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Merck

I10201

Sigma-Aldrich

4-Jodphenol

99%

Synonym(e):

1-Iodo-4-hydroxybenzene, 4-Hydroxyiodobenzene, 4-Hydroxyphenyl iodide, p-Hydroxyiodobenzene, p-Iodophenol

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€ 62,00
25 G
€ 100,00

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10 G
€ 62,00
25 G
€ 100,00

About This Item

Lineare Formel:
IC6H4OH
CAS-Nummer:
Molekulargewicht:
220.01
Beilstein:
1904544
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

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Qualitätsniveau

Assay

99%

bp

138 °C/5 mmHg (lit.)

mp (Schmelzpunkt)

92-94 °C (lit.)

SMILES String

Oc1ccc(I)cc1

InChI

1S/C6H5IO/c7-5-1-3-6(8)4-2-5/h1-4,8H

InChIKey

VSMDINRNYYEDRN-UHFFFAOYSA-N

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Anwendung

4-Iodophenol can be used as a building block for the synthesis of:
  • Hydroxybiaryls by reacting with aryl boronic acids via Pd-catalyzed Suzuki-Miyaura coupling reaction.[1][2]
  • Aryl substituted olefins by reacting with acrylates via Pd-catalyzed Heck reaction.[3]
  • Iodinated-4-aryloxymethylcoumarins [4]
  • Hydroxylated stilbenoids [5] and psammaplysenes A and B.[6]

Piktogramme

CorrosionExclamation mark

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Skin Corr. 1B

Lagerklassenschlüssel

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Analysenzertifikate (COA)

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In der Dokumentenbibliothek finden Sie die Dokumentation zu den Produkten, die Sie kürzlich erworben haben.

Die Dokumentenbibliothek aufrufen

Total synthesis of psammaplysenes A and B, naturally occurring inhibitors of FOXO1a nuclear export
Georgiades SN and Clardy J
Organic Letters, 7(19), 4091-4094 (2005)
Pd/C as a reusable catalyst for the coupling reaction of halophenols and arylboronic acids in aqueous media
Sakurai H, et al.
The Journal of Organic Chemistry, 67(8), 2721-2722 (2002)
Carbon- carbon coupling reactions catalyzed by heterogeneous palladium catalysts
Yin L and Liebscher J
Chemical Reviews, 107(1), 133-173 (2007)
Synthesis, structure-activity relationship of iodinated-4-aryloxymethyl-coumarins as potential anti-cancer and anti-mycobacterial agents
Basanagouda, M, et al.
European Journal of Medicinal Chemistry, 74(1), 225-233 (2014)
Jefferson D Revell et al.
Organic letters, 4(18), 3071-3073 (2002-08-31)
[reaction: see text] Room-temperature ionic liquids promote various transition metal-catalyzed reactions in the solution phase. Here, for the first time, we show that these effects are translatable to solid-phase reactions. The Suzuki-Miyaura cross-coupling of 4-iodophenol immobilized on polystyrene-Wang resin with

Questions

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    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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