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Acetosyringone

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Acetosyringone Basic information

Product Name:
Acetosyringone
Synonyms:
  • SYRINGACETONE
  • 3',5'-DIMETHOXY-4'-HYDROXYACETOPHENONE
  • 3,5-DIMETHOXY-4-HYDROXYACETOPHENONE
  • 4'-HYDROXY-3',5'-DIMETHOXYACETOPHENONE
  • 4-HYDROXY-3,5-DIMETHOXYACETOPHENONE
  • ACETOSYRINGONE
  • 1-(4-hydroxy-3,5-dimethoxyphenyl)-ethanon
  • 1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanone
CAS:
2478-38-8
MF:
C10H12O4
MW:
196.2
EINECS:
219-610-5
Product Categories:
  • plantgrowth
  • Aromatic Acetophenones & Derivatives (substituted)
Mol File:
2478-38-8.mol
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Acetosyringone Chemical Properties

Melting point:
124-127 °C(lit.)
Boiling point:
293.08°C (rough estimate)
Density 
1.2166 (rough estimate)
refractive index 
1.5430 (estimate)
storage temp. 
Inert atmosphere,Room Temperature
pka
8.19±0.23(Predicted)
form 
Crystalline Powder
color 
Beige to light brown
Water Solubility 
soluble
BRN 
1966119
CAS DataBase Reference
2478-38-8(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-(2478-38-8)
EPA Substance Registry System
Acetosyringone (2478-38-8)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
2
RTECS 
AM8440000
10
Hazard Note 
Irritant
HS Code 
29145090

MSDS

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Acetosyringone Usage And Synthesis

Uses

4’-Hydroxy-3’,5’-dimethoxyacetophenone used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents. It is a naturally occuring compound found in plants and used in plant-pathogen recognition.

Chemical Properties

beige to light brown crystalline powder

Uses

insect attractant, plant hormone

Uses

A buffer also known as acetosyringone that is used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents in vitro.

Preparation

Preparation by adding a solution of 4-hydroxy-3- iodo-5-methoxyacetophenone and cupric chloride in DMF to a solution of sodium methoxide in methanol and heating between 105° and 120° (86%).

Definition

ChEBI: A member of the class of acetophenones that is 1-phenylethanone substituted by a hydroxy group at position 4 and methoxy groups at positions 3 and 5.

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