Phloroglucinol
- CAS No.
- 108-73-6
- Chemical Name:
- Phloroglucinol
- Synonyms
- Benzene-1,3,5-triol;1,3,5-TRIHYDROXYBENZENE;1,3,5-BENZENETRIOL;3,5-DIHYDROXYPHENOL;Nero;PHLOROGLUCIN;Floroglucinol;TRIHYDROXYBENZENE;1,3,5-trihydroxy-benzen;orog
- CBNumber:
- CB0667672
- Molecular Formula:
- C6H6O3
- Molecular Weight:
- 126.11
- MOL File:
- 108-73-6.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/8/21 22:41:43
| 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 |
n |
| Flash point | 14 °C |
| storage temp. | Store below +30°C. |
| solubility | Soluble in diethyl ether, ethanol and pyridine. |
| form | Crystalline Powder |
| pka | pK1:8.45(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 |
| InChIKey | QCDYQQDYXPDABM-UHFFFAOYSA-N |
| LogP | 0.55 at 25℃ |
| CAS DataBase Reference | 108-73-6(CAS DataBase Reference) |
| NIST Chemistry Reference | 1,3,5-Benzenetriol(108-73-6) |
| EPA Substance Registry System | 1,3,5-Benzenetriol (108-73-6) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H317-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| 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 | |||||||||
| Toxicity | LD50 in mice, rats (g/kg): 4.7, 4.0 i.g. (Cahen) | |||||||||
| NFPA 704 |
|
Phloroglucinol price More Price(17)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | P3502 | Phloroglucinol Used to detect the presence of wood fiber. | 108-73-6 | 25G | ₹3615.55 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P3502 | Phloroglucinol Used to detect the presence of wood fiber. | 108-73-6 | 100G | ₹6007.88 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | P1178 | Phloroglucinol suitable for plant cell culture, BioReagent | 108-73-6 | 100G | ₹10933.25 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 79330 | Phloroglucinol ≥99.0% (HPLC) | 108-73-6 | 25G | ₹4578.98 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.18887 | Phloroglucinol for synthesis | 108-73-6 | 100G | ₹10810 | 2022-06-14 | Buy |
Phloroglucinol Chemical Properties,Uses,Production
Description
Phloroglucinol 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 Properties
white to light yellow crystal
Physical properties
Phloroglucinol 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.
Uses
Phloroglucinol 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.
Definition
ChEBI: Phloroglucinol is a benzenetriol with hydroxy groups at position 1, 3 and 5. It has a role as an algal metabolite.
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.
General Description
Phloroglucinol 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.
Safety Profile
Moderately 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 Methods
Crystallise the triol from water, and store it in the dark under nitrogen. [Beilstein 6 IV 7361.]
Phloroglucinol Preparation Products And Raw materials
Raw materials
Preparation Products
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| GLR Innovations | +91 9891111994 | New Delhi, India | 4542 | 58 | Inquiry |
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| DHANVI EXIM SERVICES | +91-8790148237 +91-8790148237 | Hyderabad, India | 102 | 58 | Inquiry |
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| Loba Chemie Pvt., Ltd. | 91-22-66636663 | Maharashtra, India | 766 | 58 | Inquiry |
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| Supplier | Advantage |
|---|---|
| GLR Innovations | 58 |
| JSK Chemicals | 58 |
| DHANVI EXIM SERVICES | 58 |
| Spectrochem Private Limited | 58 |
| Advent Chembio Pvt., Ltd. | 58 |
| Manus Aktteva Biopharma LLP | 58 |
| Molychem | 58 |
| Loba Chemie Pvt., Ltd. | 58 |
| Pharma Affiliates | 58 |
| Anand Agencies | 58 |
Related articles
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- Phloroglucinol is a benzenetriol with hydroxy groups at position 1, 3 and 5. It has a role as an algal metabolite. Phlorogluci....
- Mar 31，2022
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