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207772

Sigma-Aldrich

Iodine

ACS reagent, ≥99.8%, solid

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$114.00
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$355.00
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$371.00
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$564.40
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$1,520.00
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$49.20


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5 G
$49.20
100 G
$114.00
4 X 100 G
$355.00
500 G
$371.00
1 KG
$564.40
2.5 KG
$1,520.00
12 KG
$4,430.00

About This Item

Empirical Formula (Hill Notation):
I2
CAS Number:
Molecular Weight:
253.81
Beilstein/REAXYS Number:
3587194
EC Number:
MDL number:
UNSPSC Code:
12141916
eCl@ss:
38050601
PubChem Substance ID:
NACRES:
NA.21
assay:
≥99.8%
grade:
ACS reagent
form:
solid

$49.20


In StockDetails


Request a Bulk Order

grade

ACS reagent

Quality Level

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

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General description

Iodine exhibits exceptionally high dielectric polarization in various solvents (dioxane, isobutylene, p-xylene and benzene).[1]

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).[2] It has also been used for the preparation of oxidation solution, required for the synthesis of oligodeoxynucleotides bearing 3′-terminal phosphorothioate.[3]
Iodine may be used to catalyze:
  • Synthesis of 5-(4-nitrophenyl)-10,15,20-triphenylporphyrin.[4]
  • Oxidative C-H bond amination of saturated hydrocarbons.[5]
  • Protection of amines with benzyloxycarbonyl (Cbz) group.[6]
  • Direct oxidative coupling/annulation of β-keto esters or 2-pyridinyl-β-esters with alkenes to form dihydrofurans and indolizine, respectively.[7]
  • Thiocyanation of aromatic systems to form aryl thiocyanates.[8]
  • Esterification of cellulose with acetic anhydride to form cellulose triacetate.[9]

signalword

Danger

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


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Customers Also Viewed

Slide 1 of 3

1 of 3

Iodine-catalyzed one-pot synthesis of unsymmetrical meso-substituted porphyrins.
Boens B, et al.
Tetrahedron, 66(11), 1994-1996 (2010)
Iodine-Catalyzed Radical Oxidative Annulation for the Construction of Dihydrofurans and Indolizines.
Tang S, et al.
Organic Letters, 17(10), 2404-2407 (2015)
An Iodine-Catalyzed Hofmann-Loffler Reaction.
Martinez C and Mu?iz K.
Angewandte Chemie (International Edition in English), 54(28), 8287-8291 (2015)
Julien A Boos et al.
Nucleic acids research, 41(15), e145-e145 (2013-06-15)
Efficient tissue-specific delivery is a crucial factor in the successful development of therapeutic oligonucleotides. Screening for novel delivery methods with unique tissue-homing properties requires a rapid, sensitive, flexible and unbiased technique able to visualize the in vivo biodistribution of these
Iodine/MeOH: a novel and efficient reagent system for thiocyanation of aromatics and heteroaromatics.
Yadav JS, et al.
Tetrahedron Letters, 45(14), 2951-2954 (2004)

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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