ChemicalBook CAS DataBase List Propane, 2-methyl-1,1-bis(2-methylpropoxy)-

Propane, 2-methyl-1,1-bis(2-methylpropoxy)- synthesis

6synthesis methods

Product Name:Propane, 2-methyl-1,1-bis(2-methylpropoxy)-
CAS Number:13262-24-3
Molecular formula:C12H26O2
Molecular Weight:202.33

78-83-1 Synthesis

78-83-1
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$14.00/5mL

115-11-7
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$45.00/25g

Propane, 2-methyl-1,1-bis(2-methylpropoxy)-

13262-24-3
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97-85-8 Synthesis

97-85-8
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$21.00/25mL

33021-02-2
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$170.00/500mg

Yield:-

Reaction Conditions:

with tetrafluoroboric acid diethyl ether complex;(PCy₃)₂(CO)RuH(μ-OH)(μ-H)(PCy₃)(CO)RuH in decane;chlorobenzene at 100; for 24 h;Schlenk technique;Autoclave;Inert atmosphere;

Steps:

6 Synthesis of 2,5-dimethylhex-2-ene from isobutanol, isobutylene, (PCy₃)₂(CO)RuH(μ-OH)(μ-H)(PCy₃)(CO)RuH and HBF₄.Et₂O (1:2 molar ratio)

A stock solution consisting of isobutanol (46.8 wt %), n-decane (0.7 wt %) and chlorobenzene (52.5 wt %) was prepared. A portion of the stock solution (6.7071 g stock solution, 42.3 mmoles isobutanol) was transferred to a Schlenk flask followed by 67 μL of HBF₄.Et₂O (0.5 mmoles). The isobutanol/chlorobenzene/n-decane/HBF₄.Et₂O mixture was then degassed by 3× freeze/pump/thaw cycles. In the glovebox, the ruthenium compound (PCy₃)₂(CO)RuH(μ-OH)(μ-H)(PCy₃)(CO)RuH (0.2042 g, 0.24 mmoles) was massed into an oven-dried 75 mL Hastelloy C autoclave equipped with a stir bar, followed by the isobutanol solution. The autoclave was then sealed, removed from the glovebox and isobutylene (2.3 g, 41 mmoles) was charged into the autoclave. The autoclave was then place in a 100° C. oil bath and the reaction mixture stirred at this temperature for 24 hours. Afterwards, the autoclave was cooled to room temperature, vented and opened. An aliquot was removed from the reactor, filtered through a plug of SiO₂, the SiO₂plug was then flushed with an equal volume of 4% methanol in dichloromethane and the dichloromethane/methanol flush combined with the reaction filtrate was then analyzed by GC using the method listed above. GC analysis revealed that the product 2,5-dimethylhex-2-ene had formed, but was present in small amounts. Confirmation of its existence was confirmed by GC/MS and by spiking the product mixture with known 2,5-dimethylhex-2-ene. Quantification revealed that the product formed in <1% selectivity. The primary products that formed were identified by GC/MS. The primary products were 2-methyl-1,1-bis(2-methylpropoxy)propane, 1-tert-butoxy-2-methylpropane and 2-methylpropyl 2-methylpropanoate and were formed in 46%, 39% and 6% selectivity at 43% isobutanol conversion.