2,5-dimethoxy-4-(2-fluoroethyl)amphetamine 2,5-dimethoxy-4-(2-fluoroethyl)amphetamine 2,5-dimethoxy-4-(2-fluoroethyl)amphetamine (doef; also known as dimethoxyfluoroethylamphetamine) is a lesser-known psychedelic drug and member of the dox class. doef was first synthesized by alexander shulgin. in his book pihkal, the dosage range is listed as 2–3.5 mg, and the duration is listed as 12–16 hours. very little data exists about the pharmacological properties, metabolism, and toxicity of doef. 2,5-dimethoxy-4-(2-fluoroethyl)amphetamine names preferred iupac name 1-propan-2-amine identifiers cas number 121649-01-2 n 3d model (jsmol) interactive imageinteractive image chembl chembl123685 y chemspider 21106293 y pubchem cid 14201982 unii 72ut55mxe3 comptox dashboard (epa) dtxsid00557322 inchi inchi=1s/c13h20fno2/c1-9(15)6-11-8-12(16-2)10(4-5-14)7-13(11)17-3/h7-9h,4-6,15h2,1-3h3 ykey: qlenkwfquhhbkz-uhfffaoysa-n yinchi=1/c13h20fno2/c1-9(15)6-11-8-12(16-2)10(4-5-14)7-13(11)17-3/h7-9h,4-6,15h2,1-3h3key: qlenkwfquhhbkz-uhfffaoyao smiles c1(=cc(=c(c=c1cc(c)n)oc)ccf)occoc1cc(cc(c)n)c(cc1ccf)oc properties chemical formula c13h20fno2 molar mass 241.306 g·mol−1 except where otherwise noted, data are given for materials in their standard state (at 25 °c , 100 kpa). n verify (what is yn ?) infobox references