2-Jod-octan
    • EINECS 209-172-3
    • Octane,2-iodo
    • sec-Octyl iodide
    • Inchi: InChI=1S/C8H17I/c1-3-4-5-6-7-8(2)9/h8H,3-7H2,1-2H3
    • InChI Key: XFLOGTUFKZCFTK-UHFFFAOYSA-N
    • SMILES: CCCCCCC(C)I

Computed Properties

  • Exact Mass: 240.03700
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 5

Experimental Properties

  • Density: 1.3231 (rough estimate)
  • Boiling Point: 212.38°C (estimate)
  • Refractive Index: 1.4986 (estimate)
  • PSA: 0.00000
  • LogP: 3.78030

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Additional information on 2-OCTYL IODIDE

Introduction to 2-OCTYL IODIDE (CAS No. 557-36-8)

2-OCTYL IODIDE, with the chemical formula C8H??I, is a significant compound in the realm of organic synthesis and material science. Its molecular structure, featuring an octyl group attached to an iodine atom, imparts unique reactivity and physical properties that make it invaluable in various industrial and research applications. This compound, identified by the CAS number 557-36-8, has garnered attention due to its role in pharmaceutical intermediates, polymer modification, and as a catalyst in organic transformations.

The chemical structure of 2-octyl iodide consists of an eight-carbon alkyl chain linked to an iodine atom. This configuration enhances its solubility in organic solvents while maintaining a sufficient molecular weight to interact effectively with larger molecules. The presence of the iodine atom makes it a versatile reagent in cross-coupling reactions, particularly in the Suzuki-Miyaura and Stille couplings, where it serves as an iodide source for the formation of carbon-carbon bonds.

In recent years, 2-octyl iodide has found increasing utility in the development of advanced materials. Its incorporation into polymer matrices improves thermal stability and flame retardancy, making it a promising additive for high-performance plastics used in automotive and aerospace industries. The compound’s ability to act as a nucleating agent also enhances crystallization rates in polypropylene and other polyolefins, leading to improved mechanical properties.

One of the most compelling applications of 2-octyl iodide is in pharmaceutical research. As an intermediate in the synthesis of biologically active molecules, it facilitates the construction of complex drug candidates. Researchers have leveraged its reactivity to develop novel therapeutic agents targeting various diseases. For instance, studies have demonstrated its role in generating derivatives with potential antimicrobial and anti-inflammatory properties. The compound’s ability to undergo selective functionalization allows chemists to tailor molecular structures for specific pharmacological effects.

The industrial synthesis of 2-octyl iodide typically involves the reaction of 1-octanol with hydrogen iodide or phosphorus oxychloride under controlled conditions. This process ensures high yield and purity, making it commercially viable for large-scale production. Advances in catalytic systems have further optimized these reactions, reducing byproduct formation and energy consumption.

From a material science perspective, 2-octyl iodide contributes to the development of conductive polymers and organic semiconductors. Its electron-withdrawing nature enhances charge transport properties when incorporated into conjugated polymers used in organic light-emitting diodes (OLEDs) and photovoltaic cells. Recent research highlights its application in flexible electronics, where its compatibility with solvent-based processing techniques aligns well with scalable manufacturing requirements.

The pharmaceutical applications extend beyond intermediates; 2-octyl iodide itself has shown promise as a prodrug delivery system. Its lipophilic nature facilitates cellular uptake, enabling targeted release of active pharmaceutical ingredients (APIs). This property is particularly valuable for drugs that require site-specific action or improved bioavailability. Nanotechnology researchers have explored its use as a component in lipid nanoparticles (LNPs), enhancing drug encapsulation efficiency and stability.

In conclusion, 2-octyl iodide (CAS No. 557-36-8) is a multifaceted compound with broad utility across multiple scientific disciplines. Its role in organic synthesis, material science, and pharmaceutical development underscores its importance as a building block for innovation. As research continues to uncover new applications, the demand for high-purity 2-octyl iodide is expected to grow, driving further advancements in industrial processes and product formulations.

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