3,4-Methylenedioxyphenylpropan-2-one

3,4-Methylenedioxyphenylpropan-2-one
Names
Preferred IUPAC name
1-(2H-1,3-Benzodioxol-5-yl)propan-2-one
Other names
3,4-methylenedioxyphenyl-2-propanone
1-(1,3-benzodioxol-5-yl)propan-2-one
piperonyl methyl ketone
3,4-methylenedioxyphenylacetone
Identifiers
CAS Number
3D model (JSmol)
Abbreviations MDP2P, PMK
ChemSpider
ECHA InfoCard 100.022.843
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PubChem CID
UNII
InChI
  • InChI=1S/C10H10O3/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5H,4,6H2,1H3 checkY
    Key: XIYKRJLTYKUWAM-UHFFFAOYSA-N checkY
  • InChI=1/C10H10O3/c1-7(11)4-8-2-3-9-10(5-8)13-6-12-9/h2-3,5H,4,6H2,1H3
    Key: XIYKRJLTYKUWAM-UHFFFAOYAA
SMILES
  • O=C(C)Cc1ccc2OCOc2c1
Properties
Chemical formula
 C10H10O3
Molar mass 178.185 g/mol
Appearance Yellowish green liquid
Density 1.211 g/cm3
Boiling point 290 °C (554 °F; 563 K)
Pharmacology
Legal status
  • US: List I (a precursor)
  • UN: Precursors Table I
  • EU: Category 1 Precursor
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

3,4-Methylenedioxyphenylpropan-2-one[1] or piperonyl methyl ketone (MDP2P or PMK) is a chemical compound consisting of a phenylacetone moiety substituted with a methylenedioxy functional group. It is commonly synthesized from either safrole (which, for comparison, is 3-[3,4-(methylenedioxy)phenyl]-2-propene) or its isomer isosafrole via oxidation using the Wacker oxidation or peroxyacid oxidation methods. MDP2P is unstable at room temperature and must be kept in the freezer in order to be preserved properly.

MDP2P is a precursor in the chemical synthesis of the methylenedioxyphenethylamine (MDxx) class of compounds, the classic example of which is 3,4-methylenedioxy-N-methylamphetamine (MDMA), and is also an intermediate between the MDxx family and their slightly more distant precursor safrole or isosafrole. On account of its relation to the MDxx chemical class, MDP2P, as well as safrole and isosafrole, are in the United States (U.S.) Drug Enforcement Administration (DEA) List I of Chemicals of the Controlled Substances Act (CSA) via the Chemical Diversion and Trafficking Act (CDTA). It is also considered a category 1 precursor in the European Union.

Non-illicit Uses

  1. MDP2P has a known use in the synthesis of Talampanel.
  2. Podilfen [13409-53-5]
  3. Protokylol

See also

  • Isosafrole
  • Phenylacetone
  • Safrole

References

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