Reaction #4114538
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-932c3bd42a0b4661b2b4de500f647630No renderable structure data available
C(C#N)OCC(F)(F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 2-(2,2,2-trifluoroethoxy)acetonitrile |
|---|---|
| IUPAC Name | — |
| CAS Number | 133915-26-1 |
| Database ID | 14880147 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
2-(2,2,2-trifluoroethoxy)acetonitrile (CAS 133915-26-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 14880147
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-932c3bd42a0b4661b2b4de500f647630Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-720be29dae9b416ea3f0ce04f0c2e75dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Obtained using the procedure described in section a of Example 2, starting with 19.6 g (0.141 mole) of (2,2,2-trifluoroethoxy)acetonitrile and 0.3 g (0.013 gram-atom) of sodium in 95 ml of methanol. Reaction time: 24 hours. Yld: 15.6 g (65%), b.p.15 44°-47° C. Obtained Reaction time 24 hours 15.6 g (65%), b.p.15 44°-47° C.
Source ID: ord-20afa5bc706447438ab9aeec519227a6Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At about 50° C., 26.4 g (0.40 mole) of 85% potassium hydroxide are solubilized in 100 g (1.0 mole) of 2,2,2-trifluoroethanol. After cooling at 25° C., 37.8 g (0.50 mole) of chloroacetonitrile are added dropwise to this solution. The temperature rises slowly to 40° C. and a precipitate appears. The reaction mixture is then brought gradually to 60° C.; after the addition of 300 ml of heptane, it is then brought to reflux. The whole of the vapour is condensed by means of a Dean and Stark apparatus. The lower phase of the condensate is separated after settling has taken place and distilled at atmospheric pressure. Yld: 19.6 g (28%), b.p. 125°-140° C. At about 50° C. rises slowly to 40° C. is then brought gradually to 60° C. to reflux condensed by means of a Dean and Stark apparatus The lower phase of the condensate is separated after settling distilled at atmospheric pressure
Source ID: ord-b943d4f14e2f4df6a265ef01fb4d83dcConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Obtained using the procedure described in section a of Example 2, starting with 19.6 g (0.141 mole) of (2,2,2-trifluoroethoxy)acetonitrile and 0.3 g (0.013 gram-atom) of sodium in 95 ml of methanol. Reaction time: 24 hours. Yld: 15.6 g (65%), b.p.15 44°-47° C. Obtained Reaction time 24 hours 15.6 g (65%), b.p.15 44°-47° C.
Source ID: ord-20afa5bc706447438ab9aeec519227a6Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Obtained using the procedure described in section a of Example 2, starting with 19.6 g (0.141 mole) of (2,2,2-trifluoroethoxy)acetonitrile and 0.3 g (0.013 gram-atom) of sodium in 95 ml of methanol. Reaction time: 24 hours. Yld: 15.6 g (65%), b.p.15 44°-47° C. Obtained Reaction time 24 hours 15.6 g (65%), b.p.15 44°-47° C.
Source ID: ord-20afa5bc706447438ab9aeec519227a6Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At about 50° C., 26.4 g (0.40 mole) of 85% potassium hydroxide are solubilized in 100 g (1.0 mole) of 2,2,2-trifluoroethanol. After cooling at 25° C., 37.8 g (0.50 mole) of chloroacetonitrile are added dropwise to this solution. The temperature rises slowly to 40° C. and a precipitate appears. The reaction mixture is then brought gradually to 60° C.; after the addition of 300 ml of heptane, it is then brought to reflux. The whole of the vapour is condensed by means of a Dean and Stark apparatus. The lower phase of the condensate is separated after settling has taken place and distilled at atmospheric pressure. Yld: 19.6 g (28%), b.p. 125°-140° C. At about 50° C. rises slowly to 40° C. is then brought gradually to 60° C. to reflux condensed by means of a Dean and Stark apparatus The lower phase of the condensate is separated after settling distilled at atmospheric pressure
Source ID: ord-b943d4f14e2f4df6a265ef01fb4d83dcConditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At about 50° C., 26.4 g (0.40 mole) of 85% potassium hydroxide are solubilized in 100 g (1.0 mole) of 2,2,2-trifluoroethanol. After cooling at 25° C., 37.8 g (0.50 mole) of chloroacetonitrile are added dropwise to this solution. The temperature rises slowly to 40° C. and a precipitate appears. The reaction mixture is then brought gradually to 60° C.; after the addition of 300 ml of heptane, it is then brought to reflux. The whole of the vapour is condensed by means of a Dean and Stark apparatus. The lower phase of the condensate is separated after settling has taken place and distilled at atmospheric pressure. Yld: 19.6 g (28%), b.p. 125°-140° C. At about 50° C. rises slowly to 40° C. is then brought gradually to 60° C. to reflux condensed by means of a Dean and Stark apparatus The lower phase of the condensate is separated after settling distilled at atmospheric pressure
Source ID: ord-b943d4f14e2f4df6a265ef01fb4d83dcConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-932c3bd42a0b4661b2b4de500f647630Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-720be29dae9b416ea3f0ce04f0c2e75dConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Obtained using the procedure described in section a of Example 2, starting with 19.6 g (0.141 mole) of (2,2,2-trifluoroethoxy)acetonitrile and 0.3 g (0.013 gram-atom) of sodium in 95 ml of methanol. Reaction time: 24 hours. Yld: 15.6 g (65%), b.p.15 44°-47° C. Obtained Reaction time 24 hours 15.6 g (65%), b.p.15 44°-47° C.
Source ID: ord-972c31eb90d243a9b52d0a8b5d25cc88Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: At about 50° C., 26.4 g (0.40 mole) of 85% potassium hydroxide are solubilized in 100 g (1.0 mole) of 2,2,2-trifluoroethanol. After cooling at 25° C. 37.8 g (0.50 mole) of chloroacetonitrile are added dropwise to this solution. The temperature rises slowly to 40° C. and a precipitate appears. The reaction mixture is then brought gradually to 60° C.; after the addition of 300 ml of heptane, it is then brought to reflux. The whole of the vapour is condensed by means of a Dean and Stark apparatus. The lower phase of the condensate is separated after settling has taken place and distilled at atmospheric pressure. Yld: 19.6 g (28%), b.p. 125°-140° C. At about 50° C. rises slowly to 40° C. is then brought gradually to 60° C. to reflux condensed by means of a Dean and Stark apparatus The lower phase of the condensate is separated after settling distilled at atmospheric pressure
Source ID: ord-14a4fbb99d134f74b4211193dd9c6c8dPubChem References
These sources are listed in the compound's public database record.
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