Home Categories Chemical Reagents Phloroglucinol
A0448356

Phloroglucinol , 2%(w/v)Alcoholic

Synonym(s):
1,3,5-Trihydroxybenzene;Phloroglucinol

CAS NO.:

Empirical Formula: C6H6O3

Molecular Weight: 126.11

MDL number: MFCD00002286

EINECS: 203-611-2

Update time: 2022-07-08

PRODUCT 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
Flash point: 14 °C
storage temp.  Store below +30°C.
solubility  Soluble in diethyl ether, ethanol and pyridine.
pka pK1:8.45(0);pK2:8.88(-1) (25°C)
form  Crystalline Powder
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℃

Description and Uses

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.

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.

Safety

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)

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