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About This Item
Linear Formula:
I2
CAS Number:
Molecular Weight:
253.81
NACRES:
NA.21
PubChem Substance ID:
eCl@ss:
38050601
UNSPSC Code:
12141916
EC Number:
231-442-4
MDL number:
Beilstein/REAXYS Number:
3587194
Assay:
≥99.8%
Grade:
ACS reagent
Form:
solid
grade
ACS reagent
Quality Segment
vapor density
9 (vs air)
vapor pressure
0.31 mmHg ( 25 °C), 1 mmHg ( 38.7 °C)
assay
≥99.8%
form
solid
reaction suitability
reaction type: Halogenations
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
General description
Iodine exhibits exceptionally high dielectric polarization in various solvents (dioxane, isobutylene, p-xylene and benzene).
Application
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.
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.
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
A mild and efficient method for esterification and transesterification catalyzed by iodine
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Precautionary Statements
Signal Word
Danger
Hazard Codes
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
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
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