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Levulinic acid

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Identification
Molecular formula
C6H10O3
CAS number
123-76-2
IUPAC name
2-[(1R)-cyclohex-3-en-1-yl]-2-oxo-acetic acid
State
State

Levulinic acid is typically a crystalline solid at room temperature. Its hygroscopic nature means it can appear slightly wet or syrupy if exposed to the air for extended periods, due to moisture absorption.

Melting point (Celsius)
33.00
Melting point (Kelvin)
306.15
Boiling point (Celsius)
246.00
Boiling point (Kelvin)
519.15
General information
Molecular weight
116.12g/mol
Molar mass
116.1160g/mol
Density
1.1460g/cm3
Appearence

Levulinic acid typically appears as a white crystalline solid or powder. When impure, it can have a light yellow color. It is hygroscopic and can absorb moisture from the air, leading to a syrupy or partially liquid consistency. In its pure form, levulinic acid is quite solid at room temperature.

Comment on solubility

Solubility of 2-[(1R)-cyclohex-3-en-1-yl]-2-oxo-acetic acid

2-[(1R)-cyclohex-3-en-1-yl]-2-oxo-acetic acid is known for its intriguing solubility characteristics, which can be influenced by a variety of factors. Here’s what you should know:

  • Polarity: This compound exhibits both polar and nonpolar characteristics due to the presence of carboxylic acid groups and a cyclohexene ring. As a result, its solubility can be variable.
  • Solvent Compatibility: Generally, it is more soluble in polar solvents such as water, alcohols, or dimethyl sulfoxide (DMSO), compared to nonpolar solvents.
  • Temperature Dependency: Its solubility may increase with temperature, allowing for improved interactions between the molecules and the solvent.

Understanding these factors is crucial when working with this compound, as solubility affects its reactivity, stability, and overall applications in various chemical contexts. Therefore, it is essential to perform solubility tests under specific conditions to ascertain its behavior in different environments.

Interesting facts

Interesting Facts about 2-[(1R)-cyclohex-3-en-1-yl]-2-oxo-acetic acid

2-[(1R)-cyclohex-3-en-1-yl]-2-oxo-acetic acid is a fascinating compound that showcases a blend of organic chemistry and potential applications in various fields. Here are some intriguing facts about this compound:

  • Structural Versatility: This compound features a cyclohexene ring, which is known for its unique reactivity. The presence of a double bond makes it an interesting candidate for various chemical reactions, including polymerization and addition reactions.
  • Functional Groups: The -oxo-functional group and the carboxylic acid moiety are essential in determining the chemical behavior and reactivity of the compound. These functional groups play a crucial role in the compound's ability to participate in biochemical processes.
  • Biological Relevance: Compounds similar to 2-[(1R)-cyclohex-3-en-1-yl]-2-oxo-acetic acid often exhibit bioactivity. Researchers have noted that derivatives of this type can interact with various biological targets, leading to potential pharmaceutical applications.
  • Analytical Interest: Due to its unique structure, this compound can serve as a valuable model in the study of reaction mechanisms and stereochemistry. It's often used as a reference compound in analytical chemistry for method development.
  • Synthetic Pathways: There are diverse synthetic routes available for producing this compound, making it an attractive subject for synthetic organic chemists. Its synthesis involves strategies such as cyclization and functionalization of existing compounds.

The study of 2-[(1R)-cyclohex-3-en-1-yl]-2-oxo-acetic acid exemplifies how a seemingly simple molecule can hold a wealth of information and potential benefits for various scientific domains. As noted by chemists, “The beauty of organic chemistry lies in the diversity of structures and the corresponding reactivity they exhibit.”


Synonyms
Ketomycin
23364-22-9
(R)-alpha-Oxo-3-cyclohexene-1-acetic acid
2-[(1R)-cyclohex-3-en-1-yl]-2-oxoacetic acid
Antibiotic R-3
(R)-2-(Cyclohex-3-en-1-yl)-2-oxoacetic acid
Antibiotic T 86A
3-Cyclohexene-1-acetic acid, alpha-oxo-, (R)- (9CI)
Cyclohexenyl-1-glyoxalic acid
BRN 2964900
3-Cyclohexene-1-acetic acid, alpha-oxo-, (R)-
3-Cyclohexene-1-glyoxylic acid, (R)-
starbld0000865
(R)-3-Cyclohexenylglyoxylsaure
DTXSID00946035
AKOS040746953
(Cyclohex-3-en-1-yl)(oxo)acetic acid
HY-116936