5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6-
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![5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6- structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/2a77ea648439426cb9bee5a77a5978a5.png "5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6-")
5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6-
structure -
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CAS No:
15568-85-1
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Formula:
C8H10O5
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Chemical Name:
5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6-
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Synonyms:
5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione;methoxymethylene cyclic isopropylidene malonate;methoxymethylene Meldrum"s acid;5-(methoxymethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione;1,3-Dioxane-4,6-dione, 5-(methoxymethylene)-2,2-dimethyl-;MFCD00599240;NSC662768;5-Methoxymethylene-2,2-dimethyl-[1,3]dioxane-4,6-dione
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CAS No:
5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6- Basic Attributes
186.16
186.052826
662768
DTXSID10165952
2934999090
5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6- Use and Manufacturing
The Meldrum's acid [1] (50.0 g, 347 mmol) and trimethyl orthoformate [2] (184 g) were charged into a 500 mL four-necked flask and heated under reflux for 1 hour. After completion of the reaction, the solvent was removed by an evaporator, and the crude product was recrystallized in a hexane / tetrahydrofuran mixed solvent to give 43.7 g of the compound [66] (yield: 68percent).A solution of 2, 2-dimethyl-1, 3-dioxane-4, 6-dione (10.0g, 69.4mmol) disolved in trimethoxymethane (40mL, 366mmol) was refluxed at 110°C for 3 hours.Then the reaction mixture was cooled to room temperatue and yellow crystalformed, the crystal was filtered out, washed with petroleum ether and dried in the air to give the titled compound as a light yellow crystaline solid (7.5g, 59percent). 1H NMR (400 MHz, Chloroform-d) δ 8.15 (s, 1H), 4.27 (s, 3H), 1.72(s, 6H).
Computed Properties
Molecular Weight:186.16
XLogP3:0.9
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:186.05282342
Monoisotopic Mass:186.05282342
Topological Polar Surface Area:61.8
Heavy Atom Count:13
Complexity:254
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-Methoxymethylene- 2,2-dimethyl-[1,3]dioxane-4,6-
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