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CAS RN: 3240-34-4 | Product Number: I0330

Iodobenzene Diacetate


Purity: >97.0%(T)
Synonyms:
  • (Diacetoxyiodo)benzene
  • PIDA
Product Documents:
10G
NT$1,960
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25G
NT$3,040
2   ≥100  It can be shipped in about 1 week after ordering
250G
NT$17,040
23   0   Contact Us

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Product Number I0330
Purity / Analysis Method >97.0%(T)
Molecular Formula / Molecular Weight C__1__0H__1__1IO__4 = 322.10 
Physical State (20 deg.C) Solid
Storage Temperature Room Temperature (Recommended in a cool and dark place, <15°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Moisture Sensitive
CAS RN 3240-34-4
Reaxys Registry Number 1879369
PubChem Substance ID 87571686
SDBS (AIST Spectral DB) 12662
MDL Number

MFCD00008692

Specifications
Appearance White to Light yellow powder to crystal
Purity(Iodometric Titration) min. 97.0 %
Solubility in Methanol almost transparency
Properties (reference)
Melting Point 158 °C(dec.)
Solubility in water Insoluble
Solubility (soluble in) Methanol
Solubility (insoluble in) Ether
GHS
Pictogram Pictogram
Signal Word Warning
Hazard Statements H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
Precautionary Statements P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
Related Laws:
RTECS# DA3525000
Transport Information:
H.S.code* 2931.90-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Application
TCI Practical Example: TEMPO Oxidation Utilizing Iodobenzene Diacetate as a Reoxidant

TEMPO Oxidation Utilizing Iodobenzene Diacetate as a Reoxidant

Used Chemicals

Procedure

To a solution of 1-naphthalenemethanol (306 mg, 2.0 mmol) in dichloromethane (2 mL, 1.0 mol/L) was added TEMPO (31.2 mg, 0.20 mmol), PhI(OAc)2 (709mg, 2.2 mmol) and the mixture was stirred at room temperature for 4 hours. Dichloromethane (12.5 mL), saturated aqueous sodium thiosulfate solution (12.5 mL) was added and the mixture was stirred for 30 minutes. The organic layer was washed with saturated aqueous sodium bicarbonate solution (10 mL), brine (10 mL) and the organic layer was dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (ethyl acetate:hexane = 0:100 - 3:97 on silica gel) to give 1-naphthaldehyde as a yellow liquid (291 mg, 93%).

Experimenter’s Comments

The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:9, Rf = 0.50).

Analytical Data

1-Naphthaldehyde

1H NMR (400 MHz, CDCl3); δ 10.41 (s, 1H), 9.26 (d, J = 8.9 Hz, 1H), 8.11 (d, J = 8.4 Hz, 1H), 8.01 (d, J = 6.8 Hz, 1H), 7.93 (d, J = 8.9 Hz, 1H), 7.74-7.57 (m, 3H).

Lead Reference


Application
TCI Practical Example: Oxidation Reaction of Heterocycles Using Iodobenzene Diacetate

Oxidation Reaction of Heterocycles Using Iodobenzene Diacetate

Used Chemicals

Procedure

To a solution of 2-phenylimidazoline (500 mg, 3.4 mmol), potassium carbonate (520 mg, 3.8 mmol, 1.1 equiv) in DMSO (17 mL) was added iodobenzene diacetate (1.21 g, 3.8 mmol, 1.1 equiv) and stirred at rt for 18 hours. The residue was diluted with ethyl acetate (75 mL) and washed with saturated aqueous sodium bicarbonate solution (50 mL, twice) dried over sodium sulfate and filtered. The solvent was removed under reduced pressure and the residue was purified by column chromatography (on aminosilica gel, ethyl acetate:hexane = 0:1 - 1:0), giving 2-phenylimidazole as a white solid (340 mg,y. 69%).

Experimenter’s Comments

The reaction mixture was monitored by NH-TLC (ethyl acetate, Rf = 0.30).

Analytical Data

2-phenylimidazole

1H NMR (270 MHz, DMSO-d6); δ 12.5 (dr, 1H), 7.95-7.91 (m, 2H), 7.44 (t, 2H, J = 7.3 Hz), 7.33 (t, 1H, J = 7.3 Hz), 7.24 (s, 1H), 7.02 (s, 1H)

Lead Reference


Application
Oxidation of alcohols

References

  • G. Piancatelli, F. Leonelli, Org. Synth. 2006, 83, 18.


PubMed Literature


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