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5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE Latest Revision: June 20, 2005

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5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE Latest Revision: June 20, 2005 5-METHOXY-N,N-DIISOPROPYLTRYPTAMINE Latest Revision: June 20, 2005 CH(CH3)2 CH3O N CH(CH3)2 N H 1. SYNONYMS CFR: Not Listed CAS #: None Other Names: 3-[2-(Diisopropylamino)ethyl]-5-methoxyindole FOXY 2. CHEMICAL AND PHYSICAL DATA 2.1. CHEMICAL DATA Form Chemical Formula Molecular Weight Melting Point (°C) Hydrochloride C17H27N2OCl 310.9 181-182 2.2. SOLUBILITY Form A C E H M W Hydrochloride *** S *** *** S S A = acetone, C = chloroform, E = ether, H = hexane, M = methanol and W = water, VS = very soluble, FS = freely soluble, S = soluble, PS = sparingly soluble, SS = slightly soluble, VSS = very slightly soluble and I = insoluble Note: 5-Methoxy-N,N-diisopropyltryptamine is soluble in dilute mineral acids and organic acids. 3. SCREENING TECHNIQUES 3.1. COLOR TESTS REAGENT COLOR PRODUCED Van Urk's Purple to Blue (2 min.) 3.2. THIN LAYER CHROMATOGRAPHY Visualization Van Urk's reagent Relative R COMPOUND f System TLC 18 dimethyltryptamine 0.32 diethyltryptamine 0.89 5-methoxy- -methyltryptamine 0.70 5-methoxydiisopropyltryptamine 1.0 (8.05 cm) 3.3. GAS CHROMATOGRAPHY Method DMT-GCS1 Instrument: Gas chromatograph operated in split mode with FID Column: J&W DB-1 15 m x 0.32 mm x 0.25 µm film thickness Carrier gas: Helium at 1.3 mL/min Temperatures: Injector: 275°C Detector: 280°C Oven program: 190°C for 10 min Injection Parameters: Split Ratio = 60:1, 1 µL injected Samples are to be dissolved in chloroform, washed with dilute sodium carbonate and filtered. COMPOUND RRT COMPOUND RRT indole 0.12 DET 0.37 MDA 0.15 C-4 phthalate 0.38 MDMA 0.17 5-MeO-AMT 0.42 tryptamine 0.23 5-MeODMT 0.46 AMT 0.24 DIPT 0.58 DMT 0.26 C-5 phthalate 0.65 caffeine 0.28 5-MeODIPT 1.00 (7.14 min) 4. SEPARATION TECHNIQUES Generally, this compound is found in tablet form but may be encountered as a free flowing or encapsulated powder. Because the tableting material or diluents are frequently chloroform insoluble, the sample can be washed with chloroform to yield 5-MeODIPT (HCl). Interference from precursor material, intermediates, and by-products may require a simple liquid-liquid extraction. Dissolve the sample in chloroform and wash with dilute sodium carbonate. The organic layer can then be evaporated for analysis. 5. QUANTITATIVE PROCEDURES 5.1. GAS CHROMATOGRAPHY Method NCL-DIPT-GCQ1 Internal Standard Stock Solution: 0.80 mg/mL dibutylphthalate in chloroform. Standard Solution Preparation: Accurately weigh and prepare a standard solution of 5-MeODIPT approximately equivalent to 1.0 mg/mL using above internal standard stock solution. Wash with dilute sodium carbonate solution and filter through cotton or glass wool. Sample Preparation: Accurately weigh an amount of sample into a volumetric flask and dilute with