ChemicalBook > CAS DataBase List > Iodosobenzene

Iodosobenzene

Product Name: Iodosobenzene
CAS No.: 536-80-1
Chemical Name: Iodosobenzene
Synonyms: PhIO;iodoso-benzen;IODOSOBENZENE;iodosyl-benzen;Iodosobenzene>Benzene, iodosyl-;Iodosobenzene,>95%;Phenyloxoiodine(III);[Oxoiodo(III)]benzene;Phenyliodine(III) oxide
CBNumber: CB6375166
Molecular Formula: C6H5IO
Formula Weight: 220.01
MOL File: 536-80-1.mol

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Iodosobenzene Property

Melting point:: 210°C (rough estimate)
Density: 1.8665 (estimate)
storage temp.: Freezer
Water Solubility: Slightly soluble in water
solubility: Methanol (Slightly), TFA (Slightly)
form: powder to crystal
color: White to Yellow to Green
Merck: 14,5044
InChI: InChI=1S/C6H5IO/c8-7-6-4-2-1-3-5-6/h1-5H
InChIKey: JYJVVHFRSFVEJM-UHFFFAOYSA-N
SMILES: C1(I=O)=CC=CC=C1
EPA Substance Registry System: Benzene, iodosyl- (536-80-1)

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Safety

Safety Statements: 17-36/37/39
RIDADR: 1479
RTECS: DA3500000
HazardClass: 4.1
PackingGroup: II
HS Code: 29039990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H228Flammable solid

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P240Ground/bond container and receiving equipment.

P241Use explosion-proof electrical/ventilating/lighting/…/equipment.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

TCI Chemical

Product number: I0072
Product name: Iodosobenzene
Purity: >95.0%(T)
Packaging: 5g
Price: $193
Updated: 2025/07/31

TCI Chemical

Product number: I0072
Product name: Iodosobenzene
Packaging: 25G
Price: $579
Updated: 2025/07/31

TRC

Product number: I737195
Product name: Iodosobenzene
Packaging: 100mg
Price: $60
Updated: 2021/12/16

Matrix Scientific

Product number: 128409
Product name: Iodosobenzene
Purity: 97%
Packaging: 1g
Price: $451
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0352769
Product name: IODOSOBENZENE
Purity: 95.00%
Packaging: 5G
Price: $919.33
Updated: 2021/12/16

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Iodosobenzene Chemical Properties,Usage,Production

Chemical Properties

Iodosobenzene is an amorphous yellow substance; it explodes at 210℃, decomposing with the evolution of iodine vapour, and dissolves in hot water and alcohol. If acids do not oxidise C6H5IO, they give saline compounds in which iodosobenzene appears as a basic oxide of a diatomic metal, C6H5I. Thus, for instance, when an acetic acid solution of iodosobenzene is treated with a solution of nitric acid, it gives large monoclinic crystals of a nitric acid salt having the composition C6H5(NO3)2 [like Ca(NO3)2). Iodosobenzene displaces iodine from potassium iodide (in a solution acidulated with acetic or hydrochloric acid)-ie, it acts with its oxygen like HClO. The action of peroxide of hydrogen, chromic acid, and other similar oxidising agents gives C6H5IO2, which is a neutral substance-i.e, is incapable of giving salts with acids.
Iodosobenzene is one of the very first oxidants and remains in use because it has excellent oxygen-transfer behavior and mechanistic cleanliness (Hill & Schardt, 1980; Rezaeifard et al., 2007; Po?towicz et al., 2006).
The Principles of Chemistry Volume 1

Uses

Oxygen transfer reagent for stiochiometric or catalytic cross-functionalization of alkenes, alcohols, sulfides, and organometallo Compounds.
Iodosobenzene is used as an oxidizing and acetoxylating agent in organic synthesis. It is actively involved in the preparation of (Z)-3,7-dimethyl-2,6-octadien-1-al(neral) from (Z)-3,7-dimethyl-2,6-octadien-1-ol (nerol) in presence of 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO). It is a useful reagent for the synthesis of a wide variety of heterocyclic compounds. It is also used in the Pd-catalyzed 2-arylation of indoles.

Uses

lodosobenzene is a relatively new, selective oxidizing agent which is particularly useful for the preparation of sulfoxides from unsaturated or otherwise sensitive sulfides. The preparation of diallyl, di-2-hydroxyethyl and phenyl 2-chloroethyl sulfoxides illustrates its use.
Iodosobenzene diacetate behaves similarly and oxidizes diphenyl and 4-nitro-phenyl 4'-carboxyphenyl sulfide exclusively to the sulfoxides. This reagent failed, however, to oxidize bis(2-nitro-4-trifuoromethylphenyl) sulfide and in the case of bis(2-aminophenyl) sulfide it gave complex products. Iodosobenzene diacetate caused diacetoxylation of the heterocycle of 2,5-diphenyl-1 ,4-dithiadiene rather than oxidation of the sulfide function, and with 2,5-diphenylI-1 ,4-dithiadiene-1-oxide unexpected results were obtained, as discussed in section C-4.
Organic Sulfur Compounds

Synthesis

Iodosobenzene has been prepared by the action of sodium or potassium hydroxide solution on iodobenzene dichloride and by addition of water to the dichloride.

Iodosobenzene is prepared from iodobenzene.It is prepared by first oxidizing iodobenzene by peracetic acid. Hydrolysis of resulting diacetate affords "PhIO":
C6H5I + CH3CO3H + CH3CO2H → C6H5I(O2CCH3)2 + H2O
C6H5I(O2CCH3)2 + H2O → C6H5IO + 2CH3CO2H
http://orgsyn.org

Iodosobenzene Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Iodosobenzene manufacturers

Career Henan Chemical Co

Product: IODOSOBENZENE 536-80-1
Price: US $1.00/KG
Min. Order: 1KG
Purity: 95-99%
Supply Ability: 1ton
Release date: 2020-01-02

536-80-1, IodosobenzeneRelated Search:

1-BUTENE 1,4-Benzoquinone Nitrobenzene Bromobenzene 4,4'-DDT 2',3'-Dideoxythymidine Iodobenzene IODOSOBENZENE I,I-BIS(TRIFLUOROACETATE),Iodosobenzene-bis(trifluoroacetate) IODOSOBENZENE DIACETATE,IODOSOBENZENE I,I-DIACETATE,Iodobenzene I,I-diacetate, Iodosobenzene I,I-diacetate [Hydroxy(tosyloxy)iodo]benzene Iodosobenzene 2-Iodosobenzoic acid 2-Iodoxybenzoic acid 1-HYDROXY-1,3-DIOXO-1,3-DIHYDRO-1L5-BENZO[D][1,2]IODOXOLE-4-CARBOXYLIC ACID Iodoxybenzene O-IODOSOBENZOIC ACID, SODIUM SALT BENZOIC ACID, 2-IODYL, 1-METHYLETHYL ESTER IODOSOBENZENE DIACETATE, [(DIACETOXYIODO)BENZENE; PHENYLIODOSODIACETATE)

iodoso-benzen

iodosyl-benzen

IODOSOBENZENE

[Oxoiodo(III)]benzene

Phenyliodine(III) oxide

Phenyloxoiodine(III)

Benzene, iodosyl-

4-05-00-00692 (Beilstein Handbook Reference)

PhIO

Iodosobenzene&gt

Iodosobenzene,>95%

IODOSOBENZENE ISO 9001：2015 REACH

536-80-1

5396-80-1

Hypervalent Iodine Compounds

Oxidation

Benzene derivatives

Hypervalent Iodine Compounds

Oxidation

Synthetic Organic Chemistry