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ChemicalBook CAS DataBase List 6-Mercaptohexan-1-ol

6-Mercaptohexan-1-ol synthesis

7synthesis methods
-

Yield:1633-78-9 75%

Reaction Conditions:

with thiourea;sodium hydroxide in 1,4-dioxane at 80;

Steps:

2.2 Synthesis of 6-mercapto-hexan-1-ol
6-Bromohexanol (1 g, 5.60 mmol) was allowed to reflux withthiourea (0.64 g, 8.40 mmol) and NaOH (0.1 M) in 1,4-dioxane (4 mL) for 4 h. The reaction mixture was cooledand the solvent was removed under vacuum. The pH of thereaction mixture was adjusted to 4 by adding dilute. HCl andthe thiol derivative was extracted using dichloromethane. Theorganic layerwas dried overNa2SO4 and concentrated to give6-mercaptohexanol as an yellow oil.Yield: 0.563 g (75%); 1H NMR (500 MHz, DMSO-d6,TMS): δ 3.65 (s, 1H), 3.5 (t, 2H, J = 2.4Hz), 2.56 (t, 2H,J = 2.3Hz), 1.52-1.57 (m, 4H), 1.5 (s, 1H), 1.41-1.44 (m,4H); 13C NMR (125 MHz, DMSO): δ 62.8, 34.5, 32.3, 28.2,24.9, 24.6; ESI-MS:m/z Calcd. forC6H14OS: 134.08, Found:135.11 (M+ + 1).

References:

Paul, Albish K;Jayaram, Dhanya T;Babu, P S Saneesh;Adarsh, Nagappanpillai;Thurakkal, Shameel;Nair, Asha S;Ramaiah, Danaboyina [Journal of Chemical Sciences,2018,vol. 130,# 10,art. no. 133]

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