85153-63-5

Basic information

• Product Name: methyl 2,2-diethylacetoacetate
• Synonyms: methyl 2,2-diethylacetoacetate;2,2-Diethyl-3-oxobutanoic acid methyl ester;Einecs 285-846-0
• CAS NO: 85153-63-5
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.22154
• EINECS: 285-846-0
• Mol File: 85153-63-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 198.9°C at 760 mmHg
• Flash Point: 74.1°C
• Appearance: /
• Density: 0.968g/cm³
• Vapor Pressure: 0.352mmHg at 25°C
• Refractive Index: 1.425
• CAS DataBase Reference: methyl 2,2-diethylacetoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,2-diethylacetoacetate(85153-63-5)
• EPA Substance Registry System: methyl 2,2-diethylacetoacetate(85153-63-5)

Safety Data

• Hazardous Substances Data: 85153-63-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H16O3/c1-5-9(6-2,7(3)10)8(11)12-4/h5-6H2,1-4H3

Upstream product

• 105-45-3 acetoacetic acid methyl ester 
• 67-56-1 methanol 
• 141-97-9 ethyl acetoacetate 
• 75-03-6 ethyl iodide 
• 1619-57-4 ethyl 2,2-diethyl-3-oxobutanoate 

Downstream Products

• 88-09-5 2-Ethylbutanoic acid 
• 6137-03-7 3-ethyl-2-pentanone 
• 816-11-5 2-ethyl-butyric acid methyl ester 
• 22911-36-0 3-(p-Toluolsulfonyloxy)-2,2-diethyl-butanol-⁽¹⁾ 
• 22911-35-9 3-(p-Toluolsulfonyloxy)-2,2-diethyl-buttersaeure-methylester 
• 22911-37-1 2,2-diethyl-3-(toluene-4-sulfonyloxy)-butyraldehyde 

Relevant articles and documents

Catalytic hydroalkylation of olefins by stabilized carbon nucleophiles promoted by dicationic platinum(II) and palladium(II) complexes

The coordinated olefin in dicationic platinum(II) and palladium(II) complexes [M(PNP)(olefin)](SbF6)2 (M = Pt, Pd; PNP = 2,6-bis(diphenylphosphinomethyl)pyridine; olefin = ethylene, propylene) reacts with β-dicarbonyl compounds (pentane-2,4-dione and methyl-3-oxobutanoate). If the proton released after the nucleophilic attack is trapped by a base, stable σ-alkyl derivatives [(PNP)M-CH2-CH(R)CH(Ac)COR′] SbF6 (R = H, Me; R′ = Me, OMe) are formed; otherwise the M-C σ-bond can be cleaved by the proton, in the rate-determining step of a catalytic cycle that leads to the alkylated dicarbonyl compound. The β-diketone is intrinsically more reactive than the β-ketoester, but in the catalytic reaction of the former an inhibition effect is observed in the case of the platinum catalyst.