(S)‐(+)‐1‐Phenyl‐2‐propylamine

[51-64-9] C9H13N (MW 135.23) InChI = 1S/C9H13N/c1-8(10)7-9-5-3-2-4-6-9/h2-6,8H,7,10H2,1H3/t8-/m0/s1 InChIKey = KWTSXDURSIMDCE-QMMMGPOBSA-N (chiral reagent for the resolution of racemic acids and aldehydes; chiral directing group for the enantioselective conjugate addition of ketones) Alternate Names: (+)-amphetamine; d-amphetamine; dexamphetamine; dextroamphetamine. Physical Data: bp 200–203 °C; d 0.913 c cm−3; [α]D19 +38° (benzene); mp (HCl salt) 154–155 °C.3 Solubility: readily sol all common organic solvents and acids; slightly sol water. Form Supplied in: the free base (1) is a colorless liquid. A number of salts of (1) and its enantiomer (including the hydrochloride and sulfate) are commercially available. Preparative Methods: enantiomerically pure (1) can be obtained by resolution of racemic (1) with (+)-tartaric acid.4 Several highly stereospecific syntheses have been described.5 Analysis of Reagent Purity: enantiomeric and chemical purity of the reagent can be assayed by GC or HPLC analysis of its (S)-(−)-α-Methoxy-α-(trifluoromethyl)phenylacetic Acid amide.3, 6 Handling, Storage, and Precautions: the reagent is a central stimulant and should be handled with gloves in a well-ventilated hood. Both the free base and its salts are stable at room temperature for extended periods of time.