internal standard stock solution. If necessary, dilute the sample so the final concentration approximates the standard concentration or falls within the linear range. Wash with dilute sodium carbonate solution and filter through cotton. Instrument: Gas chromatograph operated in split mode with FID Column: J&W DB-1, 15 m x 0.32 mm x 0.25 µm film thickness Carrier gas: Helium at 1.3 mL/min Temperatures: Injector: 275°C Detector: 280°C Oven: 190°C for 10 min Injection Parameters: Split Ratio = 60:1, 1 µL injected Typical Retention Time: Dibutylphthalate: 2.73 min. 5-MeODIPT: 7.16 min. Linear Range: 0.01 - 4.00 mg/mL Repeatability: RSD less than 1.0% Correlation Coefficient: 0.999 Accuracy: Error less than 5% COMPOUND RRT indole 0.12 dimethyltryptamine 0.26 diethyltryptamine 0.37 dipentylphthalate (C-5) 0.65 5-MeODIPT 1.0 (7.14 min) 6. QUALITATIVE DATA See spectra on the following pages for FT-IR, Mass Spectrometry, Vapor Phase IR, Raman, and Nuclear Magnetic Resonance. 7. REFERENCES Shulgin, A. T. and Shulgin A., TIHKAL, Transform Press, Berkeley, Ca., 1997. Hallucinogens: A Forensic Drug Handbook, R.R. Laing and J. A. Siegel, Eds, Academic Press, New York, 2003 8. ADDITIONAL RESOURCES Wikipedia Mass Spectrometry (EI): 5-Methoxydiisopropyltryptamine base in chloroform 160°C for 1.0 min; 20°C/min to 310°C hold for 2 min.; 30 M HP-5 MS; Split ratio 100:1 Abundance Scan 1124 (6.965 min): 5-MeODIPT.D 114 1000000 900000 800000 700000 600000 500000 400000 300000 200000 72 100000 30 160 43 56 130 145 174 89 103 188 201 216 229 243 257 274 0 20 40 60 80 100 120 140 160 180 200 220 240 260 280 m/z--> 1.00 No. (ppm) FT-NMR (Proton) 400 MHz 1 1.41 0.95 2 1.43 5-Methoxydiisopropyltryptamine HCl 3 1.45 4 3.16 0.90 CD3OD 5 3.18 6 3.19 0.85 7 3.19 8 3.20 0.80 9 3.30 10 3.30 11 3.30 0.75 12 3.31 13 3.34 0.70 14 3.35 15 3.35 0.65 16 3.36 17 3.38 18 3.77 0.60 19 3.77 20 3.79 0.55 21 3.81 22 3.82 0.50 23 3.83 24 3.84 0.45 25 4.85 NormalizedIntensity 26 6.78 27 6.79 0.40 28 6.79 29 6.81 0.35 30 6.81 31 6.81 0.30 32 7.01 33 7.02 34 7.02 0.25 35 7.20 36 7.25 0.20 37 7.25 38 7.27 0.15 39 7.27 0.10 0.05 0 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0 Chemical Shift (ppm) 1.0 No. (ppm) 0.9 1 16.22 FT NMR (Carbon) 100MHz 2 17.76 3 23.62 0.8 5-Methoxydiisopropyltryptamine HCl 4 47.18 5 47.40 CD3OD 0.7 6 47.61 7 47.82 8 48.04 0.6 9 48.24 10 48.45 0.5 11 55.18 12 55.28 13 99.82 0.4 14 108.78 NormalizedIntensity 15 110.00 16 111.73 0.3 17 112.17 18 123.78 0.2 19 127.16 20 132.21 21 154.19 0.1 0 160 150 140 130 120 110 100 90 80 70 60 50 40 30 20 10 Chemical Shift (ppm) FT RAMAN 5-MeODIPT HCl 64 Scans, 8 cm-1 resolution, range 3700-410 IR (Vapor Phase): 5-MeODIPT 1.5 scans/s, 8cm-1 resolution, range 4000-550 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 3000 20002000 1500 1000 500 100 90 80 70 %T 60 50 40 FT-IR (KBr) 5-Methoxy-N,N-diiso- propyltryptamine HCl 30 16 scans, 2 cm-1 resolution 3000 2000 1000 500 W avenumbers (cm-1) .
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