(Diacetoxyiodo)benzene

For research use only. Not for therapeutic Use.

  • CAT Number: R040198
  • CAS Number: 3240-34-4
  • Molecular Formula: C10H11IO4
  • Molecular Weight: 322.09
  • Purity: ≥95%
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(Diacetoxyiodo)benzene(Cat No.:R040198), also known as PIDA (phenyliodine(III) diacetate), is a hypervalent iodine compound widely used as an oxidizing agent in organic synthesis. It features an iodine center bonded to a phenyl group and two acetate ligands, giving it strong electrophilic properties. PIDA is commonly employed in oxidative coupling, rearrangements, and halogenation reactions. Its mild and selective reactivity makes it valuable in the preparation of complex molecules, particularly in natural product synthesis and medicinal chemistry. PIDA is also favored for its stability and ease of handling in laboratory settings.


CAS Number 3240-34-4
Synonyms

(Dihydroxyiodo)benzene; (Diacetoxyiodo)benzene; BAIB; Bis(acetato)phenyliodine; Bis(acetato-κO)phenyliodine; Diacetoxy(phenyl)iodine; Iodobenzene Diacetate; Iodophenyl Diacetate; Iodosobenzene Diacetate; Iodosylbenzene Diacetate; NSC 226375; NSC 2380

Molecular Formula C10H11IO4
Purity ≥95%
Storage Desiccate at -20C
IUPAC Name [acetyloxy(phenyl)-lambda3-iodanyl] acetate
InChI InChI=1S/C10H11IO4/c1-8(12)14-11(15-9(2)13)10-6-4-3-5-7-10/h3-7H,1-2H3
InChIKey ZBIKORITPGTTGI-UHFFFAOYSA-N
SMILES CC(=O)OI(C1=CC=CC=C1)OC(=O)C
Reference

<span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”>1.<span class=”entryAuthor” style=”box-sizing: border-box; color: rgb(28, 29, 30); font-variant-ligatures: normal; orphans: 2; widows: 2;”><span class=”hlFld-ContribAuthor” style=”box-sizing: border-box;”>Jason Tao,&nbsp;</span><span class=”hlFld-ContribAuthor” style=”box-sizing: border-box;”>Richard Tran,&nbsp;</span><span class=”hlFld-ContribAuthor” style=”box-sizing: border-box;”>Graham K. Murphy,&nbsp;</span></span><span style=”box-sizing: border-box; color: rgb(28, 29, 30); font-variant-ligatures: normal; orphans: 2; widows: 2;”>Dihaloiodoarenes: &alpha;,&alpha;-Dihalogenation of Phenylacetate Derivatives,&nbsp;</span><span class=”seriesTitle” style=”box-sizing: border-box; color: rgb(28, 29, 30); font-variant-ligatures: normal; orphans: 2; widows: 2;”>Journal of the American Chemical Society,&nbsp;</span><span class=”doi” style=”box-sizing: border-box; color: rgb(28, 29, 30); font-variant-ligatures: normal; orphans: 2; widows: 2;”>10.1021/ja408678p,&nbsp;</span><span class=”volume” style=”box-sizing: border-box; color: rgb(28, 29, 30); font-variant-ligatures: normal; orphans: 2; widows: 2;”><span style=”box-sizing: border-box;”>135</span>,&nbsp;</span><span class=”issue” style=”box-sizing: border-box; color: rgb(28, 29, 30); font-variant-ligatures: normal; orphans: 2; widows: 2;”>44,&nbsp;</span><span class=”page-range” style=”box-sizing: border-box; color: rgb(28, 29, 30); font-variant-ligatures: normal; orphans: 2; widows: 2;”>(16312-16315),&nbsp;</span></span></span><span class=”pub-date” style=”box-sizing: border-box; color: rgb(28, 29, 30); font-family: &quot;Open Sans&quot;, icomoon, sans-serif; font-size: 14px; font-variant-ligatures: normal; orphans: 2; widows: 2;”><span style=”font-size:12px;”><span style=”font-family:arial,helvetica,sans-serif;”>(2013).</span></span><br />
2.</span><span style=”font-family: arial, helvetica, sans-serif;”>Lopa V. Desai, Kami L. Hull, and Melanie S. SanfordPalladium-Catalyzed Oxygenation of Unactivated sp3 C&minus;H Bonds</span>
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<cite style=”box-sizing: border-box; outline: none;”>Journal of the American Chemical Society</cite>&nbsp;<span style=”box-sizing: border-box; outline: none;”>2004</span>&nbsp;<em style=”box-sizing: border-box; outline: none;”>126</em>&nbsp;(31), 9542-9543DOI: 10.1021/ja046831</div>
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