2,4,6-TRIACETYLPHLOROGLUCINOL Property

Melting point:

145-147°C

Boiling point:

501.4±50.0 °C(Predicted)

Density 

1.406±0.06 g/cm3(Predicted)

storage temp. 

Amber Vial, Refrigerator

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

pka

7.69±0.33(Predicted)

color 

Off-White to Beige

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

2,4,6-TRIACETYLPHLOROGLUCINOL Chemical Properties,Usage,Production

Description

Triacetylphloroglucinol is a C₃-symmetric tritopic bridging ligand. It has been used in the synthesis of various compounds, including trinuclear vanadium Schiff base complexes, copper complexes, and anthelmintics.

Chemical Properties

Beige Needles

Uses

Triacetylphloroglucinol (TAPG) is the most hydrophobic of a small molecular weight phenolic metabolite belonging to the phloroglucinol (1,3,5 trihydroxybenzene) family, produced by bacteria including Pseudomonas strains. TAPG exhibits a broad range of biological activities, albeit with mostly low potency. In the search for novel actives, TAPG and related metabolites are important for dereplication to eliminate leads due to high amounts of weakly potent actives. Although weakly active, this family appears to be important in the biocontrol of plant diseases by some Pseudomonas strains.

Uses

2,4,6-Triacetylphloroglucinol (cas# 2161-87-7) is a compound useful in organic synthesis.

Preparation

Obtained by Friedel–Crafts acylation of phloroglucinol,
? with acetic anhydride in the presence of boron trifluoride in acetic acid at r.t. (60%)
; ? with acetyl chloride in the presence of aluminium chloride in ethyl ether at r.t. for 6 days (17%)
; ? with acetyl chloride and acetic acid in the presence of ferric chloride in ethyl acetate.