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2'-Hydroxy-5'-methoxyacetophenone

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2'-Hydroxy-5'-methoxyacetophenone Basic information

Product Name:
2'-Hydroxy-5'-methoxyacetophenone
Synonyms:
  • 5-Methoxy-2-hydroxyacetophenone
  • Acetophenone, 2'-hydroxy-5'-methoxy-
  • 1-(2-HYDROXY-5-METHOXYPHENYL)ETHAN-1-ONE
  • 1-(2-HYDROXY-5-METHOXYPHENYL)ETHANONE
  • 2'-HYDROXY-5'-METHOXYACETOPHENONE
  • 2-HYDROXY-5'-METHOXYACETOPHENONE
  • 2-HYDROXY-5-METHOXYACETOPHENONE
  • 2'-HYDROXY-5'-METHOXYACETYLPHENONE
CAS:
705-15-7
MF:
C9H10O3
MW:
166.17
EINECS:
211-882-3
Product Categories:
  • ketone| alcohol
  • Aromatic Acetophenones & Derivatives (substituted)
  • C9
  • Carbonyl Compounds
  • Ketones
Mol File:
705-15-7.mol
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2'-Hydroxy-5'-methoxyacetophenone Chemical Properties

Melting point:
52 °C(lit.)
Boiling point:
254.38°C (rough estimate)
Density 
1.1708 (rough estimate)
refractive index 
1.5500 (estimate)
Flash point:
>230 °F
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Crystalline Powder
pka
10.65±0.18(Predicted)
color 
Yellow
Odor
Aromatic, somewhat medicinal, warm, woody -the herbaceous odour of good tenacity.
BRN 
1239364
InChIKey
MLIBGOFSXXWRIY-UHFFFAOYSA-N
CAS DataBase Reference
705-15-7(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(2-hydroxy-5-methoxyphenyl)-(705-15-7)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
37/38-41-36/37/38
Safety Statements 
26-37/39-36/37/39-22
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29145090

MSDS

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2'-Hydroxy-5'-methoxyacetophenone Usage And Synthesis

Chemical Properties

yellow crystalline powder

Uses

2′-Hydroxy-5′-methoxyacetophenone is observed as a side reaction product of elbs persulphate oxidation of phenols. 2-Hydroxy-5-methoxyacetophenone is also used to prepare substituted chromanone and chromone derivatives as sirtuin 2-selective inhibitors.

Application

2'-Hydroxy-5'-methoxyacetophenone could find some use in perfume compositions, e. g., in artificial Oakmoss, in New Mown Hay fragrances, and in certain heavy florals. It blends well with Labdanum and with Lavender type oils, and it lends a certain amount of power and undertones to the fragrance.

Preparation

reparation by reaction of dimethyl sulfate on 2,5-dihydroxyacetophenone, ? with potassium carbonate in acetone at r.t. (74%) ; ? with aqueous sodium hydroxide solution at reflux (35%).

Synthesis Reference(s)

Synthesis, p. 901, 1985 DOI: 10.1055/s-1985-31380

General Description

2′-Hydroxy-5′-methoxyacetophenone is observed as a side reaction product of elbs persulphate oxidation of phenols.

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