| Identification | Back Directory | [Name]
Propanoic acid, 2-cyano- | [CAS]
632-07-5 | [Synonyms]
NSC 528442 Propanoic acid, 2-cyano- alpha-Cyanopropionic acid 2-cyano-2-methylacetic acid | [Molecular Formula]
C4H5NO2 | [MOL File]
632-07-5.mol | [Molecular Weight]
99.09 |
| Chemical Properties | Back Directory | [Melting point ]
35°C | [Boiling point ]
185.54°C (rough estimate) | [density ]
1.1400 | [refractive index ]
1.4166 (estimate) | [storage temp. ]
2-8°C | [form ]
liquid | [pka]
2.57±0.10(Predicted) | [color ]
Pale yellow |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of 2-cyanopropionic acid from ethyl 2-cyanopropionate: ethyl 2-cyanopropionate (1.0 g, 7.87 mmol), methanol (4 mL), and water (4 mL) were added to a reaction flask. After cooling the reaction mixture to 0°C, potassium hydroxide (882 mg, 16 mmol) was slowly added. Subsequently, the reaction system was warmed to 40 °C with continuous stirring for 2 hours. Upon completion of the reaction, methanol was removed by concentration under reduced pressure and the pH was adjusted to 5 with 1 N hydrochloric acid. extraction was carried out with ethyl acetate (50 mL x 2) and the organic phases were combined. The organic phase was washed with saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 2-cyanopropionic acid (660 mg, 85% yield) as a purple oil. The product was characterized by 1H NMR (400 MHz, DMSO-d6): δ 13.59 (br, 1H), 4.03 (q, J=7.2 Hz, 1H), 1.41 (d, J=7.2 Hz, 3H). | [References]
[1] Angewandte Chemie - International Edition, 2015, vol. 54, # 33, p. 9668 - 9672 [2] Angew. Chem., 2015, vol. 127, # 33, p. 9804 - 9808,5 [3] Angewandte Chemie - International Edition, 2008, vol. 47, # 18, p. 3381 - 3384 [4] Patent: US2018/282328, 2018, A1. Location in patent: Paragraph 0859; 0860 [5] Chemische Berichte, 1930, vol. 63, p. 2385 |
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| Company Name: |
Energy Chemical
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021-58432009 400-005-6266 |
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http://www.energy-chemical.com |
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