3,4-Methylenedioxypropiophenone

From Wikipedia, the free encyclopedia
3,4-Methylenedioxypropiophenone
Chemical structure of 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
3D model (JSmol)
165729
ChemSpider
ECHA InfoCard 100.044.473 Edit this at Wikidata
EC Number
  • 248-937-6
UNII
  • InChI=1S/C10H10O3/c1-2-8(11)7-3-4-9-10(5-7)13-6-12-9/h3-5H,2,6H2,1H3 checkY
    Key: RVBJGSPBFIUTTR-UHFFFAOYSA-N checkY
  • CCC(=O)C1=CC2=C(C=C1)OCO2
Properties
C10H10O3
Molar mass 178.187 g·mol−1
Density 1.21 g/mL
Melting point 37 °C (99 °F; 310 K)
Boiling point 166.5
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[]

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 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[]

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 .

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[]

  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.
  2. ^ 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.
  3. ^ "21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I." Archived from the original on 2009-08-27. Retrieved 2014-12-17.
  4. ^ Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL
Retrieved from ""