Reaction #4062034
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-65f3126850e54c33abb9da18c365f6a8No renderable structure data available
COC(=O)C(C(C(=O)OC)(F)F)(F)FChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | dimethyl 2,2,3,3-tetrafluorobutanedioate |
|---|---|
| IUPAC Name | — |
| CAS Number | 356-36-5 |
| Database ID | 2737124 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
dimethyl 2,2,3,3-tetrafluorobutanedioate (CAS 356-36-5) 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 2737124
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
10 reactions · 10 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-65f3126850e54c33abb9da18c365f6a8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. Anal.: Calcd for C8H10F4O5 :C, 36.65; H, 3.85; F, 28.99. Found: C, 36.45; H, 3.95; F, 28.70. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-17efde729a504172899a9c4e4775a4beConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)-1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. Anal.: Calcd for C8H10F4O5 : C, 36.65; H, 3.85; F, 28.99. Found: C, 36.45; H, 3.95; F, 28.70. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-3607bd28625241678fc8f6142c3f7e2eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)-1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. Anal.: Calcd. for C8H10F4O5 : C, 36.65; H, 3.85; F, 28.99. Found: C, 36.45; H, 3.95; F, 28.70. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-51d11ba889f641ab9f1ce7f7f6fefa6fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. Anal.: Calcd for C8H10F4O5 :C, 36.65; H, 3.85; F, 28.99. Found: C, 36.45; H, 3.95; F, 28.70. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-17efde729a504172899a9c4e4775a4beConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-65f3126850e54c33abb9da18c365f6a8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)-1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-0a1296af96d040a194284b7d96aa55a7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)-1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. Anal.: Calcd for C8H10F4O5 : C, 36.65; H, 3.85; F, 28.99. Found: C, 36.45; H, 3.95; F, 28.70. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-3607bd28625241678fc8f6142c3f7e2eConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)-1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. Anal.: Calcd. for C8H10F4O5 : C, 36.65; H, 3.85; F, 28.99. Found: C, 36.45; H, 3.95; F, 28.70. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-51d11ba889f641ab9f1ce7f7f6fefa6fConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 43.6 g (0.20 mol) of dimethyl tetrafluorosuccinate, 16.1 g (0.20 mol) of 2-chloroethanol, and 100 mL of DMSO was stirred and maintained at 25°-35° while 9.6 g (0.20 mol) of 50% NaH in mineral oil were added portionwise. The resulting mixture was stirred overnight, and then poured into 500 mL of cold water. Ether (300 mL) was added, and the resulting mixture was shaken. After mixture separated into layers, the ether layer was separated, washed with 100 mL of water, dried over CaSO4, filtered and distilled to give 23.1 g (44%) of 2-methoxy-2-(2-methoxycarbonyltetrafluoroethyl)1,3-dioxolane, b.p. 72°-72.5° at 13 Pa (0.1 mm). IR (neat) and NMR (CCl4) spectra of the product were consistent with the assigned structure. Anal.: Calcd for C8H10F4O5 :C, 36.65; H, 3.85; F, 28.99. Found: C, 36.45; H, 3.95; F, 28.70. were added portionwise The resulting mixture was stirred overnight the resulting mixture was shaken After mixture separated into layers the ether layer was separated washed with 100 mL of water dried over CaSO4 filtered distilled
Source ID: ord-17efde729a504172899a9c4e4775a4bePubChem References
These sources are listed in the compound's public database record.
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