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Phloroglucinol

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Products Intro: Product Name:Phloroglucinol
CAS:108-73-6
Purity:99%Min. Package:25KG
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CAS:108-73-6
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CAS:108-73-6
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Products Intro: Product Name:Phloroglucinol
CAS:108-73-6
Purity:98%(Min,GC) Package:1G;1KG;100KG
Company Name: Shanghai Daken Advanced Materials Co.,Ltd
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Products Intro: Product Name:Phloroglucinol Anhydrous
CAS:108-73-6
Purity:99% Package:100g,1kG,5KG

Phloroglucinol manufacturers

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  • CAS:108-73-6
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  • 2023-08-21
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  • Supply Ability: 50000KG/month
  • Phloroglucinol
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  • CAS:108-73-6
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Phloroglucinol Chemical Properties
Melting point 215-220 °C
Boiling point 194.21°C (rough estimate)
density 0.801 g/mL at 20 °C
vapor pressure 0.001Pa at 25℃
refractive index n20/D 1.365
Fp 14 °C
storage temp. Store below +30°C.
solubility Soluble in diethyl ether, ethanol and pyridine.
form Crystalline Powder
pkapK1:8.45(0);pK2:8.88(-1) (25°C)
color White to light beige
Water Solubility 11.17g/L(room temperature)
Sensitive Light Sensitive & Hygroscopic
Merck 14,7328
BRN 1341907
InChIKeyQCDYQQDYXPDABM-UHFFFAOYSA-N
LogP0.55 at 25℃
CAS DataBase Reference108-73-6(CAS DataBase Reference)
NIST Chemistry Reference1,3,5-Benzenetriol(108-73-6)
EPA Substance Registry System1,3,5-Benzenetriol (108-73-6)
Safety Information
Hazard Codes F,Xi
Risk Statements 11-36/37/38-34-43
Safety Statements 7-16-24/25-45-36/37/39-26-36/37-37/39
RIDADR UN 1170 3/PG 2
WGK Germany 2
RTECS SY1050000
TSCA Yes
HS Code 29072900
ToxicityLD50 in mice, rats (g/kg): 4.7, 4.0 i.g. (Cahen)
MSDS Information
ProviderLanguage
1,3,5-Benzenetriol English
SigmaAldrich English
ACROS English
ALFA English
Phloroglucinol Usage And Synthesis
Feature reaction of phloroglucinolReaction of formaldehyde with phloroglucinol under alkaline conditions generates orange compound. The colorimetric assay determination of this compound at the maximum absorption wavelength of 460 nm, can be used to detect low or trace formaldehyde in textile and garment.
Since phloroglucinol may occur enol and keto tautomers, it can react with ammonia according following reaction:
Under the influence of ammonia, 1,3,5-Benzenetriamine can be obtained by keto reaction of phloroglucinol
Under the influence of ammonia, 1,3,5-Benzenetriamine can be obtained by keto reaction of phloroglucinol, while this amine can also hydrolyze in aqueous acid to generate phloroglucinol. Besides phloroglucinol can also have enol reaction.
phloroglucinol can also have enol reaction
The information above is edited by Andy from Chemicalbook.
Chemical propertiesThis product is a white or light yellow crystal or crystalline powder with melting point of 218 ℃. Usually it carries two molecular crystallization water ([6099-90-7]) and converts into anhydrous at 110 ℃. It can be dissolved in 100 parts of water, 10 parts of ethanol, and 0.5 parts of pyridine and is soluble in ether. Besides It partially decomposes when sublimation, and changes its color when exposed to the light. In addition it tastes sweet.
UsesPhloroglucinol can be used in verifications of antimony, arsenic, cerium, chromate, chromium, gold, iron, mercury, nitrites, osmium, palladium, tin, vanadium, vanillin and lignin, and measurement of furfural, pentose, pentosan, methanol, chloral hydrate, turpentine, Lignified cell tissues, free acid in gastric juice (HCl) and decalcified bone specimens. Besides it can also be used as biological reagent dyes.
