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79330

Sigma-Aldrich

Phloroglucinol

≥99.0% (HPLC)

Synonyme(s) :

1,3,5-Trihydroxybenzene

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About This Item

Formule empirique (notation de Hill):
C6H6O3
Numéro CAS:
Poids moléculaire :
126.11
Beilstein:
1341907
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22
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Niveau de qualité

Essai

≥99.0% (HPLC)

Forme

solid

Impuretés

diresorcin, none detected
≤2% water

Pf

215-220 °C

Chaîne SMILES 

Oc1cc(O)cc(O)c1

InChI

1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H

Clé InChI

QCDYQQDYXPDABM-UHFFFAOYSA-N

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Application

  • Phloroglucinol (phlo) is a phenol derivative that shows cyctoprotective effect from oxidative damage by enhancing the activity of cellular catalase.[1]
  • It can react with benzaldehyde derivatives to form phloroglucinol-based microporous polymeric organic frameworks (phlo-POF) with potential applications in ion-exchange and gas adsorption.[2]
  • Phlo can also be used to prepare synthetic analogs of A-type proanthocyanidins (PACs) such as 2,8-dioxabicyclo[3.3.1]nonane derivatives by reacting with the corresponding flavylium salts.[3]

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


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Certificats d'analyse (COA)

Lot/Batch Number

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Consulter la Bibliothèque de documents

Efficient and Rapid Photocatalytic Reduction of Hexavalent Chromium Achieved by a Phloroglucinol-Derived Microporous Polymeric Organic Framework Solid
Kostas V, et al.
The Journal of Physical Chemistry C, 121(13), 7303-7311 (2017)
Thermodynamic Stability of Flavylium Salts as a Valuable Tool To Design the Synthesis of A-Type Proanthocyanidin Analogues
Alejo-Armijo A, et al.
The Journal of Organic Chemistry, 83(19), 12297-12304 (2018)
Cytoprotective effect of phloroglucinol on oxidative stress induced cell damage via catalase activation
Kang KA, et al.
Journal of Cellular Biochemistry, 97(3), 609-620 (2006)
Claudia Birkemeyer et al.
Metabolites, 10(9) (2020-09-17)
Accumulation of biologically active metabolites is a specific feature of plant biochemistry, directing the use of plants in numerous applications in the pharmaceutical and food industries. Among these substances, the plethora of phenolic compounds has attracted particular interest among researchers.
Yong Li et al.
Bioorganic & medicinal chemistry, 17(5), 1963-1973 (2009-02-10)
Seven phlorotannins were isolated and characterized from an edible marine brown alga Ecklonia cava (EC), along with three common sterol derivatives (fucosterol, ergosterol, and cholesterol) according to the comprehensive spectral analysis of MS and NMR data. Compounds 5 (7-phloro eckol)

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

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    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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  2. 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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