3,4-Dimethoxyacetophenone

3,4-Dimethoxyacetophenone
  • CAS No.:1131-62-0
Other grades of this product :
3,4-Dimethoxyacetophenone Basic information
Synthesis
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
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)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility hot water: soluble
form Crystalline Powder
color Yellow to beige
Water Solubility SOLUBLE IN HOT WATER
BRN 781213
CAS DataBase Reference1131-62-0(CAS DataBase Reference)
NIST Chemistry ReferenceEthanone, 1-(3,4-dimethoxyphenyl)-(1131-62-0)
EPA Substance Registry SystemEthanone, 1-(3,4-dimethoxyphenyl)- (1131-62-0)
Safety Information
Hazard Codes Xi
Safety Statements 24/25
WGK Germany 3
TSCA Yes
HS Code 29145000
MSDS Information
ProviderLanguage
3,4-Dimethoxyacetophenone English
SigmaAldrich English
ACROS English
ALFA English
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 Propertiesyellow to beige crystalline powder
Uses3',4'-Dimethoxyacetophenone is used as Catalytic agent; Petrochemical additive. It is also used in agrochemical, pharmaceutical and dyestuff field.
DefinitionChEBI: A member of the class of acetophenones that is acetophenone substituted by methoxy groups at positions 3' and 4' respectively.
PreparationObtained 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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