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

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