3,4-Methylenedioxypropiophenone

3,4-Methylenedioxypropiophenone
Names
	Preferred IUPAC name 1-(2H-1,3-Benzodioxol-5-yl)propan-1-one
	Other names 1-(Benzo[d][1,3]dioxol-5-yl)propan-1-one; 1-(1,3-Benzodioxol-5-yl)-1-propanone; 5-Propionyl-1,3-benzodioxole; MDP1P
Identifiers
CAS Number	28281-49-4 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	165729
ChemSpider	86372 ;
ECHA InfoCard	100.044.473
EC Number	248-937-6;
PubChem CID	95682;
UNII	79S7K6SNO8 ;
CompTox Dashboard (EPA)	DTXSID00182532 ;
	InChI InChI=1S/C10H10O3/c1-2-8(11)7-3-4-9-10(5-7)13-6-12-9/h3-5H,2,6H2,1H3 Key: RVBJGSPBFIUTTR-UHFFFAOYSA-N ;
	SMILES CCC(=O)C1=CC2=C(C=C1)OCO2;
Properties
Chemical formula	C10H10O3
Molar mass	178.187 g·mol−1
Density	1.21 g/mL
Melting point	37 °C (99 °F; 310 K)
Boiling point	291 °C
Hazards
Safety data sheet (SDS)	MSDS at Sigma Aldrich [1]
	Except where otherwise noted, data are 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[edit]

Studies of various chemotypes of Piper marginatum have either detected this compound to be the dominant constituent of the plant's essential oil or absent from it altogether.^[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[edit]

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[edit]

United States[edit]

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[edit]

"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[edit]

^ Ramos, L.S.; Silva, M.L.; Luz, A.I.R.; Zoghbi, M.G.B.; Maia, J. G. S. (1986). "Essential Oil of Piper marginatum". Journal of Natural Products. 49 (4): 712–713. doi:10.1021/np50046a033.
^ ^a ^b Andrade, Eloisa Helena; Carreirab, Lea Maria; Silva, Milton Helio; Silva, Joao Domingos; Bastos, Cleber N.; Sousae, Pergentino Jose; Guimaraes, Elsie F.; Maia, Jose Guilherme (2008). "Variability in Essential-Oil Composition of Piper marginatum sensu lato". Chemistry & Biodiversity. 5 (1): 197–208. doi:10.1002/cbdv.200890011. PMID 18205123. S2CID 25177229.
^ "21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I." Archived from the original on 2009-08-27. Retrieved 2014-12-17.
^ Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL

[1] Ramos, L.S.; Silva, M.L.; Luz, A.I.R.; Zoghbi, M.G.B.; Maia, J. G. S. (1986). "Essential Oil of Piper marginatum". Journal of Natural Products. 49 (4): 712–713. doi:10.1021/np50046a033.

[Chemotype-2] Andrade, Eloisa Helena; Carreirab, Lea Maria; Silva, Milton Helio; Silva, Joao Domingos; Bastos, Cleber N.; Sousae, Pergentino Jose; Guimaraes, Elsie F.; Maia, Jose Guilherme (2008). "Variability in Essential-Oil Composition of Piper marginatum sensu lato". Chemistry & Biodiversity. 5 (1): 197–208. doi:10.1002/cbdv.200890011. PMID 18205123. S2CID 25177229.

[PART_1308_—_SCHEDULES_OF_CONTROLLED_SUBSTANCES_-_1308.11_Schedule_I-3] "21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I." Archived from the original on 2009-08-27. Retrieved 2014-12-17.

[Florida_Statutes_-_Chapter_893_-_DRUG_ABUSE_PREVENTION_AND_CONTROL-4] Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL

[1]

[2]

[3]

[4]