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A10563 2-Iodobenzoic acid, 98+%

CAS Number
88-67-5
Synonyms

Stock No. Size Price ($) Quantity Availability
A10563-14 25g 20.60
A10563-22 100g 60.60
A10563-36 500g 262.00
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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
Storage & Sensitivity
Light Sensitive. Ambient temperatures.
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-H318-H335

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

Precautionary Statements: P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Rinse mouth. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

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

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