3,4-Methylenedioxypropiophenone

3,4-Methylenedioxypropiophenone

Names
IUPAC name 5-Propionyl-1,3-benzodioxole
Other names 1-(1,3-Benzodioxol-5-yl)-1-propanone; 5-propionyl-1,3-benzodioxole; 1-Propanone, 1-(1,3-benzodioxol-5-yl)-, MDP1P
Identifiers
Beilstein Reference	165729
CAS Registry Number	28281-49-4 Y
ChemSpider	86372 Y
EC number	248-937-6
InChI InChI=1S/C10H10O3/c1-2-8(11)7-3-4-9-10(5-7)13-6-12-9/h3-5H,2,6H2,1H3 Y Key: RVBJGSPBFIUTTR-UHFFFAOYSA-N Y
Jmol-3D images	Image
PubChem	95682
SMILES CCC(=O)C1=CC2=C(C=C1)OCO2
Properties
Molecular formula	C10H10O3
Molar mass	178.18 g·mol−1
Density	1.21 g/mL
Melting point	37 °C (99 °F; 310 K)
Boiling point	166.5
Hazards
MSDS	MSDS at Sigma Aldrich
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

3,4-Methylenedioxypropiophenone, also known as 3,4-(Methylenedioxy)phenyl-1-propanone (MDP1P), is a phenylpropanoid found in some plants of the genus Piper and is an isomer of 3,4-methylenedioxyphenyl-2-propanone (MDP2P).

Natural occurrence

Studies of various chemotypes of Piper marginatum have either detected this compound to be the dominate constituent of the plant's essential oil or absent from it all together.^[1][2] Of 22 samples collected from South America, specimens from the following regions had the greatest amount of the chemical by dry leaf mass: Manaus (0.35%), Melgaço (0.348%), Belterra (0.33%), Monte Alegre (0.241 to 0.266%), and Alta Floresta (0.123%).^[2]

Uses

MDP1P is a can be used as a precursor in the synthesis of methylone and various other substituted methylenedioxy- phenethylamine derivatives. It can be prepared via a Grignard reaction between ethylmagnesium bromide and piperonylonitrile.

Legal status

United States

MDP1P is not a scheduled drug at the federal level in the United States nor is it on the DEA list of chemicals.^[3]

Florida

"3,4-methylenedioxy-propiophenone" along with "2-Bromo-3,4-Methylenedioxypropiophenone" and "3,4-methylenedioxy-propiophenone-2-oxime" are Schedule I controlled substances in the state of Florida making them illegal to buy, sell, or possess in Florida.^[4]

References