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Tartrazine

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Identification
Molecular formula
C16H9N4Na3O9S2
CAS number
1934-21-0
IUPAC name
2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid
State
State

Tartrazine is typically found in a solid state at room temperature. As a dye, it is often incorporated into various products rather than used in its pure form.

Melting point (Celsius)
300.00
Melting point (Kelvin)
573.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
534.36g/mol
Molar mass
534.3600g/mol
Density
1.6800g/cm3
Appearence

Tartrazine is a yellow synthetic azo dye primarily used as a food coloring. It appears as a bright reddish-orange powder when in its raw form. Tartrazine is known for its vivid and striking coloration.

Comment on solubility

Solubility of 2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid

The solubility of 2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid can be characterized by several important factors:

  • Polar Functional Groups: The presence of multiple sulfonic acid groups (–SO3H) in this compound significantly enhances its aqueous solubility. Compounds featuring sulfonic acid groups often exhibit a high degree of polarity.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules further contributes to its solubility. Polar groups enable stronger interactions with the solvent.
  • Salt Formation: When 2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid is neutralized with bases, it can form soluble salts, enhancing its overall solubility profile.
  • Environmental Factors: Temperature and pH can also influence solubility. Increased temperature typically increases solubility for many organic compounds.

In conclusion, due to its highly polar nature and capacity for hydrogen bonding, 2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid is likely to be quite soluble in water, making it an interesting subject for further study in various chemical applications.

Interesting facts

Interesting Facts about 2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid

The compound known as 2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid is a fascinating example of an azo dye, renowned for its significant applications in various fields. Here are some intriguing facts about this compound:

  • Azo compound characteristics: Azo compounds, characterized by the presence of a N=N double bond, are widely utilized as dyes due to their vibrant colors and ability to form complex structures with various substrates.
  • Color properties: Depending on the specific arrangement of substituents, azo dyes can display a range of colors, making them valuable in textile manufacturing, where color purity and brightness are crucial.
  • Environmental considerations: Many azo dyes have raised environmental concerns due to their potential to form carcinogenic aromatic amines upon degradation. This emphasizes the need for careful management and innovative practices in the dye industry.
  • Applications: Beyond textiles, this compound may also serve as an indicator in analytical chemistry, aiding in various colorimetric assays and processes.
  • Research significance: Compounds like this one are often a focus of synthetic and materials chemistry research as scientists explore new ways to optimize dye performance and reduce harmful effects.
  • Structure-activity relationship: Understanding the relationship between the chemical structure of azo dyes and their biological activity or reactivity is a key area of study, potentially leading to the design of safer and more effective derivatives.

In the words of prominent chemists, "The intricacies of azo dye chemistry reveal not just aesthetic beauty, but also the profound impact on environmental and health sciences." This compound exemplifies the intersection of chemistry with art and industry, prompting ongoing research and discussions about its applications and implications.

As we further our understanding of such complex compounds, we move towards developing safer alternatives, balancing innovation with environmental stewardship. Whether in laboratories or industries, 2-[[5-methyl-2-(2-methyl-4-sulfo-phenyl)-3-oxo-1H-pyrazol-4-yl]azo]-4-sulfo-benzoic acid remains a key player in the narrative of modern chemistry.

Synonyms
Acid Yellow 54 free acid
2-{(E)-[5-HYDROXY-3-METHYL-1-(2-METHYL-4-SULFOPHENYL)-1H-PYRAZOL-4-YL]DIAZENYL}-4-SULFOBENZOIC ACID
2-[5-HYDROXY-3-METHYL-1-(2-METHYL-4-SULFO-PHENYL)-1H-PYRAZOL-4-YLAZO]-4-SULFO-BENZOIC ACID
1thz
2-(5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1h-pyrazol-4-ylazo)-4-sulfobenzoic acid
326203-A
SCHEMBL4316287
SCHEMBL4995127
BDBM22578
DB03442
NS00069871
Q27094366
2-(2-(4,5-DIHYDRO-3-METHYL-1-(2-METHYL-4-SULFOPHENYL)-5-OXO-1H-PYRAZOL-4-YL)DIAZENYL)-4-SULFOBENZOIC ACID
2-[(E)-2-[5-hydroxy-3-methyl-1-(2-methyl-4-sulfophenyl)-1H-pyrazol-4-yl]diazen-1-yl]-4-sulfobenzoic acid