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661384

Sigma-Aldrich

2-Iodoxybenzoic acid

contains stabilizer, 45 wt. % (IBX)

Synonym(s):

SIBX, Stabilized IBX

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About This Item

Empirical Formula (Hill Notation):
C7H5IO4
CAS Number:
61717-82-6
Molecular Weight:
280.02
MDL number:
MFCD02912492
UNSPSC Code:
12352005
PubChem Substance ID:
24884529
NACRES:
NA.22

form

solid

Quality Level

100

contains

stabilizer

reaction suitability

reagent type: oxidant

concentration

45 wt. % (IBX)

SMILES string

OI1(=O)OC(=O)c2ccccc12

InChI

1S/C7H5IO4/c9-7-5-3-1-2-4-6(5)8(10,11)12-7/h1-4H,(H,10,11)

InChI key

CQMJEZQEVXQEJB-UHFFFAOYSA-N

Related Categories

Application

Stabilized 2-Iodoxybenzoic Acid (SIBX)
A stabilized formulation of IBX (SIBX) that displays none of the explosive properties of IBX, while maintaining excellent reactivity and selectivity.
Reagent used to oxidize Fmoc-protected amino alcohols to the corresponding amino aldehydes in the presence of DMSO.

Other Notes

The material is stabilized with benzoic acid and isophthalic acid

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1 - STOT RE 1 Inhalation - STOT SE 3

target_organs

Lungs, Respiratory system

supp_hazards

EUH044

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aurélie Ozanne et al.
Organic letters, 5(16), 2903-2906 (2003-08-02)
[reaction: see text] SIBX is a nonexplosive formulation of IBX that can be used as a suspension in a variety of standard organic solvents such as refluxing EtOAc and THF to oxidize safely alcohols into aldehydes and ketones. The use
Roberta Bernini et al.
Journal of agricultural and food chemistry, 65(31), 6506-6512 (2017-03-14)
A hydroxytyrosol (HTyr)-enriched fraction containing HTyr 6% w/w, derived from Olea europaea L. byproducts and obtained using an environmentally and economically sustainable technology, was lipophilized under green chemistry conditions. The effects of three fractions containing hydroxytyrosyl butanoate, octanoate, and oleate
Synthetic Communications, 37, 3493-3493 (2007)
Celine L Hartman et al.
Journal of lipid research, 59(1), 113-122 (2017-11-24)
Endothelial dysfunction is a hallmark of multiple inflammatory diseases. Leukocyte interactions with the endothelium have significant effects on vascular wall biology and pathophysiology. Myeloperoxidase (MPO)-derived oxidant products released from leukocytes are potential mediators of inflammation and endothelial dysfunction. 2-Chlorofatty acids
Jane McHowat et al.
Frontiers in physiology, 11, 460-460 (2020-05-28)
Endothelial activation and dysfunction are hallmarks of inflammation. Neutrophil-vascular endothelium interactions have significant effects on vascular wall physiology and pathology. Myeloperoxidase (MPO)-derived products released from activated neutrophils can mediate the inflammatory response and contribute to endothelial dysfunction. 2-Chlorofatty aldehyde (2-ClFALD)

Articles

Stabilized 2-Iodoxybenzoic Acid (SIBX)

IBX is not often used due to the fact that it is an impact-sensitive explosive material, which prevents its shipping and transport, as well as its application in industry.

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