ChemicalBook > CAS DataBase List > 2',4',6'-Trihydroxyacetophenone monohydrate

2',4',6'-Trihydroxyacetophenone monohydrate

Product Name
2',4',6'-Trihydroxyacetophenone monohydrate
CAS No.
480-66-0
Chemical Name
2',4',6'-Trihydroxyacetophenone monohydrate
Synonyms
THAP;Phloracetophenone;PHLOROACETOPHENONE;Monoacetylphloroglucinol;2-Acetylphloroglucinol hydrate;2',4',6'-TRIHYDROXYACETOPHENONE;2,4,6-trihydroxylacetophenone monohydrate;NSC 54927;Phloracetophene;Acetophloroglucine
CBNumber
CB2333652
Molecular Formula
C8H8O4
Formula Weight
168.15
MOL File
480-66-0.mol
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2',4',6'-Trihydroxyacetophenone monohydrate Property

Melting point:
219-221 °C(lit.)
Boiling point:
257.07°C (rough estimate)
Density 
1.3037 (rough estimate)
refractive index 
1.5090 (estimate)
storage temp. 
Store below +30°C.
solubility 
DMSO (Sparingly), Ethanol (Slightly), Methanol (Slightly), Water (Very Slightly,
pka
7.76±0.23(Predicted)
form 
Powder
color 
light yellow
Water Solubility 
Soluble in water.
BRN 
1911197
Stability:
Stable under recommended storage conditions., Stable Under Recommended Storage C
LogP
1.472 (est)
CAS DataBase Reference
480-66-0(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(2,4,6-trihydroxyphenyl)-(480-66-0)
EPA Substance Registry System
Ethanone, 1-(2,4,6-trihydroxyphenyl)- (480-66-0)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-24/25
WGK Germany 
3
RTECS 
AN0528000
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29145000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H303May be harmfulif swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

TCI Chemical
Product number
T1888
Product name
2',4',6'-Trihydroxyacetophenone Monohydrate
Purity
>98.0%(GC)
Packaging
5g
Price
$79
Updated
2024/03/01
TCI Chemical
Product number
T1888
Product name
2',4',6'-Trihydroxyacetophenone Monohydrate
Purity
>98.0%(GC)
Packaging
25g
Price
$244
Updated
2024/03/01
Alfa Aesar
Product number
L04156
Product name
2',4',6'-Trihydroxyacetophenone hydrate, 98+%
Packaging
5g
Price
$39.65
Updated
2024/03/01
Alfa Aesar
Product number
L04156
Product name
2',4',6'-Trihydroxyacetophenone hydrate, 98+%
Packaging
25g
Price
$110.65
Updated
2024/03/01
Cayman Chemical
Product number
19451
Product name
Monoacetylphloroglucinol
Purity
≥98%
Packaging
10g
Price
$49
Updated
2021/12/16
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2',4',6'-Trihydroxyacetophenone monohydrate Chemical Properties,Usage,Production

Chemical Properties

Light Brown Solid

Uses

Monoacetylphloroglucinol (MAPG) is small molecular weight phenolic metabolite belonging to the phloroglucinol (1,3,5-trihydroxybenzene) family, produced by bacteria including Pseudomonas strains. MAPG exhibits a broad range of biological activity albeit with mostly low potency. In the search for novel actives, MAPG and related metabolites are important metabolites 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

Induced choleresis in rats is mediated through multidrug resistance protein-2 (Mrp2). It enhances bile secretion.

Definition

ChEBI: A benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acid c glycans and glycopeptides.

Preparation

Preparation by reaction of acetic anhydride on phloroglucinol,
with concentrated sulfuric acid at 130° (70%)
with boron trifluoride at 10° (62.5–68%)
with zinc chloride at 145–150° (50%)
with Amberlite IR-120 or Zeokarb 225 (cation exchange resins, sulfonic acid type) at 160° (39%).

Biological Activity

monoacetylphloroglucinol (mapg), small molecular weight phenolic metabolite, is produced via bacteria including pseudomonas strains. mapg is acetylated to form the broad-spectrum antibiotic, 2,4-diacetylphloroglucinol (dapg) by mapg acetyltransferase. in addition, mapg exerts fairly weak potency when exhibiting a broad range of antibiotic activity. even though weakly active, it seems that mapg is essential in the biocontrol of plant diseases by some pseudomonas strains [1].

target

HMG-CoA Reductase

Purification Methods

Crystallise the ketone from hot H2O (35mL/g). [Beilstein 8 IV 2729.]

References

[1]. hayashi, a., saitou, h., mori, t., matano, i., sugisaki, h., & maruyama, k. molecular and catalytic properties of monoacetylphloroglucinol acetyltransferase frompseudomonassp. ygj3. bioscience, biotechnology, and biochemistry. 2012; 76(3): 559-566.

