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2-Iodosobenzoic acid

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2-Iodosobenzoic acid Basic information

Product Name:
2-Iodosobenzoic acid
Synonyms:
  • 2-iodosyl-benzoicaci
  • 2-iodosylbenzoicacid
  • o-iodoso-benzoicaci
  • o-iodosylbenzoicacid
  • 1-HYDROXY-1,2-BENZIODOXOL-3(1H)-ONE
  • 2-IODOSOBENZOIC ACID
  • 2-Iodosobenzoic acid 97%
  • O-IODOSOBENZOIC ACID
CAS:
304-91-6
MF:
C7H5IO3
MW:
264.02
EINECS:
206-159-4
Product Categories:
  • Hypervalent Iodine Compounds
  • Oxidation
  • Synthetic Organic Chemistry
  • Reagents for Chemical Cleavage of Proteins
  • Enzymatic and Chemical Protein Cleavage
  • Mass Spectrometry
  • proteinmod
Mol File:
304-91-6.mol
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2-Iodosobenzoic acid Chemical Properties

Melting point:
230 °C (dec.)(lit.)
storage temp. 
−20°C
form 
Powder
pka
2.84±0.36(Predicted)
color 
White to off-white
Water Solubility 
Insoluble in water.
Sensitive 
Light Sensitive
BRN 
1939973
CAS DataBase Reference
304-91-6(CAS DataBase Reference)
EPA Substance Registry System
2-Iodosylbenzoic acid (304-91-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
DH3056550
8-23
Hazard Note 
Irritant
HS Code 
29163990

MSDS

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2-Iodosobenzoic acid Usage And Synthesis

Chemical Properties

White powder

Uses

1-Organosulfonyloxy-1, 2-benziodoxol-3-(1H)-ones (3, 4, 5) can be prepared in one step from 2-iodosobenzoic acid and the corresponding sulfonic acids. 2-carboxydiphenyliodonium salts was prepared by the acid-catalyzed condensation of 2-iodosobenzoic acid with benzene, mesitylene, and cyclohexylbenzene.

Definition

ChEBI: A benzoic acid compound having an iodosyl substituent at the ortho-position.

Biological Activity

2-Iodosobenzoic acid (IBA) may be used to study enzyme structure and activity. IBA is used as an oxidant which oxidizes vicinal sulfhydryls to disulfides (cysteine residues) within enzymes leading to their inactivation or conformational changes. IBA is also used to cleave tryptophanyl peptide bonds.

Purification Methods

Crystallise the acid from EtOH and dry it in vacuo.[Beilstein 9 H 363.]

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