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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

Signal Word

Danger

Hazard Statements

H314,H335,H372

Hazard Classifications

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

Target Organs

Lungs, Respiratory system

Supplementary Hazards

EUH044

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Synthetic Communications, 37, 3493-3493 (2007)
Stefanie Deike et al.
Bioorganic chemistry, 101, 104012-104012 (2020-07-20)
Aggregation of amyloid peptides results in severe neurodegenerative diseases. While the fibril structures of Aβ40 and Aβ42 have been described recently, resolution of the aggregation pathway and evaluation of potent inhibitors still remains elusive, in particular in view of the
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
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
F Clemente et al.
Bioorganic chemistry, 98, 103740-103740 (2020-03-23)
The enzyme glucocerebrosidase (GCase) has become an important therapeutic target due to its involvement in pathological disorders consequent to enzyme deficiency, such as the lysosomal storage Gaucher disease (GD) and the neurological Parkinson disease (PD). Pharmacological chaperones (PCs) are small
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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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