11-MERCAPTOUNDECANOIC ACID synthesis
- Product Name:11-MERCAPTOUNDECANOIC ACID
- CAS Number:71310-21-9
- Molecular formula:C11H22O2S
- Molecular Weight:218.36
2834-05-1
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71310-21-9
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Yield:71310-21-9 94%
Reaction Conditions:
with sodium hydroxide;sulfuric acid;thiourea in water
Steps:
Preparation of 11-mercaptoundecanoic acid
Preparation of 11-mercaptoundecanoic acid 4 g (15.09 mmol) 11-bromoundecanoic acid is added along with 1.505 g thiourea (19.82 mmol) and 15 ml water to a round botton flask, and the mixture is refluxed for 3 hours. 10.2 ml 3M sodium hydroxide (30.6 mmol) was then added and the mixture was refluxed for one additional hour. The reaction mixture was cooled in an ice bath, and dilute sulfuric acid was added dropwise until the solution had a pH of about 2. The cloudy solution was then extracted with ether (2*25 ml), dried over anhydrous MgSO4, and concentrated under reduced pressure to give a white solid (3.1 g, 94%). 1 H-NMR (300 MHz, CDCl3) 1.28, m, 10 H; 1.60, m, 7 H; 2.35, t, 2 H, J=7.3 Hz; 2.50, q, 2 H, J =7.5 Hz.
References:
University of Notre Dame US5587475, 1996, A
6974-31-8
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71310-21-9
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112-38-9
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71310-21-9
140 suppliers
$18.00/1g