Skip to Content
MilliporeSigma
All Photos(4)

Key Documents

661384

Sigma-Aldrich

2-Iodoxybenzoic acid

contains stabilizer, 45 wt. % (IBX)

Synonym(s):

SIBX, Stabilized IBX

Sign Into View Organizational & Contract Pricing


About This Item

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

form

solid

Quality Level

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

Application

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

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service