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Fumaric acid

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Identification
Molecular formula
C4H4O4
CAS number
110-17-8
IUPAC name
but-2-ynedioic acid
State
State

At room temperature, fumaric acid is in a solid state. It is characterized by its crystalline structure, which is common among many organic acids.

Melting point (Celsius)
287.00
Melting point (Kelvin)
560.00
Boiling point (Celsius)
287.00
Boiling point (Kelvin)
560.00
General information
Molecular weight
116.07g/mol
Molar mass
116.0720g/mol
Density
1.6350g/cm3
Appearence

Fumaric acid appears as a white, crystalline compound with no odor. It can also be found in the form of a fine powder. It commonly occurs naturally in various fruits and vegetables.

Comment on solubility

Solubility of But-2-ynedioic Acid (C4H4O4)

But-2-ynedioic acid, also known as fumaric acid, exhibits interesting solubility properties that are important in various chemical processes. Its solubility can be characterized by the following points:

  • Polar Nature: Due to the presence of two carboxylic acid groups (-COOH), but-2-ynedioic acid is highly polar, which enhances its solubility in polar solvents.
  • Solubility in Water: This compound is moderately soluble in water, demonstrating a solubility of approximately 6 g/100 mL at room temperature. This means it can dissociate into its ionic form and interact favorably with water molecules.
  • Solubility in Organic Solvents: But-2-ynedioic acid is also soluble in a variety of organic solvents, such as ethanol and methanol, making it versatile in organic synthesis.
  • Temperature Effect: The solubility can change with temperature; generally, higher temperatures increase the solubility due to enhanced molecular interactions.

Overall, the intriguing solubility characteristics of but-2-ynedioic acid play a crucial role in its applications in organic chemistry and materials science. Its ability to dissolve in both polar and nonpolar solvents enhances its utility in various reactions.

Interesting facts

Interesting Facts about But-2-ynedioic Acid

But-2-ynedioic acid, also known by its systematic name 2-butyne-1,4-dioic acid, is a fascinating compound that plays a significant role in organic chemistry and biochemistry. Here are some captivating aspects of this compound:

  • Structure and Isomerism: But-2-ynedioic acid features a unique linear structure with two carboxylic acid groups at each end of a two-carbon alkyne chain. This structure allows it to exhibit both cis and trans isomerism due to the presence of a triple bond.
  • Biochemical Relevance: This compound can be involved in various biochemical pathways, serving as a precursor for the synthesis of biologically significant compounds.
  • Industrial Applications: But-2-ynedioic acid is utilized in the manufacture of various chemicals and polymers, showcasing its versatility in organic synthesis.
  • Acidity: With two carboxylic acid groups, this compound exhibits strong acidic properties, contributing to its reactivity in different chemical reactions.
  • Historical Context: Compounds like but-2-ynedioic acid have been studied for decades, broadening our understanding of alkyne functionality and its derivatives.
  • Use in Reactions: This compound can undergo various chemical reactions, including condensation reactions, making it an essential reagent in synthetic chemistry.

In conclusion, but-2-ynedioic acid is not just an ordinary organic compound; it presents ample opportunities for research and application in multiple fields, showcasing the beauty and complexity of organic chemistry.

Synonyms
acetylenedicarboxylic acid
142-45-0
but-2-ynedioic acid
2-butynedioic acid
Butynedioic acid
2-Butyne-1,4-dioic acid
Acetylendicarboxylate
2D2OJ4KO44
CHEBI:30781
NSC 1903
NSC-1903
EINECS 205-536-0
acetylene dicarboxylic acid
NSC-631597
DTXSID3059715
Acetylenedicarboxylic acid (8CI)
NSC631597
Acetylenedicarboxylicacid
2-Butyne-1,4-dioic Acid; Butynedioic Acid; NSC 1903; NSC 631597;
2Butynedioic acid
MFCD00004362
acetylene dicarboxylic
HOOCC=CCOOH
bmse000416
SCHEMBL4200
UNII-2D2OJ4KO44
AcetylendicarbonsA currencyure
CHEMBL1874364
DTXCID9034608
Acetylenedicarboxylic acid, 95%
NSC1903
STR04631
BBL011589
STL163325
AKOS005716724
FA43743
BP-21137
DB-020755
A0088
CS-0020047
NS00024629
EN300-20004
C03248
F15439
Q410634
F0001-0497
205-536-0