3,4-Methylenedioxyacetophenone Chemical Properties

Melting point:

87-89 °C(lit.)

Boiling point:

152-155°C 15mm

Density 

1.2132 (rough estimate)

refractive index 

1.5260 (estimate)

Flash point:

152-155°C/15mm

storage temp. 

Inert atmosphere,Room Temperature

form 

Crystalline Powder

color 

Beige

Odor

Heavy, sweet-floral and warm-herbaceous odor

Water Solubility 

Slightly soluble in water.

BRN 

139669

InChI

InChI=1S/C9H8O3/c1-6(10)7-2-3-8-9(4-7)12-5-11-8/h2-4H,5H2,1H3

InChIKey

BMHMKWXYXFBWMI-UHFFFAOYSA-N

SMILES

C(=O)(C1=CC=C2OCOC2=C1)C

CAS DataBase Reference

3162-29-6(CAS DataBase Reference)

NIST Chemistry Reference

3',4'-(Methylenedioxy)acetophenone(3162-29-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

37/39-26-36-24/25

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29329990

MSDS

• Language:English Provider:5-Acetyl-1,3-benzodioxole
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

3,4-Methylenedioxyacetophenone Usage And Synthesis

Chemical Properties

Colorless or white crystals. M.P. 89℃. Almost insoluble in water, soluble in alcohol and oils.

Uses

3?,4?-(Methylenedioxy)acetophenone is used in the synthesis of N-ethyl-1-(3,4-methylenedioxyphenyl)ethylamine.

Uses

3′,4′-(Methylenedioxy)acetophenone was used in the synthesis of N-ethyl-1-(3,4-methylenedioxyphenyl)ethylamine.

Definition

ChEBI: 3,4-Methylenedioxyacetophenone is a member of benzodioxoles.

Synthesis Reference(s)

Journal of the American Chemical Society, 79, p. 4507, 1957 DOI: 10.1021/ja01573a069

Synthesis

3,4-Methylenedioxyacetophenone's synthesis method: 1) from Piperonylic acid plus Acetic acid vapors at high temperature over catalyst (Thoria, e.g.). 2) from alpha-Methylpiperonylic acid by oxidation.

References

[1] Synthesis, 1980, # 9, p. 691 - 694
[2] European Journal of Medicinal Chemistry, 2015, vol. 105, p. 80 - 105
[3] Synthetic Communications, 2014, vol. 44, # 14, p. 2076 - 2087
[4] Tetrahedron Letters, 2000, vol. 41, # 42, p. 8131 - 8135
[5] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 11, p. 4775 - 4782

3,4-Methylenedioxyacetophenone(3162-29-6)Related Product Information

• Acetylacetone
• 4-Nitroacetophenone
• 1,3-Benzodioxole
• 4'-Bromoacetophenone
• 2-Bromoacetophenone
• Chalcone
• 4'-Methylacetophenone
• Acetophenone
• 4'-Hydroxyacetophenone
• Acetyl chloride
• 3-Nitroacetophenone
• paroxetine Mesylate
• Paroxetine Impurity 5
• Paroxetine Related Impurity 7 3S4R
• 3S,4R-4-[phenyl-1-methylpiperidinyl] methanol
• 1,3-Benzodioxol-4-ol
• Paroxetine Impurity 16
• 4-(4-Fluorophenyl)-3-hydroxymethyl-1-methyl-piperidine