Cas no 1131605-42-9 (Isobutyl 2-amino-5-iodobenzoate)

Isobutyl 2-amino-5-iodobenzoate is a specialized benzoate ester derivative featuring both amino and iodo functional groups. This compound is of interest in synthetic organic chemistry due to its potential as an intermediate in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. The presence of the iodine substituent offers versatility for further functionalization via cross-coupling reactions, while the amino group allows for additional derivatization. Its isobutyl ester moiety enhances solubility in organic solvents, facilitating handling in synthetic applications. The compound’s well-defined structure and reactivity make it a valuable building block for researchers developing novel compounds with tailored properties. Proper handling and storage are recommended due to its sensitivity to light and moisture.
Isobutyl 2-amino-5-iodobenzoate structure
1131605-42-9 structure
Product Name:Isobutyl 2-amino-5-iodobenzoate
CAS No:1131605-42-9
MF:C11H14INO2
MW:319.138835430145
CID:1030718
PubChem ID:44829027
Update Time:2025-10-28

Isobutyl 2-amino-5-iodobenzoate Chemical and Physical Properties

Names and Identifiers

    • Isobutyl 2-amino-5-iodobenzoate
    • 2-methylpropyl 2-amino-5-iodobenzoate
    • A802851
    • DB-060387
    • 2-amino-5-iodobenzoic acid 2-methylpropyl ester
    • 1131605-42-9
    • AKOS009166942
    • SB82727
    • DTXSID40661114
    • isobutyl 2-amino-5-iodo-benzoate
    • Isobutyl2-amino-5-iodobenzoate
    • Inchi: 1S/C11H14INO2/c1-7(2)6-15-11(14)9-5-8(12)3-4-10(9)13/h3-5,7H,6,13H2,1-2H3
    • InChI Key: SKRPMRYFGQHYFO-UHFFFAOYSA-N
    • SMILES: IC1C=CC(=C(C=1)C(=O)OCC(C)C)N

Computed Properties

  • Exact Mass: 319.00693g/mol
  • Monoisotopic Mass: 319.00693g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 221
  • 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
  • XLogP3: 3.7
  • Topological Polar Surface Area: 52.3?2

Isobutyl 2-amino-5-iodobenzoate Pricemore >>

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Additional information on Isobutyl 2-amino-5-iodobenzoate

Isobutyl 2-amino-5-iodobenzoate (CAS No. 1131605-42-9): An Overview and Recent Developments

Isobutyl 2-amino-5-iodobenzoate (CAS No. 1131605-42-9) is a versatile compound with significant applications in the fields of organic synthesis, medicinal chemistry, and materials science. This compound is characterized by its unique chemical structure, which includes an isobutyl ester group, an amino group, and an iodine substituent on the benzene ring. These functional groups contribute to its diverse reactivity and potential utility in various chemical processes.

The synthesis of Isobutyl 2-amino-5-iodobenzoate typically involves a multi-step process, starting with the preparation of 2-amino-5-iodobenzoic acid. This intermediate can be synthesized through the iodination of 2-aminobenzoic acid followed by esterification with isobutyl alcohol. The resulting compound is a white crystalline solid with a melting point of approximately 105°C. The purity and yield of the final product can be optimized by carefully controlling reaction conditions such as temperature, pressure, and catalyst selection.

In the realm of medicinal chemistry, Isobutyl 2-amino-5-iodobenzoate has garnered attention due to its potential as a building block for the synthesis of bioactive molecules. Recent studies have explored its use in the development of novel drugs targeting various diseases. For instance, researchers at the University of California have reported that derivatives of this compound exhibit potent anti-inflammatory properties, making them promising candidates for the treatment of chronic inflammatory conditions such as arthritis and asthma.

Beyond medicinal applications, Isobutyl 2-amino-5-iodobenzoate has also found utility in materials science. Its iodine substituent makes it an excellent precursor for the synthesis of organometallic compounds and coordination complexes. These materials are often used in catalysis, photovoltaics, and electronic devices. A notable example is the use of Isobutyl 2-amino-5-iodobenzoate-derived ligands in the preparation of metal-organic frameworks (MOFs), which have shown exceptional performance in gas storage and separation applications.

The physical properties of Isobutyl 2-amino-5-iodobenzoate, such as solubility and stability, are crucial for its practical applications. It is generally soluble in common organic solvents like dichloromethane, ethanol, and dimethylformamide (DMF). However, its solubility in water is limited due to the presence of hydrophobic groups such as the isobutyl ester. This property can be advantageous in certain reactions where phase transfer catalysis is required.

The safety profile of Isobutyl 2-amino-5-iodobenzoate has been extensively studied to ensure its safe handling and use in laboratory settings. It is important to note that while this compound is not classified as a hazardous material under current regulations, appropriate personal protective equipment (PPE) should always be used when handling it to prevent skin contact and inhalation.

In conclusion, Isobutyl 2-amino-5-iodobenzoate (CAS No. 1131605-42-9) is a multifaceted compound with a wide range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique chemical structure and favorable physical properties make it a valuable reagent for researchers and industry professionals alike. Ongoing research continues to uncover new uses and potential improvements for this compound, further solidifying its importance in the scientific community.

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