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Cyclobutane-1,2-dicarboxylic acid

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Identification
Molecular formula
C6H8O4
CAS number
5445-51-2
IUPAC name
cyclobutane-1,2-dicarboxylic acid
State
State

At room temperature, cyclobutane-1,2-dicarboxylic acid is a crystalline solid.

Melting point (Celsius)
167.00
Melting point (Kelvin)
440.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
158.13g/mol
Molar mass
158.1550g/mol
Density
1.5065g/cm3
Appearence

Cyclobutane-1,2-dicarboxylic acid typically appears as a white crystalline solid.

Comment on solubility

Solubility of Cyclobutane-1,2-dicarboxylic Acid

Cyclobutane-1,2-dicarboxylic acid, with the chemical formula C6H8O4, exhibits interesting solubility characteristics that are noteworthy for various applications. This compound is a dibasic acid with two carboxylic acid functional groups, which significantly influence its solubility behavior.

Key points regarding the solubility of this compound include:

  • Polar Nature: The presence of two -COOH groups increases the polarity of the molecule, enhancing its solubility in polar solvents like water.
  • Solvent Interaction: Cyclobutane-1,2-dicarboxylic acid is expected to form hydrogen bonds with water molecules, which contributes to its solubility in aqueous solutions.
  • Solubility Limits: Although soluble in water, the extent of solubility may be limited by the overall hydrophobic nature of the cyclobutane ring, which could restrict the extent of hydrogen bonding.
  • Comparison with Similar Compounds: Compared to its linear counterparts, dicarboxylic acids with longer carbon chains tend to have increasing solubility due to greater van der Waals interactions.

Overall, while cyclobutane-1,2-dicarboxylic acid demonstrates moderate solubility in water, its unique structure necessitates careful consideration when used in various chemical applications to maximize its effectiveness.

Interesting facts

Interesting Facts about Cyclobutane-1,2-Dicarboxylic Acid

Cyclobutane-1,2-dicarboxylic acid is an intriguing compound in the realm of organic chemistry, primarily known for its unique structure and potential applications. Here are some interesting points to consider:

  • Structural Uniqueness: This compound features a cyclobutane ring, which is a four-membered cyclic structure. Its dicarboxylic acid form includes two carboxylic acid (-COOH) groups attached to different carbon atoms of the ring, contributing to its reactivity and properties.
  • Potential Applications: Cyclobutane-1,2-dicarboxylic acid has potential utility in the synthesis of various organic materials. It can serve as a building block for more complex compounds, especially in the field of polymer science and medicinal chemistry.
  • Reactivity: The presence of two carboxylic functional groups can lead to interesting reactivity patterns. This compound can easily undergo esterification or amide formation reactions, making it valuable for further chemical transformations.
  • Influence on Properties: The arrangement of the dicarboxylic acid groups significantly influences the physical and chemical properties of the compound, including acidity and solubility in various solvents.
  • Cyclobutane Derivatives: The study of cyclobutane and its derivatives, including this dicarboxylic acid, helps scientists understand strain in cyclic compounds and their stability, leading to insights in various fields including materials science and biochemistry.

In summary, Cyclobutane-1,2-dicarboxylic acid stands out not just for its structure, but also for the potential it holds in chemical synthesis and applications in various scientific fields. As students or practitioners in chemistry, understanding such compounds enhances our ability to innovate and explore new chemical territories.

Synonyms
cyclobutane-1,2-dicarboxylic acid
3396-14-3
1,2-Cyclobutanedicarboxylic acid
USAF ST-3
trans-1,2-Cyclobutanedicarboxylic acid
MFCD13196659
(1R,2S)-rel-Cyclobutane-1,2-dicarboxylic acid
1,2-CYCLOBUTANEDICARBOXYLIC ACID, (E)-
MFCD00019263
cyclobutane-1,2-dicarboxylicacid
1,2-Cyclobutanedicarboxylic acid, trans-
EINECS 214-392-8
EINECS 222-249-6
NSC 527264
AI3-50496
SCHEMBL339332
WLN: L4TJ AVQ BVQ -T
DTXSID50871828
SUSAGCZZQKACKE-UHFFFAOYSA-N
NSC527264
AKOS015966505
EX-A3316-7
NSC-527264
SB11036
SB13016
SB22487
AS-40796
SY096913
SY189167
DB-042830
DB-336940
CS-0049639
NS00045296
EN300-72287