6540-76-7

Basic information

• Product Name: hypoiodous acid - acetic anhydride (1:1)
• CAS NO: 6540-76-7
• Molecular Formula: C₂H₃IO₂
• Molecular Weight: 246.0004
• Mol File: 6540-76-7.mol

Chemical Properties

• Boiling Point: 141.1°C at 760 mmHg
• Flash Point: 54.4°C
• Vapor Pressure: 5.94mmHg at 25°C
• CAS DataBase Reference: hypoiodous acid - acetic anhydride (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: hypoiodous acid - acetic anhydride (1:1)(6540-76-7)
• EPA Substance Registry System: hypoiodous acid - acetic anhydride (1:1)(6540-76-7)

Safety Data

• Hazardous Substances Data: 6540-76-7(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 127-09-3 sodium acetate 
• 7553-56-2 iodine 
• 563-63-3 silver(I) acetate 
• 7790-99-0 Iodine monochloride 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 64-19-7 acetic acid 

Downstream Products

• 10039-14-2 2-iodo-1-cyclohexanol 
• 1506-50-9 trans-2-iodocyclohexyl acetate 
• 54826-56-1 2-iodo-3-phenylpropyl acetate 
• 54826-55-0 1-iodo-3-phenylpropan-2-yl acetate 
• 74966-68-0 2,2-diiodo-1-phenylethan-1-one 
• 126501-63-1 (E)-(1-acetoxy-2-iodoethenyl)benzene 
• 54034-54-7 (1E)-2-iodo-1-phenylprop-1-en-1-yl acetate 
• 6084-15-7 2-iodo-1-phenylpropan-1-one 
• 19347-08-1 acetic acid 1-methyl-2-oxo-2-phenyl-ethyl ester 

Relevant articles and documents

Iodine Acetate as a Mild Selective Agent for the Wagner–Meerwein Rearrangement in 3a,6-Epoxyisoindoles

[Figure not available: see fulltext.] The iodine-initiated cationic skeletal Wagner–Meerwein rearrangement in tetrahydro-3a,6-epoxyisoindol-1-ones has been studied. It was shown that by the action of iodine acetate in acetic anhydride the reaction proceed

Selective C-H Iodination of (Hetero)arenes

Iodoarenes are versatile intermediates and common synthetic targets in organic synthesis. Here, we present a strategy for selective C-H iodination of (hetero)arenes with a broad functional group tolerance. We demonstrate the utility and differentiation to other iodination methods of supposed sulfonyl hypoiodites for a set of carboarenes and heteroarenes.

Identification of key functionalization species in the Cp?Ir(iii)-catalyzed-: ortho halogenation of benzamides

Cp?Ir(iii) complexes have been shown to be effective for the halogenation of N,N-diisopropylbenzamides with N-halosuccinimide as a suitable halogen source. The optimized conditions for the iodination reaction consist of 0.5 mol% [Cp?IrCl2]2 in 1,2-dichlor

Iodine Monoacetate for Efficient Oxyiodinations of Alkenes and Alkynes

A novel and inexpensive, environmentally friendly method for the preparation of iodine monoacetate is presented using iodine and Oxone in acetic acid/acetic anhydride. The reagent is used in a highly efficient approach for the regio- and diastereoselective iodo-acetoxylation of alkenes and alkynes in a simple one-pot process.

Visible-Light-Mediated Remote γ-C(sp3)-H Functionalization of Alkylimidates: Synthesis of 4-Iodo-3,4-dihydropyrrole Derivatives

An efficient and environmentally friendly synthetic approach toward functionalized dihydropyrrole derivatives is reported. The developed protocol proceeds via chemoselective intramolecular N-C bond formation of alkylimidates through 1,5-hydrogen atom transfer from in situ generated imidate N-radicals. The major advantage of this designed strategy lies in the choice of starting materials, mild reaction conditions, high chemo- and diastereoselectivity, clean source of energy, and good functional group tolerance. Further, 4-iododihydropyrroles could be easily transformed into a variety of useful derivatives.

PIDA-I2 mediated direct vicinal difunctionalization of olefins: Iodoazidation, iodoetherification and iodoacyloxylation

Iodinium cation (I+ or IOAc) was produced from the combination of phenyliodine diacetate (PIDA) and iodine. I+ facilitated the direct vicinal difunctionalization of olefins to α-azido, α-trideuteriomethoxy, α-2,2,2-trifluoroethoxy and α-acyloxy alkyl iodides via cation-π interaction at room temperature and under transition-metal free conditions.

Cleavage Reactions of some Phenyltin Compounds with Iodine Halides, -Pseudohalides and -Carboxylates

Cleavage reactions of iodinehalides, -pseudohalides IX (X = Cl, Br, NCO, NCS, N3 and CN) with Ph3SnCp yield triphenyltinhalides, -pseudohalides (Ph3SnX) indicating cleavage of Cp-Sn bond in preference to Ph-Sn bond, and cleavage reactions of iodine carboxylates IX′ (X′ = CH3OCO, C5H5OCO, C6H5CH2OCO, o-NH2C6H4OCO, o-CIC6H4OCO, p-NO2C6H4OCO, p-NH2C6H4OCO, C6H5CH =CHOCO) (in situ) with Ph3SnCl give hitherto unknown diphenylchlorotin carboxylates (Ph2SnX′Cl) indicating cleavage of Ph-Sn bond in preference to Cl-Sn bond. On the basis of the results, it is predicated that these diphenylchlorotin carboxylates possess bridging carboxylate groups (inter-molecularly chelated structure) in the solid state, whereas in solution they contain chelated carboxylate groups (intra-molecularly chelated structures).