ChemicalBook > CAS DataBase List > 2,4,6-TRIACETYLPHLOROGLUCINOL

2,4,6-TRIACETYLPHLOROGLUCINOL

Product Name
2,4,6-TRIACETYLPHLOROGLUCINOL
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)
CBNumber
CB4496881
Molecular Formula
C12H12O6
Formula Weight
252.22
MOL File
2161-87-7.mol
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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
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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..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
27073
Product name
Triacetylphloroglucinol
Packaging
50mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
27073
Product name
Triacetylphloroglucinol
Packaging
100mg
Price
$84
Updated
2024/03/01
Cayman Chemical
Product number
27073
Product name
Triacetylphloroglucinol
Packaging
250mg
Price
$193
Updated
2024/03/01
TRC
Product number
T767012
Product name
2,4,6-Triacetylphloroglucinol
Packaging
500mg
Price
$90
Updated
2021/12/16
Usbiological
Product number
290269
Product name
2,4,6-Triacetylphloroglucinol
Packaging
500mg
Price
$432
Updated
2021/12/16
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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.

References

[1] EIKE T. SPIELBERG  Winfried P. 2,4,6-Triacetylphlorogucinol as Threefold Symmetric Bridging Ligand: Synthesis, Structure and Magnetic Properties of the Copper Complex[J]. European Journal of Inorganic Chemistry, 2010, 2010 20: 3093-3096. DOI: 10.1002/ejic.201000341
[2] PAULSAMY SURESH . Asymmetric sulfoxidation of prochiral sulfides using aminoalcohol derived chiral C3-symmetric trinuclear vanadium Schiff base complexes[J]. Tetrahedron, asymmetry, 2007, 18 23: Pages 2820-2827. DOI: 10.1016/j.tetasy.2007.11.005
[3] K. BOWDEN  W. J R  J L BROADBENT. SOME SIMPLE ANTHELMINTICS[J]. British Journal of Pharmacology, 1965, 24 3: 714-724. DOI: 10.1111/j.1476-5381.1965.tb01627.x

2,4,6-TRIACETYLPHLOROGLUCINOL Preparation Products And Raw materials

Raw materials

Preparation Products

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2,4,6-TRIACETYLPHLOROGLUCINOL Suppliers

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2161-87-7, 2,4,6-TRIACETYLPHLOROGLUCINOL Related Search:


  • 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
  • 2161-87-7
  • Aromatics Compounds
  • Aromatics
  • Miscellaneous Reagents