207772

Iodine

ACS reagent, ≥99.8%, solid

• Empirical Formula (Hill Notation): I₂
• CAS Number: 7553-56-2
• Molecular Weight: 253.81
• Beilstein/REAXYS Number: 3587194
• EC Number: 231-442-4
• MDL number: MFCD00011355
• UNSPSC Code: 12141916
• eCl@ss: 38050601
• PubChem Substance ID: 329752021
• NACRES: NA.21

Properties

• grade: ACS reagent
• Quality Level: 200
• 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%
• storage temp.: room temp
• 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.

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H302 + H312 + H332,H315,H319,H335,H372,H400
• pcodes: P273 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P314
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT RE 1 Oral - STOT SE 3
• target_organs: Respiratory system, Thyroid
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable