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2-Iodobenzoic acid, 98+%

Name: 2-Iodobenzoic acid, 98+%
SKU: A10563.14
Price: 26.30 EUR

CAS: 88-67-5 | C7H5IO2 | 248.019 g/mol

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Catalog number A10563.14

also known as A10563-14

Price (EUR)

26,30

Each

Quantity:

25 g

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Price (EUR)

26,30

Each

Chemical Identifiers

CAS88-67-5

IUPAC Name2-iodobenzoic acid

Molecular FormulaC7H5IO2

InChI KeyCJNZAXGUTKBIHP-UHFFFAOYSA-N

SMILESOC(=O)C1=CC=CC=C1I

Specifications

Specification Sheet

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

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.

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.