2',4',6'-Trihydroxyacetophenone monohydrate Preparation Products And Raw materials

Raw materials

Preparation Products

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2',4',6'-Trihydroxyacetophenone monohydrate Suppliers

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View Lastest Price from 2',4',6'-Trihydroxyacetophenone monohydrate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
2-Acetylphloroglucinol hydrate 480-66-0
Price
US $1.00-100.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
300KG
Release date
2024-08-19
Hebei Weibang Biotechnology Co., Ltd
Product
2',4',6'-Trihydroxyacetophenone monohydrate 480-66-0
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2023-02-22
R&D Scientific Inc.
Product
2',4',6'-Trihydroxyacetophenone 480-66-0
Price
US $650.00/Kg
Min. Order
1Kg
Purity
98
Supply Ability
500 Kg
Release date
2024-04-01

480-66-0, 2',4',6'-Trihydroxyacetophenone monohydrateRelated Search:

Acetophenone MELIBIOSE 3,5-Dihydroxyacetophenone 2-HYDROXYACETOPHENONE 2',6'-Dihydroxyacetophenone 3'-Hydroxyacetophenone 2,4-Dihydroxyacetophenone 4-Nitroacetophenone 4'-(Trifluoromethyl)acetophenone 3-Aminoacetophenone 4'-Hydroxyacetophenone 3,4-Dihydroxyacetophenone 2'-Hydroxyacetophenone 4'-Bromoacetophenone 2',4'-Dichloroacetophenone 3-Nitroacetophenone Chloral hydrate Rutin

  • 2',4',6'-Trihydroxyacetophenone monohydrate
  • 2-Acetylphloroglucinol hydrate
  • Phloroacetophenone monohydrate
  • THAP
  • 2',4',6'-Trihydroxyacetophenone (monohydrate/anhydrous)
  • 2',4',6'-Trihydroxyacetophenone hydrate, 98+%
  • 1-(2,4,6-TRIHYDROXYPHENYL)-ETHANONE
  • 2',4',6'-TRIHYDROXYACETOPHENONE
  • Acetophenone,2’,4’,6’-trihydroxy-
  • Acetophloroglucine
  • Acetylphloroglucinol
  • Ethanone,1-(2,4,6-trihydroxyphenyl)-
  • Phloracetophene
  • Phloracetophenone
  • Phloroacetophenonehydrate
  • PHLOROACETOPHENONE
  • 2,4,6-TRIHYDROXYACETOPHENONE(PHLOROACETOPHENONE)
  • 2,4,6-Trihydroxyaetcophenone
  • 2,4,6-TRIHYDROXYACETOPHENONE MONOHYDRATE, PGE. WITH 10X10 MG
  • 2,4,6-TRIHYDROXYLACETOPHENONE
  • 6'-Trihydroxyacetophenone
  • 2-(2,4-dihydroxyphenyl)-2-hydroxy-1-phenylethanone
  • JR-13799, 1-(2,4,6-Trihydroxyphenyl)ethanone hydrate, 98%
  • NSC 54927
  • 2',4',6'-Trihydroxyacetophenone,98%
  • 2-Acetylphloroglucinol, THAP
  • 1-(2,4,6-tTihydroxyphenyl)ethanone
  • 2,4,6-Trihydroxy-1-acetylbenzene
  • Methyl-(2,4,6-trihydroxyphenyl) ketone
  • 2',4',6'-Trihydroxya
  • 1-(2,4,6-Trihydroxyphenyl)ethan-1-one, 2-Acetylbenzene-1,3,5-triol
  • 1-(2,4-dihydroxyphenyl)-2-hydroxyethan-1-one
  • 2-Acetylphloroglucinol Phloroacetophenone
  • 1-(2,4,6-trihydroxyphenyl)ethanone hydrate
  • 2',4', 6'-Trihydroxyacetophenone Monohydrat
  • 2',4',6'-trihydroxyacetopheMone
  • Monoacetylphloroglucinol
  • Acetophenone, 2',4',6'-trihydroxy- (8CI)
  • 2,4,6-Trihydroxyacetophenone.H2O
  • 1-(2,4,6-trihydroxyphenyl)-ethanon
  • 2,4,6-Trihydroxyacetophenon
  • 2,4,6-TrihydroxyacetophenonMonohydrat
  • 2,4,6-trihyroxyacetophenone
  • 2-Acetyl-1,3,5-trihydroxybenzene
  • 2-Acetylphloroglucin
  • Acetophenone, 2',4',6'-trihydroxy-
  • 2',4',67-TRIHYDROXYACETOPHENONE MONOHYDR
  • Phloroglucinol Acetyl
  • 2,4,6-trihydroxylacetophenone monohydrate
  • Phloracetophenone/2',4',6'-Trihydroxyacetophenone
  • 1-(2,4,6-trihydroxyphenyl)ethan-1-one
  • 2',4',6'-Trihydroxyacetophenone
  • 2',4',6'-Trihydroxyacetophenon
  • 2’,4’,6’-Trihydroxyacetophenone-98%
  • 480-66-0
  • C8H8O4xH2O
  • HO3C6H2COCH3H2O
  • Ketones