Production method2,4,6-aminobenzoic acid can be obtained by 2,4,6-trinitrobenzoic acid`s reduction of zinc particles. After its dilute solution was heated at reflux for 20h, acidified with hydrochloric acid, cooled and crystallized, phloroglucinol can be obtained with a yield of 46-53%.
Hazards & Safety InformationCategory: Toxic substances
Toxicity grade: Moderate toxicity
Acute toxicity: oral-rat LD50: 4000 mg/kg; Oral-Mouse LD50: 4550 mg/kg
Flammability hazard characteristics: Combustible fire burning can cause smoke irritation
Storage characteristics: Ventilated, low-temperature and dry warehouse; and separately with oxidants
Extinguishing agents: Carbon dioxide, foam, sand and water mist
DescriptionPhloroglucinol is a naturally occurring phenol that exhibits diverse biological activities. Phloroglucinol protects V79-4 Chinese hamster lung fibroblast cells from oxidative stress and inhibits lipid peroxidation by scavenging reactive oxygen species (ROS). It induces apoptosis in HT-29 human colon cancer cells and inhibits metastasis of BT549 and MDA-MB-231 human breast cancer cells. Phloroglucinol protects primary neurons from β-amyloid-induced dendritic spine loss in vitro and shortens the latency to find the platform in a Morris water maze test in an Alzheimer’s disease (AD) mouse model. Phloroglucinol has been used to stain histological plant sections and in the synthesis of numerous natural products. Phloroglucinol slows the frequency and decreases the amplitude of contraction in isolated rabbit and rat intestine at a concentration of 100 and 1 μM, respectively. Formulations containing phloroglucinol have been used as antispasmodics.
Chemical Propertieswhite to light yellow crystal
Physical propertiesPhloroglucinol crystallizes in the anhydrous form or as the dihydrate. Recrystallization from water gives the dihydrate, which is colorless, oderless, sweet in taste, and forms rhombic crystals. The dihydrate is converted into the anhydrous form by heating at 110 ℃. Phloroglucinol sublimes at higher temperatures with partial decomposition.
UsesPhloroglucinol is mainly used as a coupling agent in printing. It is an active component of Tollen's reagent and Gunzburg reagent used to test pentoses and hydrochloric acid in gastric juice respectively. In analytical chemistry, it is used to study condensed tannins by means of depolymerization. It is also involved in the synthesis of 2,4,6-triamino-1,3,5- trinitrobenzene, trinitrophloroglucinol and pharmaceuticals like flopropione.
UsesPhloroglucinol (1,3,5-trihydroxybenzene) is the core structure of a large family of substituted phenolics with broad, albeit weak, biological activity. Phloroglucinol is a useful metabolite for HPLC/DAD and bioassay dereplication.diagnostic aid growth hormone releasing factor. Antispasmodic.
DefinitionChEBI: Phloroglucinol is a benzenetriol with hydroxy groups at position 1, 3 and 5. It has a role as an algal metabolite.
ApplicationPhloroglucinol (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.
General DescriptionPhloroglucinol is a trihydroxybenzene with antithrombotic, profibrinolytic, antimicrobial, antimalarial, cancer chemopreventive, anti-HIV and anti-leishmanial activities. Phloroglucinol (PG) is a biosynthetic precursor of the 2,4-diacetylphloroglucinol (DAPG) an antibiotic against soil-borne diseases. Phloroglucinol is a useful intermediate because it is polyfunctional.
Flammability and ExplosibilityNot classified
Safety ProfileModerately toxic by subcutaneous and intraperitoneal routes. Mildly toxic by ingestion. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes. Used in diazo-type printing and textile dyeing, in microscopy as a bone specimen decalcifier
Purification MethodsCrystallise the triol from water, and store it in the dark under nitrogen. [Beilstein 6 IV 7361.]
Tag:Phloroglucinol(108-73-6) Related Product Information
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