61717-82-6

Basic information

• Product Name: 2-Iodoxybenzoic acid
• Synonyms: 1-hydroxy-1-oxo-3H-1$l^{5},2-benziodaoxol-3-one;2-Iodoxybenzoic Acid Stabilized (SIBX);2-Iodoxybenzoic Acid (stabilized with Benzoic Acid + Isophthalic Acid);1-Hydroxy-1,2-benziodoxol-3(1H)-one 1-oxide 97%, 45 wt. % IBX;SIBX, 1,3-Dihydro-1,3-dioxo-1-hydroxy-1,2-benziodoxole stabilised;Iodoxybenzoic aci;2-Iodoxybenzoic acid contains stabilizer, 45 wt. % (IBX);TRILON®
• CAS NO: 61717-82-6
• Molecular Formula: C₇H₅IO₄
• Molecular Weight: 280.02
• EINECS: 211-010-2
• Product Categories: Iodylbenzoic acid;pharmacetical;API intermediates;Fused Ring Systems
• Mol File: 61717-82-6.mol
• Article Data: 43

Chemical Properties

• Melting Point: 280 °C
• Boiling Point: 331.824°C at 760 mmHg
• Flash Point: 154.482°C
• Appearance: White to off-white powder, prills or agglomerates
• Density: 2.058g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.675
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Merck: 14,5048
• CAS DataBase Reference: 2-Iodoxybenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Iodoxybenzoic acid(61717-82-6)
• EPA Substance Registry System: 2-Iodoxybenzoic acid(61717-82-6)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 22-34-44-42/43-36/37/38-20/21/22-37-35-1
• Safety Statements: 26-36/37/39-45-22-35
• RIDADR: UN 1759 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: Ⅱ
• Hazardous Substances Data: 61717-82-6(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder, prills or agglomerates

Uses

Different sources of media describe the Uses of 61717-82-6 differently. You can refer to the following data:
1. 2-Iodoxybenzoic Acid is used in the oxidation of alcohols in organic synthesis. It is also frequently used in the preparation of Dess-Martin periodinane.
2. Stabilized 2-Iodoxybenzoic Acid (SIBX)

Definition

ChEBI: A benziodoxole compound having hydroxy and oxo substituents at the 1-position and an oxo substituent at the 3-position.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 4155, 1983 DOI: 10.1021/jo00170a070

InChI:InChI=1/C7H5IO3/c8-11-6-4-2-1-3-5(6)7(9)10/h1-4H,(H,9,10)

Upstream product

• 88-67-5 2-Iodobenzoic acid 
• 185566-81-8 1-Methoxy-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 185566-82-9 1-Ethoxy-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 185566-83-0 isopropyl 2-iodoxybenzoate 
• 185566-79-4 1-tert-Butoxy-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 185566-84-1 1-Isobutoxy-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 185566-85-2 1-(2,2-Dimethyl-propoxy)-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 185566-87-4 1-Benzyloxy-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 185566-86-3 1-(1-Isopropyl-2-methyl-propoxy)-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 185566-80-7 1-(2-Hydroxy-1,1,2-trimethyl-propoxy)-1-oxo-1H-1λ⁵-benzo[d][1,2]iodoxol-3-one 
• 2532-17-4 sodium ortho-iodobenzoate 
• 304-91-6 o-iodosobenzoic acid 
• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 

Downstream Products

• 131-62-4 1-hydroxy-1,2-benzodioxol-3-(1H)-one 
• 88-67-5 2-Iodobenzoic acid 
• 1829-26-1 1-acetoxy-1,2-benziodoxol-3-one 
• 1607459-19-7 (2R,3R,4S,5S,6R)-2-(acetoxymethyl)-5-iodo-6-((2-iodobenzoyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate 
• 1611465-68-9 3-benzyloxy-2-(t-butyldimethylsilyloxy)propanal 
• 1394376-37-4 C₁₈H₁₆I₂O₈ 
• 1394376-36-3 C₁₆H₁₂I₂O₈ 

Relevant articles and documents

The crystal structure of the Dess-Martin periodinane

We report the elusive X-ray structure of the Dess-Martin periodinane (DMP), a hypervalent iodine reagent popular amongst synthetic chemists. In the solid state, the highly crystalline compound forms an intricate coordination polymer held together by intermolecular halogen and hydrogen bonds.

Process for preparing Dess-Martin reagent through solid superacid catalysis

The invention belongs to the technical field of organic synthesis, and discloses a process for preparing a Dess-Martin reagent through solid superacid catalysis. The process comprises the following steps of: S1, oxidation reaction, specifically, mixing potassium bromate and tap water, adding solid superacid HERD-Cat-1, stirring and heating the materials to 40-90 DEG C; adding o-iodobenzoic acid in batches, reacting for 1-8 hours at the temperature after addition of the o-iodobenzoic acid, performing cooling, and then centrifugally washing a product with water and washing with an organic solvent to obtain an IBX wet product; S2, acetylation reaction, specifically, adding the IBX wet product into an organic solvent, performing dissolving and filtering, recovering solid superacid HERD-Cat-1, adding a catalyst and acetic anhydride, heating to 40-80 DEG C, performing a reaction, performing cooling and crystallizing, and performing centrifugation and drying to obtain the Dess-Martin reagent. After the solid superacid is used for catalysis, generation of a large amount of waste acid is avoided, and meanwhile the purity of IBX is high. The process has the advantages of short reaction steps, high chemical purity, simplicity in operation, low cost, high production safety, environmental friendliness and the like, and is suitable for industrial production.

Preparation method of β - carotene with high total trans content

The invention provides a preparation method of β - carotene with a high total trans content. Starting from the vitamin A derivative, C20 phosphine salt is obtained through reaction with triphenylphosphine, and the C20 phosphine salt is subjected to condensation reaction under the action IBX high iodine compound and base to obtain β - carotene containing cis-trans, and then the β - carotene with high trans content is obtained under the action of a transition metal loading catalyst. The method avoids the use of a strong oxidizing agent in the traditional process, is environmentally friendly and can reduce the peroxidation of β - carotene, so that the reaction yield is increased, and the transition metal catalyst enables the obtained β - carotene content to be full. Trans increase.

Method for preparing 2-iodoxybenzoic acid

The invention relates to a method for preparing 2-iodoxybenzoic acid, and belongs to the technical field of synthesis of rings containing a halogen atom as a heterocyclic atom. The method comprises the following steps: adding an oxidant to 2-iodobenzoic acid used as a raw material, carrying out a reaction in an acidic solution at 50-120 DEG C for 1-6 h, and purifying the obtained reaction productto obtain the 2-iodoxybenzoic acid. The method has the advantages of small toxicity, mild technologic conditions, economical and cheap property and suitableness for industrialization when applied to the synthesis of a catalyst.