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tert-Butyl acetoacetate

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Identification
Molecular formula
C8H14O3
CAS number
1694-31-1
IUPAC name
tert-butyl 3-oxobutanoate
State
State

At room temperature, this compound is in a liquid state.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
173.00
Boiling point (Kelvin)
446.15
General information
Molecular weight
144.17g/mol
Molar mass
144.1730g/mol
Density
1.0150g/cm3
Appearence

tert-Butyl acetoacetate is a colorless to pale yellow liquid. It possesses a fruity odor, making it quite identifiable. It is commonly handled and stored under ambient conditions.

Comment on solubility

Solubility of tert-butyl 3-oxobutanoate

tert-butyl 3-oxobutanoate shows moderate solubility in various solvents, primarily due to its unique chemical structure. Here is a breakdown of its solubility characteristics:

  • Polar solvents: tert-butyl 3-oxobutanoate is generally soluble in polar solvents such as water and alcohols. The presence of the carbonyl group (C=O) enhances its capacity to interact with polar molecules.
  • Non-polar solvents: The compound can dissolve in non-polar solvents like hydrocarbons to a lesser extent, although this may not be as favorable compared to polar options.
  • Temperature influence: Increasing temperature can increase solubility for many compounds, including tert-butyl 3-oxobutanoate. Hence, warmer conditions may be beneficial when attempting to dissolve this compound.

It is often noted that the solubility can be affected by factors such as pH, the presence of other solutes, and overall molecular interactions. Therefore, understanding the solubility behavior of tert-butyl 3-oxobutanoate requires a consideration of these dynamics for practical applications.
In conclusion, while the compound exhibits moderate solubility in both polar and non-polar solvents, its solubility characteristics are largely dictated by the environment in which it is placed.

Interesting facts

Interesting Facts about tert-butyl 3-oxobutanoate

tert-butyl 3-oxobutanoate, an intriguing ester, is often explored in organic chemistry due to its unique properties and reactivity. Here are some fascinating insights:

  • Versatile Building Block: This compound serves as a significant intermediate in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. Its ketone functionality allows for diverse reactions such as nucleophilic additions.
  • Natural Occurrence: It is worth noting that some derivatives of this compound can be found in certain biological systems, contributing to metabolic processes and biochemical pathways.
  • Reaction Potential: tert-butyl 3-oxobutanoate can participate in Aldol Condensations, leading to the formation of more complex carbon skeletons - a fundamental aspect of building larger and more complex molecules in synthetic chemistry.
  • Flavor and Fragrance: Some esters, including those related to tert-butyl 3-oxobutanoate, have pleasant aromas and flavors, which makes them desirable in the food and cosmetic industries.
  • Reference in Literature: This compound is mentioned in various research papers that explore its mechanistic pathways and applications, underlining its importance in synthetic methodologies and industrial applications.

The exploration of tert-butyl 3-oxobutanoate highlights the dynamic nature of organic chemistry, as even a simple ester can serve as a gateway to a multitude of complex reactions and applications in science and industry.

Synonyms
tert-butyl acetoacetate
1694-31-1
tert-Butyl 3-oxobutanoate
t-Butyl acetoacetate
Acetoacetic acid, tert-butyl ester
Butanoic acid, 3-oxo-, 1,1-dimethylethyl ester
tert-Butyl 3-oxobutyrate
Acetoacetic Acid tert-Butyl Ester
Butyl acetoacetate, tert-
UNII-1D3DOS61GX
1D3DOS61GX
1,1-dimethylethyl acetoacetate
DTXSID4044402
ter'-Butylacetoacetate
EINECS 216-904-5
NSC-42869
DTXCID2024402
TERT-BUTYL ACETYLACETONATE
EC 216-904-5
NSC 42869
Eastman TBAA
tbutyl acetoacetate
1,1Dimethylethyl 3oxobutanoate
Butanoic acid, 3oxo, 1,1dimethylethyl ester
216-904-5
230-356-4
inchi=1/c8h14o3/c1-6(9)5-7(10)11-8(2,3)4/h5h2,1-4h
jkuyramkjlmylo-uhfffaoysa-n
tert-Butyl Oxobutyrate
MFCD00008811
t-butylacetoacetate
TBAA
tert-butylacetoacetate
t-butyl acetoaceate
tertbutylacetoacetate
t-Butyl-3-oxobutyrate
tert.-butyl acetoacetate
tert-Butyl-3-oxobutyrate
acetoacetate t-butyl ester
tertiary butyl acetoacetate
acetoacetic tert-butyl ester
SCHEMBL82881
tert-Butyl 3-oxobutanoate #
T-BUTYL 3-OXOBUTANOATE
CHEMBL3187029
acetoacetic acid tert.butyl ester
acetoacetic acid-tert. butylester
1,1-dimethylethyl 3-oxobutanoate
3-oxobutyric acid tert-butyl ester
NSC42869
3-oxo-butyric acid tert-butyl ester
Tox21_302057
AKOS000119489
DS-3420
FB01780
NCGC00255936-01
CAS-1694-31-1
DB-064737
A0816
CS-0006847
NS00001032
tert-Butyl acetoacetate, reagent grade, 97%
tert-Butyl acetoacetate, reagent grade, 98%
EN300-20336
D70417
doi:10.14272/JKUYRAMKJLMYLO-UHFFFAOYSA-N.1
Q27252262
F0001-0773
tert-Butyl acetoacetate, Vetec(TM) reagent grade, 97%
tert-Butyl acetoacetate, Lonza quality, >=98.0% (w/w) (GC)
tert-Butyl acetoacetate, produced by Wacker Chemie AG, Burghausen, Germany, >=98.0% (GC)