Cas no 103440-54-6 (Methyl 5-iodo-2-methylbenzoate)

Methyl 5-iodo-2-methylbenzoate is a substituted benzoate ester featuring both an iodine substituent and a methyl group on the aromatic ring. This compound is primarily utilized as an intermediate in organic synthesis, particularly in pharmaceutical and agrochemical research, where its iodine moiety enables further functionalization via cross-coupling reactions such as Suzuki or Sonogashira couplings. The ester group enhances solubility in organic solvents, facilitating purification and handling. Its well-defined structure and reactivity make it a valuable building block for constructing complex molecules. The compound is typically supplied with high purity, ensuring reproducibility in synthetic applications. Proper storage under inert conditions is recommended to maintain stability.
Methyl 5-iodo-2-methylbenzoate structure
103440-54-6 structure
Product Name:Methyl 5-iodo-2-methylbenzoate
CAS No:103440-54-6
MF:C9H9IO2
MW:276.071035146713
MDL:MFCD11112847
CID:1035044
PubChem ID:25067352
Update Time:2025-06-12

Methyl 5-iodo-2-methylbenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 5-iodo-2-methylbenzoate
    • 5-iodo-2-methylBenzoic acid methyl ester
    • BENZOIC ACID, 5-IODO-2-METHYL-, METHYL ESTER
    • 5-iodo-2-methyl-benzoic acid methyl ester
    • 5-Jod-2-methyl-benzoesaeure-methylester
    • AK130391
    • CTK8E1966
    • methyl 5-iodanyl-2-methyl-benzoate
    • SBB068060
    • Methyl 2-methyl-5-iodobenzoate
    • CM12826
    • TL80074007
    • Z1827
    • A800738
    • MDL: MFCD11112847
    • Inchi: 1S/C9H9IO2/c1-6-3-4-7(10)5-8(6)9(11)12-2/h3-5H,1-2H3
    • InChI Key: BXVIKPGEGLOGLU-UHFFFAOYSA-N
    • SMILES: IC1C=CC(C)=C(C(=O)OC)C=1

Computed Properties

  • Exact Mass: 275.96427
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 170
  • XLogP3: 3.4
  • Topological Polar Surface Area: 26.3

Experimental Properties

  • Density: 1.666±0.06 g/cm3 (20 oC 760 Torr),
  • Melting Point: 60 oC
  • Boiling Point: 290.4±28.0 oC (760 Torr),
  • Flash Point: 129.4±24.0 oC,
  • Solubility: Very slightly soluble (0.39 g/l) (25 o C),
  • PSA: 26.3

Methyl 5-iodo-2-methylbenzoate Security Information

  • Signal Word:Warning
  • Hazard Statement: H302
  • Warning Statement: P280-P305+P351+P338
  • Storage Condition:Keep in dark place,Sealed in dry,2-8°C

Methyl 5-iodo-2-methylbenzoate Pricemore >>

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Additional information on Methyl 5-iodo-2-methylbenzoate

Methyl 5-iodo-2-methylbenzoate (CAS No. 103440-54-6): A Comprehensive Overview

Methyl 5-iodo-2-methylbenzoate (CAS No. 103440-54-6) is a versatile organic compound that has gained significant attention in the fields of chemical synthesis, pharmaceutical research, and materials science. This compound, characterized by its unique molecular structure, has found applications in various advanced research areas, including the synthesis of bioactive molecules and the development of novel materials.

The molecular formula of Methyl 5-iodo-2-methylbenzoate is C9H9I O2, and its molecular weight is approximately 248.07 g/mol. The compound features a benzene ring substituted with an iodine atom at the 5-position and a methyl group at the 2-position, with the carboxylic acid group esterified to form a methyl ester. This specific arrangement of functional groups imparts unique chemical properties and reactivity to the compound.

In recent years, Methyl 5-iodo-2-methylbenzoate has been extensively studied for its potential in organic synthesis as a building block for more complex molecules. The presence of the iodine atom makes it an excellent substrate for cross-coupling reactions, such as Suzuki-Miyaura coupling and Stille coupling, which are crucial in the synthesis of bioactive compounds and pharmaceuticals. These reactions allow for the formation of carbon-carbon bonds, enabling the construction of diverse molecular architectures.

One of the key applications of Methyl 5-iodo-2-methylbenzoate is in the development of pharmaceuticals. The compound serves as an intermediate in the synthesis of various drugs, particularly those targeting specific biological pathways. For instance, it has been used in the synthesis of anti-inflammatory agents and anticancer drugs. The ability to introduce functional groups through cross-coupling reactions makes it a valuable starting material for drug discovery and development.

Moreover, Methyl 5-iodo-2-methylbenzoate has shown promise in materials science. Its unique electronic properties and structural flexibility make it suitable for use in organic electronics and photovoltaic devices. Researchers have explored its potential as a component in organic light-emitting diodes (OLEDs) and solar cells, where its ability to undergo controlled chemical transformations can enhance device performance.

The synthetic accessibility of Methyl 5-iodo-2-methylbenzoate has also been a subject of interest. Several efficient synthetic routes have been developed to produce this compound on both laboratory and industrial scales. One common method involves the iodination of 2-methylbenzoic acid followed by esterification with methanol. These synthetic methods are highly reproducible and scalable, making Methyl 5-iodo-2-methylbenzoate readily available for various applications.

In addition to its synthetic utility, Methyl 5-iodo-2-methylbenzoate has been studied for its biological activity. Preliminary studies have shown that it exhibits moderate inhibitory effects on certain enzymes and receptors, suggesting potential therapeutic applications. However, further research is needed to fully understand its biological mechanisms and optimize its use in drug development.

The environmental impact of Methyl 5-iodo-2-methylbenzoate is another important consideration. While it is generally considered safe for laboratory use, proper handling and disposal protocols should be followed to minimize any potential environmental risks. Researchers are also exploring greener synthetic methods to reduce the ecological footprint associated with its production.

In conclusion, Methyl 5-iodo-2-methylbenzoate (CAS No. 103440-54-6) is a multifaceted compound with significant potential in various scientific fields. Its unique chemical properties make it an invaluable tool in organic synthesis, pharmaceutical research, and materials science. As research continues to advance, it is likely that new applications and insights into this compound will emerge, further solidifying its importance in modern chemistry.

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