IODOBENZENE DIACETATE

PRODUCT IDENTIFICATION
CAS NO.

3240-34-4

IODOBENZENE DIACETATE

EINECS NO.

221-808-1

FORMULA C6H5I(O2CCH3)2
MOL WT.

322.10

H.S. CODE

  

TOXICITY

  
SYNONYMS Phenyliodosodiacetate; (Diacetoxyiodo)benzene; PIA; DIB;
Bis(acetato)phenyliodine; Iodosobenzene diacetate; Phenyliodine(III) diacetate; Phenyliodo diacetate; Phenyliodoso acetate; Phenyliodoso diacetate; Phenyliodosyl diacetate; Bis(acetato-O)phenyliodine; 76546-99-1; 94569-95-6;
SMILES

 

CLASSIFICATION

 

PHYSICAL AND CHEMICAL PROPERTIES
PHYSICAL STATE

white to off-white crystalline powder

MELTING POINT

 163 - 165 C
BOILING POINT  
SPECIFIC GRAVITY  
pH  
VAPOR DENSITY

 

AUTOIGNITION  

REFRACTIVE INDEX

  
NFPA RATINGS  
FLASH POINT  
STABILITY Stable under ordinary conditions. Light sensitive

APPLICATIONS

Iodosobenzene diacetate is an organic reagent used as an oxidizing agent. This is suitable for cleaving glycols and alpha-hydroxy ketones in ring opening and Mannich reaction. Periodinane (hypervalent iodine) is suited for the many oxidation and rearrangements reactions including belows to prepare complex substances. Hypervalent iodine reagents are versatile synthetic tools which have low toxicity, enviromentally-friendly, mild reactivity with good yields, and ease of handling. Some common hypervalent iodines are Di(acetoxyiodo)benzene [DIB], (Bis(trifluroacetoxy)iodo)benzene [BTI], Iodosylbenzene [IOB], ((Hydroxy)(tosyloxy)iodo}benzene [HTI], 2-Iodoxybenzoic acid [IBX], Dess-Martin Periodinane [DMP].

  • Alcohol to aldehydes, ketones, or alpha,beta-unsaturated ester:
  • alpha-Hydroxylated acetals of carbonyl compound
  • Aromatization of 5 and 6 membered rings
  • Benzyl, allyl, or propargyl ethers to esters by a radical process.
  • Cyclization of unsaturated Carboxylic Acids
  • Cyclizations of aromatic amides
  • Dehydrogenation by single electron transfer process
  • Diselenides to seleosulfonates.
  • Disulfides to sulfinic esters or thiosulfonic S-esters.
  • Ditellurides to arenetellurinic anhydrides.
  • Glycol oxidation
  • Iodonio-Claisen Rearrangement
  • Phenols to quinones, imidoquinones or anilines
  • Rearrangement of Amidines
  • Rearrangement of Chalcones
  • Removal of benzyl ether protecting groups
  • Selectively 1' alcohol to aldehyde or carboxylic acid, 2' alcohol to ketone
  • Sulfides to sulfoxides
SALES SPECIFICATION

APPEARANCE

white to off-white crystalline powder

PURITY 98.0% min

MELTING POINT

 163 - 165 C
TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  
OTHER INFORMATION
Hazard Symbols: , Risk Phrases: , Safety Phrases: 22-24/25