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3,4-Dimethoxyacetophenone

Basic information Synthesis Safety Supplier Related

3,4-Dimethoxyacetophenone Basic information

Product Name:
3,4-Dimethoxyacetophenone
Synonyms:
  • Dimethoxyacetophenone
  • 3,4-Dimethoxyacetoph
  • 3,4-DIMETHOXYACETOPHENONE FOR SYNTHESIS
  • 3,4-Dimethoxyacetophenone≥ 99% (GC)
  • 3',4'-DIMETHOXYACETOPHENONE
  • 3,4-DIMETHOXYACETOPHENONE
  • 3,4-dimethoxyacetophenone (acetoveratrone)
  • 3',4'-Dimethoxyacetophenone 1-(3,4-Dimethoxyphenyl)ethan-1-one 3,4-Dimethoxyacetophenone
CAS:
1131-62-0
MF:
C10H12O3
MW:
180.2
EINECS:
214-468-0
Product Categories:
  • Alphabetical Listings
  • C-D
  • Flavors and Fragrances
  • C10
  • Carbonyl Compounds
  • Ketones
  • Benzene derivatives
  • Aromatic Acetophenones & Derivatives (substituted)
  • 1131-62-0
Mol File:
1131-62-0.mol
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3,4-Dimethoxyacetophenone Chemical Properties

Melting point:
47-54 °C(lit.)
Boiling point:
286-288 °C(lit.)
Density 
1.1272 (rough estimate)
refractive index 
1.5224 (estimate)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
solubility 
hot water: soluble
form 
Crystalline Powder
color 
Yellow to beige
Odor
at 10.00 % in dipropylene glycol. sweet woody floral
Odor Type
woody
Water Solubility 
SOLUBLE IN HOT WATER
BRN 
781213
LogP
1.822 (est)
CAS DataBase Reference
1131-62-0(CAS DataBase Reference)
NIST Chemistry Reference
Ethanone, 1-(3,4-dimethoxyphenyl)-(1131-62-0)
EPA Substance Registry System
Ethanone, 1-(3,4-dimethoxyphenyl)- (1131-62-0)
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Safety Information

Hazard Codes 
Xi
Safety Statements 
24/25
WGK Germany 
3
TSCA 
Yes
HS Code 
29145000

MSDS

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3,4-Dimethoxyacetophenone Usage And Synthesis

Synthesis

To a stirred mixture of 3´,4´-dihydroxyacetophenone (100 mg, 0.66 mmol) and anhydrous K2CO3 (5 g, 36 mmol) in dry acetone (10 mL) was added MeI (1 mL, 16 mmol). The mixture was heated at reflflux for 45 min, cooled to room temperature, fifiltered, and evaporated under reduced pressure. The residue was dissolved in CH2Cl2, washed with 2 portions of water, dried over anhydrous Na2SO4, and evaporated under reduced pressure. The product was purifified by flflash chromatography (silica, hexane/EtOAc 4:1, v/v). Removal of the solvent gave a 93% yield of the product, 3´,4´-dimethoxyacetophenone (110 mg, 0.61 mmol). Reference: Khatib, S.; Nerya, O.; Musa, R.; Shmuel, M.; Tamir, S.; Vaya, J. Bioorg. Med. Chem. 2005, 13, 433−441.

Chemical Properties

yellow to beige crystalline powder

Uses

3',4'-Dimethoxyacetophenone is used as Catalytic agent; Petrochemical additive. It is also used in agrochemical, pharmaceutical and dyestuff field.

Definition

ChEBI: A member of the class of acetophenones that is acetophenone substituted by methoxy groups at positions 3' and 4' respectively.

Preparation

Obtained by reaction of dimethyl sulfate with acetoguaiacone in the presence of sodium hydroxide in ethanol, first at 50°, then at reflux for 1 h (78%).

Synthesis Reference(s)

Tetrahedron Letters, 36, p. 409, 1995 DOI: 10.1016/0040-4039(94)02221-V

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