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Thin Layer Chromatography Lab Report

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2. Materials and Method

All the chemicals were obtained from commercial sources and used without further purification. Melting point was measured in digital melting point apparatus (Veego, VMP-DS) model. 1H nuclear magnetic resonance (NMR) spectral was recorded at room temperature on a 300MHz liquid state NMR spectrometer in (Brüker Biospin, Switzerland) using tetramethylsilane as internal standard. The reactions were monitored by thin-layer chromatography (TLC) using precoated plates (Merck). All solvents utilized in thin layer chromatography were distilled before use.

2.1. Experimental

General Procedure for Thia-Michael Addition of Thiols to 2-nitro-3-phenyl-3-(phenylthio)propan-1-ol and its derivatives (6a-6f)

Thiol 2.45g of 1 equiv (22.33 mmol) was added to a mixture of Nitroolefins 4g of 1 equiv (22.33 mmol) in DAPCO 2 equiv, and the mixture was vigorously stirred at room temperature until the nitroolefin was consumed completely (5 …show more content…

Elemental Analysis for C15H15NO3S: Calculated: C 62.26; H, 5.23; N, 4.84; O, 16.59; S, 11.08; Found: C 62.26; H, 5.23; N, 4.84; O, 16.59; S, 11.08.

3-(4-ethylphenyl)-2-nitro-3-(phenylthio)propan-1-ol (6b):

Yield: 88%; Colourless solid; mp: 92-93 ˚C; 1H NMR (300 MHz, CDCl3): δ 1.19 ( t, J=7.8 Hz, 3H), 2.24 (bs, 1H), 2.58 (q, J= 7.8 Hz, 2H), 4.26-4.36 (m, 2H), 4.65 (d, J=10.2, 1H), 4.98-5.05 (m, 1H), 7.08-7.27 (m, 9H); 13C NMR (75 MHz): δ 15.26, 28.44, 52.55, 62.39, 92.22, 127.85,
128.20, 128.57, 129.13, 132.22, 133.71, 133.84, 144.48. Elemental Analysis for C17H19NO3S:

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Calculated: C 64.33; H, 6.03; N, 4.41; O, 15.12; S, 10.10; Found: C 64.33; H, 6.03; N, 4.41; O, 15.12; S,

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