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CAS No.: | 759-24-0 |
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Name: | DIETHYL TERT-BUTYLMALONATE |
Molecular Structure: | |
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Formula: | C11H20 O4 |
Molecular Weight: | 216.277 |
Synonyms: | Malonicacid, tert-butyl-, diethyl ester (6CI,7CI,8CI); Propanedioic acid,(1,1-dimethylethyl)-, diethyl ester (9CI); Diethyl(1,1-dimethylethyl)propanedioate; Diethyl tert-butylmalonate; Diethyltert-butylmalonate; NSC 5178; tert-Butylmalonic acid diethyl ester |
Density: | 1.014 g/mL at 25 °C(lit.) |
Boiling Point: | 102-104 °C11 mm Hg(lit.) |
Flash Point: | 195 °F |
Solubility: | Immiscible with water. |
Safety: | 1781709 |
PSA: | 52.60000 |
LogP: | 1.77490 |
diethyl isopropylidenemalonate
methyl iodide
tert-butylmalonic acid diethyl ester
Conditions | Yield |
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Stage #1: methyl iodide With magnesium In diethyl ether at 0℃; Inert atmosphere; Stage #2: diethyl isopropylidenemalonate With copper(l) chloride In diethyl ether for 1.5h; Inert atmosphere; Cooling with ice; | 93% |
With magnesium; copper(l) chloride 1) ether, 2) ether, 30 min, heating; Yield given. Multistep reaction; |
diethyl isopropylidenemalonate
methyl manganese chloride
A
isopropenyl-malonic acid diethyl ester
B
tert-butylmalonic acid diethyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran for 2h; Product distribution; 1.) 0 deg C, 2.) 20 deg C; var organomanganeses.; | A 10% B 82% |
In tetrahydrofuran for 2h; 1.) 0 deg C, 2.) 20 deg C,; | A 10% B 82% |
diethyl 1,1-dimethylethyl(methylsulfonyl)malonate
tert-butylmalonic acid diethyl ester
Conditions | Yield |
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Stage #1: diethyl 1,1-dimethylethyl(methylsulfonyl)malonate With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; for 8h; Reflux; Stage #2: With water | 68% |
methyl magnesium iodide
diethyl isopropylidenemalonate
tert-butylmalonic acid diethyl ester
Conditions | Yield |
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Stage #1: methyl magnesium iodide; diethyl isopropylidenemalonate With copper(l) chloride In diethyl ether at 20℃; for 0.5h; Stage #2: With sulfuric acid; water In diethyl ether | 60% |
With diethyl ether anfangs unter Kuehlen, zuletzt bei kurzem Erhitzen; | |
With diethyl ether |
lithium dimethylcuprate
diethyl (1,3-dithian-2-ylidene)-1-propanedioate
A
diethyl isopropylidenemalonate
B
tert-butylmalonic acid diethyl ester
Conditions | Yield |
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In diethyl ether 1.) 0 deg C, 0.25 h; 2.) 23 deg C, 0.5 h.; | A 5% B 15% |
diethyl isopropylidenemalonate
methylmagnesium chloride
tert-butylmalonic acid diethyl ester
Conditions | Yield |
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In tetrahydrofuran 1.) -30 deg C, 2.) 20 deg C,; | 3% |
Conditions | Yield |
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With sodium ethanolate at 5℃; dann bei Raumtemperatur; | |
With sodium ethanolate at 5℃; in der Siedehitze; | |
Stage #1: diethyl malonate With sodium ethanolate In ethanol for 2h; Reflux; Stage #2: t-butyl bromide In ethanol for 6h; Reflux; |
diethyl ether
ethyl 3,3-dimethylbutanoate
triphenylmethyl sodium
Diethyl carbonate
tert-butylmalonic acid diethyl ester
methyl magnesium iodide
diethyl [bis(methylthio)methylene]malonate
tert-butylmalonic acid diethyl ester
Conditions | Yield |
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With copper(I) bromide In diethyl ether |
Conditions | Yield |
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With silver perchlorate In nitromethane at 0℃; |