79330
Phloroglucinol
≥99.0% (HPLC)
Synonym(s):
1,3,5-Trihydroxybenzene
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About This Item
Empirical Formula (Hill Notation):
C6H6O3
CAS Number:
Molecular Weight:
126.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-611-2
Beilstein/REAXYS Number:
1341907
MDL number:
Product Name
Phloroglucinol, ≥99.0% (HPLC)
InChI
1S/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H
InChI key
QCDYQQDYXPDABM-UHFFFAOYSA-N
SMILES string
Oc1cc(O)cc(O)c1
assay
≥99.0% (HPLC)
form
solid
impurities
diresorcin, none detected
≤2% water
mp
215-220 °C
Quality Level
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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.
- 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.
- 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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
危险化学品
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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)
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)
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.
Anne M Vissers et al.
Phytochemical analysis : PCA, 28(6), 487-495 (2017-06-15)
Phlorotannins are complex mixtures of phloroglucinol oligomers connected via C-C (fucols) or C-O-C (phlorethols) linkages. Their uniformity in subunits and large molecular weight hamper their structural analysis. Despite its commercial relevance for alginate extraction, phlorotannins in Laminaria digitata have not
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