No renderable structure data available
CC1=CC(=O)OC1=OChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 3-methylfuran-2,5-dione |
|---|---|
| IUPAC Name | — |
| CAS Number | 616-02-4 |
| Database ID | 12012 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
3-methylfuran-2,5-dione (CAS 616-02-4) 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 12012
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-8f7feb5035ef48abafd2a99705766632Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-b0e84ab84b8f4b1c987795cc0bc265deConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-9ef4bd52877f4aa09b161b7e7570f5c6Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-fb3074b748384d428eeeb526d222781bConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: The procedure of comparative Example 1 was followed in the reaction of 162 grams butadiene, 336 grams citraconic acid anhydride, 20 grams paratoluenethiol, 15.9 grams lauroylperoxide and 2,500 milliliters cyclohexanon. There was obtained 240 grams butadiene-citraconic anhydride copolymer, which had an intrinsic viscosity of 0.19 and paratoluylthio in an amount of 6.7 percent of the total polymer. 17.7 grams polymer, 7.1 grams lithium hydroxide 1H2O solution and 400 grams water were charged to a 500-milliliter separable flask and heated with stirring for 2 hours. The whole, after being cooled, was further added with 70 milliliters of 1 mol/liter magnesium acetate solution and stirred for 1 hour. A portion of the resulting liquid was sampled and heated, whereupon it turned into a jelly-like solid. This solid returned to its initial liquid state when cooled back. The composition is referred to as E-5. 30 grams of this composition were kneaded and admixed with 100 grams of 25 percent solution of polyvinylalcohol having a saponification value of 85 percent and a polymerization degree of about 500. The admixture was disposed at room temperature for 7 days, whereupon both were found satisfactorily mixed and dispersed. The composition turned out to be somewhat hard jelly-like solid when it was heated, and returned to its initial liquid state when cooled.
Source ID: ord-4dae00010e9f4f919fefc3135a8a3285Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-8f7feb5035ef48abafd2a99705766632Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-methyl-2,5-furandione (citraconic anhydride, 1 g), AlBr3 (26 mg) and Br2 (0.46 mL) was heated at 120° C. overnight. Ethyl acetate was then added and the organic phase was washed with HCl 0.1% and then with brine. The organic phase was dried and concentrated in vacuo to give the crude product (1.680 g) that was used without further purification. the organic phase was washed with HCl 0.1% The organic phase was dried concentrated in vacuo
Source ID: ord-7740d3fce82847729128eaba9969fa7fConditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A mixture of 3-methyl-2,5-furandione (citraconic anhydride, 1 g), AlBr3 (26 mg) and Br2 (0.46 mL) was heated at 120° C. overnight. Ethyl acetate was then added and the organic phase was washed with HCl 0.1% and then with brine. The organic phase was dried and concentrated in vacuo to give the crude product (1.680 g) that was used without further purification. the organic phase was washed with HCl 0.1% The organic phase was dried concentrated in vacuo
Source ID: ord-7740d3fce82847729128eaba9969fa7fConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of citraconic anhydride (0. 1 M) in pyridine (20 ml)was treated with 4-(1-piperidyl)aniline (0. 1 M). The reaction mixture was heated to 90° C. for six hours. The reaction mixture was then concentrated in vacuo and the residue was extracted into ethyl acetate. The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid, then dried over sodium sulphate and finally concentrated in vacuo. The residue obtained was chromatographed over silica gel to afford the desired product. The reaction mixture was then concentrated in vacuo the residue was extracted into ethyl acetate The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid dried over sodium sulphate finally concentrated in vacuo The residue obtained was chromatographed over silica gel
Source ID: ord-71ff7a11642e43e8b695e9642ebc3edcConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of citraconic anhydride (0.1 M) in pyridine (20 ml)was treated with octylamine (0.1 M). The reaction mixture was heated to 90° C. for six hours. The reaction mixture was then concentrated in vacuo and the residue was extracted into ethyl acetate. The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid, then dried over sodium sulphate and finally concentrated in vacuo. The residue obtained was chromatographed over silica gel to afford the desired product. The reaction mixture was then concentrated in vacuo the residue was extracted into ethyl acetate The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid dried over sodium sulphate finally concentrated in vacuo The residue obtained was chromatographed over silica gel
Source ID: ord-8edd79e501f94a3d8d2e385151340b7fConditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of citraconic anhydride (0.1 M) in pyridine (20 ml)was treated with nonylamine (0.1 M). The reaction mixture was heated to 90° C. for six hours. The reaction mixture was then concentrated in vacuo and the residue was extracted into ethyl acetate. The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid, then dried over sodium sulphate and finally concentrated in vacuo. The residue obtained was chromatographed over silica gel to afford the desired product. The reaction mixture was then concentrated in vacuo the residue was extracted into ethyl acetate The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid dried over sodium sulphate finally concentrated in vacuo The residue obtained was chromatographed over silica gel
Source ID: ord-c4f0d98d74744d46aebfdefe3b27bb94Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: A solution of citraconic anhydride (0.1 M) in pyridine (20 ml)was treated with nonylamine (0.1 M). The reaction mixture was heated to 90° C. for six hours. The reaction mixture was then concentrated in vacuo and the residue was extracted into ethyl acetate. The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid, then dried over sodium sulphate and finally concentrated in vacuo. The residue obtained was chromatographed over silica gel to afford the desired product. The reaction mixture was then concentrated in vacuo the residue was extracted into ethyl acetate The ethyl acetate layer was washed with water and with cold aqueous hydrochloric acid dried over sodium sulphate finally concentrated in vacuo The residue obtained was chromatographed over silica gel
Source ID: ord-c4f0d98d74744d46aebfdefe3b27bb94PubChem References
These sources are listed in the compound's public database record.
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