2,4,6-TRIACETYLPHLOROGLUCINOL Chemical Properties

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

2,4,6-TRIACETYLPHLOROGLUCINOL Usage And Synthesis

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.

2,4,6-TRIACETYLPHLOROGLUCINOL(2161-87-7)Related Product Information

• 2-HYDROXY-1,3,5-BENZENETRICARBALDEHYDE
• 1,3,5-TRIACETYLBENZENE
• 1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE
• 2,4,6-TRIACETYLPHLOROGLUCINOL
• 2,4-DIHYDROXY-BENZENE-1,3-DICARB-ALDEHYDE
• 2-HYDROXY-5-METHYLISOPHTHALALDEHYDE