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88-67-5 - 2-Iodobenzoic acid, 98+% - A10563 - Alfa Aesar

A10563 2-Iodobenzoic acid, 98+%

CAS Number
88-67-5
Synonyms

Size Price ($) Quantity Availability
25g 19.47
100g 53.96
500g 225.00
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2-Iodobenzoic acid, 98+%

MDL
MFCD00002419
EINECS
201-850-7

Chemical Properties

Formula
C7H5IO2
Formula Weight
248.02
Melting point
160-164°
Density
2.250
Sensitivity
Light Sensitive
Solubility
Soluble in dimethyl sulfoxide and methanol

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.

Notes

Incompatible with oxidizing agents.

Literature 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(triphenyl­phosphine)­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.

GHS Hazard and Precautionary Statements

Hazard Statements: H302-H315-H319-H335

Harmful if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P280-P305+P351+P338-P304+P340-P362-P301+P312-P312-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Merck
14,5030
Beilstein
1861406
Harmonized Tariff Code
2916.39
TSCA
Yes
RTECS
DH2975000

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