2,4,6-TRIACETYLPHLOROGLUCINOL

2,4,6-TRIACETYLPHLOROGLUCINOL Structure
CAS No.
2161-87-7
Chemical Name:
2,4,6-TRIACETYLPHLOROGLUCINOL
Synonyms
Triacetylphloroglucinol;Phloroglucinol Triacetyl;Penicillamine Impurity 19;2,4,6-TRIACETYLPHLOROGLUCINOL ;Phloroglucinol 2,4,6-Triacetate;2,4,6-Triacetyl-1,3,5-trihydroxybenzene;1,3,5-triacetyl-2,4,6-trihydroxybenzene;Ethanone, 1,1',1''-(2,4,6-trihydroxy-1,3,5-benzenetriyl)tris-;1,1',1''-(2,4,6-trihydroxybenzene-1,3,5-triyl)tris(ethan-1-one);1,1',1''-(2,4,6-trihydroxybenzene-1,3,5-triyl)tris(ethan-1-one)
CBNumber:
CB4496881
Molecular Formula:
C12H12O6
Molecular Weight:
252.22
MOL File:
2161-87-7.mol
MSDS File:
SDS
Modify Date:
2023/6/8 9:03:09

2,4,6-TRIACETYLPHLOROGLUCINOL 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

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
NFPA 704
0
2 0

2,4,6-TRIACETYLPHLOROGLUCINOL Chemical Properties,Uses,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.

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 Preparation Products And Raw materials

Raw materials

Preparation Products

2,4,6-TRIACETYLPHLOROGLUCINOL Suppliers

Global( 35)Suppliers
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2,4,6-TRIACETYLPHLOROGLUCINOL 2,4,6-Triacetyl-1,3,5-trihydroxybenzene Phloroglucinol 2,4,6-Triacetate Triacetylphloroglucinol Phloroglucinol Triacetyl Ethanone, 1,1',1''-(2,4,6-trihydroxy-1,3,5-benzenetriyl)tris- 1,1',1''-(2,4,6-trihydroxybenzene-1,3,5-triyl)tris(ethan-1-one) 1,3,5-triacetyl-2,4,6-trihydroxybenzene Penicillamine Impurity 19 1,1',1''-(2,4,6-trihydroxybenzene-1,3,5-triyl)tris(ethan-1-one) 2161-87-7 Aromatics Compounds Aromatics Miscellaneous Reagents