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207772 Sigma-Aldrich

Iodine

ACS reagent, ≥99.8%, solid

  • CAS Number 7553-56-2

  • Empirical Formula (Hill Notation) I2

  • Molecular Weight 253.81

  •  Beilstein/REAXYS Number 3587194

  •  EC Number 231-442-4

  •  MDL number MFCD00011355

  •  eCl@ss 38050601

  •  PubChem Substance ID 329752021

  •  NACRES NA.21

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Properties

Related Categories C-X Bond Formation (Halogen), Chemical Synthesis, Iodination, Synthetic Reagents
Quality Level   200
grade   ACS reagent
vapor density   9 (vs air)
vapor pressure   0.31 mmHg ( 25 °C)
  1 mmHg ( 38.7 °C)
assay   ≥99.8%
form   solid
resistivity   1.3E15 μΩ-cm
impurities   ≤0.01% nonvolatiles
bp   184 °C (lit.)
mp   113 °C (lit.)
anion traces   Cl- and Br-: ≤0.005%
SMILES string   II
InChI   1S/I2/c1-2
InChI key   PNDPGZBMCMUPRI-UHFFFAOYSA-N

Description

General description

Iodine exhibits exceptionally high dielectric polarization in various solvents (dioxane, isobutylene, p-xylene and benzene).

Application

Catalyst for synthesis of esters by condensation of carboxylic acids with alcohols or transfesterification.

A mild and efficient method for esterification and transesterification catalyzed by iodine

Iodine has been used for the easy visualization of 9-bromononanoic acid, allyl ester by thin layer chromatography (TLC). It has also been used for the preparation of oxidation solution, required for the synthesis of oligodeoxynucleotides bearing 3′-terminal phosphorothioate.

Iodine may be used to catalyze:
• Synthesis of 5-(4-nitrophenyl)-10,15,20-triphenylporphyrin.
• Oxidative C-H bond amination of saturated hydrocarbons.
• Protection of amines with benzyloxycarbonyl (Cbz) group.
• Direct oxidative coupling/annulation of β-keto esters or 2-pyridinyl-β-esters with alkenes to form dihydrofurans and indolizine, respectively.
• Thiocyanation of aromatic systems to form aryl thiocyanates.
• Esterification of cellulose with acetic anhydride to form cellulose triacetate.

Packaging

1, 2.5 kg in glass bottle

12 kg in steel drum

5, 100, 4×100, 500 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Precautionary statements 
Target organs 
Missing Phrase - N11.00500180
RIDADR 
UN3495 - class 8 - PG 3 - Iodine
WGK Germany 
2
RTECS 
NN1575000

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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