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)

Safety Information

Hazard Codes 

Xi

Safety Statements 

24/25

WGK Germany 

3

TSCA 

Yes

HS Code 

29145000

MSDS

• Language:English Provider:3,4-Dimethoxyacetophenone
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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

References

[1] G. Hawkes. “An unusual anodic methoxylation: 3,4-dimethoxyacetophenone.” Tetrahedron Letters 33 1 (1992): 8133–8136.
[2] P. Kuzmi?, M. Soucek. “Substituent effects in aromatic photochemistry. UV irradiation of 3,4-dimethoxybenzonitrile and 3,4-dimethoxyacetophenone in the presence of inorganic anions.” Collection of Czechoslovak Chemical Communications 52 1 (1987): 980–988.
[3] Virginia Vetere . “Study of the racemic and enantioselective hydrogenation of acetophenone and 3,4-dimethoxyacetophenone using platinum-based organotin catalysts.” Catalysis Today 107 (2005): Pages 266-272.

3,4-Dimethoxyacetophenone(1131-62-0)Related Product Information

• PIPERACETAZINE (250 MG)
• 4'-Methylacetophenone
• Acetophenone
• 4-Nitroacetophenone
• 3-Nitroacetophenone
• 4'-Methoxyacetophenone
• 2-Bromoacetophenone
• 4'-Hydroxyacetophenone
• 3-Methoxyacetophenone
• 2'-Methoxyacetophenone
• Dimethyldimethoxysilane
• 2-(3,4-Dimethoxyphenyl)ethanol
• 3,4-Dimethoxyphenylacetone
• (3,4-Dimethoxyphenyl)acetonitrile
• Veratraldehyde
• 3',5'-DIMETHOXYACETOPHENONE,3,5-DIMETHOXYACETOPHENONE,3',5'-Dimethoxyacetophenone 3,5-Dimethoxyacetophenone
• 2',3',4'-TRIMETHOXYACETOPHENONE
• 6-Acetyl-1,4-benzodioxane