3,3-Dimethylpentanoic acid Chemical Properties

Melting point:

53.5 °C

Boiling point:

213 °C(Press: 778 Torr)

Density 

0.9348 g/cm3(Temp: 25 °C)

pka

4.81±0.10(Predicted)

InChI

InChI=1S/C7H14O2/c1-4-7(2,3)5-6(8)9/h4-5H2,1-3H3,(H,8,9)

InChIKey

UPURPFNAFBQPON-UHFFFAOYSA-N

SMILES

C(O)(=O)CC(C)(C)CC

3,3-Dimethylpentanoic acid Usage And Synthesis

Definition

ChEBI: Beta,beta-dimethyl valeric acid is a methyl-branched fatty acid.

Synthesis

To a solution of diethyl 2-(1,1-dimethylpropyl)propanedioate (2.4 g, 9.9001 mmol) in DMSO (50 mL) and water (10 mL) was added lithium hydroxide hydrate (2.1 g, 50.043 mmol) and the mixture was stirred at 120 °C for 22 hours. The mixture was acidified to pH 2-3 with 1N hydrochloric acid and extracted with ethyl acetate (2 x 40 mL). The combined organic layers were washed with brine (3 x 30 mL) and water (30 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to give 3,3-dimethylpentanoic acid (1.23 g, 91%) as a yellow oil.

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