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Chemical Structure| 89364-28-3 Chemical Structure| 89364-28-3

Structure of 89364-28-3

Chemical Structure| 89364-28-3

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Product Details of [ 89364-28-3 ]

CAS No. :89364-28-3
Formula : C5H8O2
M.W : 100.12
SMILES Code : C#CCC(O)CO

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Application In Synthesis of [ 89364-28-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 89364-28-3 ]

[ 89364-28-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 51792-34-8 ]
  • [ 89364-28-3 ]
  • 3-(3,4-ethylenedioxythiophene)prop-1-yne [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% With toluene-4-sulfonic acid; In toluene; at 90℃; for 48h;Inert atmosphere; c) In an oven-driedround bottom flask filled with argon gas, <strong>[51792-34-8]3,4-dimethoxythiophene</strong> (3.8 g, 26.3 mmol) wasdissolved in toluene (90 mL). To the solution was added toluene-4-sulfonic acid (p-TSA, 0.5g, 2.64 mmol) and diol 2 (2.6 g, 26 mmol), and the solution was heated at 90 °C for 1 day. Asecond portion of diol 2 (2.6 g, 26 mmol) was added to the warm mixture and it was keptstirring at 90 °C for a second day. The resulting solution was filtered through a pad of celite and concentrated under vacuum. The crude product was obtained as green-black oil. It waspurified by flash column chromatography (SiO2; petroleum ether/dichloromethane, 4:1),yielding after solvent removal in vacuo the 3-(EDOT)prop-1-yne (pyEDOT) 3 as a yellow oil(3.06 g, 64percent). 1H NMR (299.9 MHz, CDCl3, 25 °C): delta = 6.34 (s, 2H, H-1,4), 4.33-4.29 (m,2H, H-7,8), 4.06 (dd, J = 7.6, 11.9 Hz, 1H, H-7?), 2.68 (ddd, J = 2.7, 5.3, 17.0 Hz, 1H, H-12),2.56 (ddd, J = 2.7, 7.6, 17.0 Hz, 1H, H-12?), 2.10 (t, J = 2.7 Hz, 1H, H-11). 13C NMR (75.4MHz, CDCl3, 25 °C): delta = 141.5 (C-3), 141.4 (C-2), 100.0 (C-1/4), 99.9 (C-1/4), 78.5 (C-10),71.8 (C-8), 71.5 (C-11), 67.3 (C-7), 21.2 (C-12). IR (neat, /cm-1): 3287, 2917, 1480, 1182,1016, 756. HRMS, calculated for C9H9O2S: m/z = 181.03178, found: m/z = 181.03095 ([M +H+]).
 

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