Acetosyringone

Acetosyringone Basic information
Uses
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
Acetosyringone Structure
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
solubility Chloroform (Slightly), Methanol (Slightly)
pka8.19±0.23(Predicted)
form Crystalline Powder
color Beige to light brown
Odorat 100.00?%. odorless
Water Solubility soluble
BRN 1966119
LogP1.699 (est)
CAS DataBase Reference2478-38-8(CAS DataBase Reference)
NIST Chemistry ReferenceEthanone, 1-(4-hydroxy-3,5-dimethoxyphenyl)-(2478-38-8)
EPA Substance Registry SystemAcetosyringone (2478-38-8)
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 Information
ProviderLanguage
3',5'-Dimethoxy-4'-hydroxyacetophenone English
ACROS English
SigmaAldrich English
ALFA English
Acetosyringone Usage And Synthesis
Uses4’-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.
DescriptionAcetosyringone is a phenol secreted by wounded plant tissues. It induces expression of virulence A genes and chemotaxis in A. tumefaciens strains that contain a tumor-inducing plasmid used to transfer genetic information to plant cells. Acetosyringone is widely used to increase efficacy of genetic transformation for the creation of genetically modified dicotyledonous and monocotyledonous plants.
Chemical Propertiesbeige to light brown crystalline powder
Usesinsect attractant, plant hormone
UsesA buffer also known as acetosyringone that is used in the synthesis of tetramethoxychalcone and its analogues as anticancer agents in vitro.
Uses4’-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.
PreparationPreparation 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%).
DefinitionChEBI: 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.
Acetylacetone Acetylspiramycin Acetylcholine 4'-Methoxyacetophenone Diphenyldimethoxysilane ACETAMINOPHENOL BP/USP Dimethoxy Dimethyldimethoxysilane 2'-Methoxyacetophenone Acetylsalicylic acid 3,5-Dihydroxyacetophenone 2-HYDROXYACETOPHENONE 3,4-Dimethoxyacetophenone 1,1-Dimethoxyethane 4'-Hydroxyacetophenone CHLOROPHOSPHONAZO III Dimethoxymethane 3',5'-Dimethoxyacetophenone

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