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Thermo Scientific Chemicals
2-Iodobenzoic acid, 98+%
CAS: 88-67-5 | C7H5IO2 | 248.019 g/mol
化学物質識別子
CAS88-67-5
IUPAC Name2-iodobenzoic acid
Molecular FormulaC7H5IO2
InChI KeyCJNZAXGUTKBIHP-UHFFFAOYSA-N
SMILESOC(=O)C1=CC=CC=C1I
さらに表示
仕様
スペックシート
スペックシートAssay (Aqueous acid-base Titration)≥98.0 to ≤102.0%
Identification (FTIR)Conforms
Appearance (Color)White to cream
FormCrystals or powder or crystalline powder
Melting Point159.0-165.0?C
さらに表示
Reagent for detection of sulfhydryl groups in proteins2-Iodobenzoic acid acts as a precursor in the preparation of 2-Iodoxybenzoic acid (IBX) and Dess-Martin periodinane, which finds application as an oxidizing agent in synthetic chemistry. It is also used in Suzuki reaction.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Reagent for detection of sulfhydryl groups in proteins2-Iodobenzoic acid acts as a precursor in the preparation of 2-Iodoxybenzoic acid (IBX) and Dess-Martin periodinane, which finds application as an oxidizing agent in synthetic chemistry. It is also used in Suzuki reaction.
Solubility
Soluble in dimethyl sulfoxide and methanol
Notes
Incompatible with oxidizing agents.
Reagent for detection of sulfhydryl groups in proteins2-Iodobenzoic acid acts as a precursor in the preparation of 2-Iodoxybenzoic acid (IBX) and Dess-Martin periodinane, which finds application as an oxidizing agent in synthetic chemistry. It is also used in Suzuki reaction.
Solubility
Soluble in dimethyl sulfoxide and methanol
Notes
Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- Can be used to protect alcohols as their 2-iodobenzoates by DCC coupling. The group is removed by oxidation with chlorine under basic conditions: Tetrahedron Lett., 28, 5005 (1987).
- In the presence of Tetrakis(triphenyl phosphine) palladium(0) , 10548 , and zinc chloride, undergoes cyclization with terminal acetylenes to give isocoumarins: J. Org. Chem., 60, 3711 (1995):
- For related reactions, see 4,4-Dimethyl-2-pentyne, L10210 , 2-Iodoaniline, A13059 and 2-Iodophenol, A13599 .
- Dang, Y.; Qu, S.; Nelson, J. W.; Pham, H. D.; Wang, Z. X.; Wang, X. The Mechanism of a Ligand-Promoted C(sp3)-H Activation and Arylation Reaction via Palladium Catalysis: Theoretical Demonstration of a Pd(II)/Pd(IV) Redox Manifold. J. Am. Chem. Soc. 2015, 137 (5), 2006-2014.
- Yoshimura, A.; Nguyen, K. C.; Klasen, S. C.; Saito, A.; Nemykin, V. N.; Zhdankin, V. V. Preparation, structure, and versatile reactivity of pseudocyclic benziodoxole triflate, new hypervalent iodine reagent. Chem. Commun. 2015, 51 (37), 7835-7838.