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1,4-Dihydroxynaphthalene-2-carboxylic acid

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Identification
Molecular formula
C11H8O4
CAS number
605-42-3
IUPAC name
1,4-dihydroxynaphthalene-2-carboxylic acid
State
State

At room temperature, 1,4-Dihydroxynaphthalene-2-carboxylic acid exists as a solid. It is often used in this form for various chemical synthesis and applications.

Melting point (Celsius)
245.00
Melting point (Kelvin)
518.15
Boiling point (Celsius)
400.00
Boiling point (Kelvin)
673.15
General information
Molecular weight
204.18g/mol
Molar mass
204.1700g/mol
Density
1.4900g/cm3
Appearence

1,4-Dihydroxynaphthalene-2-carboxylic acid appears as a crystalline solid. The compound typically manifests in a pale yellow to brownish color. It is relatively stable under normal conditions of use and storage.

Comment on solubility

Solubility of 1,4-dihydroxynaphthalene-2-carboxylic acid (C11H8O4)

1,4-dihydroxynaphthalene-2-carboxylic acid, commonly referred to as a naphthalene derivative, exhibits interesting solubility properties that are worth discussing.

General Solubility Characteristics

This compound demonstrates varied solubility depending on the solvent used:

  • Water: It is moderately soluble in water due to the presence of hydroxyl (–OH) and carboxylic acid (–COOH) functional groups, which can engage in hydrogen bonding.
  • Organic solvents: It shows solubility in common organic solvents such as ethanol and methanol, which can solvate the naphthalene structure effectively.

Factors Influencing Solubility

The solubility of this compound can be influenced by several factors:

  • Temperature: Like many organic compounds, its solubility tends to increase with temperature.
  • pH Level: The acid's ionization can be affected by the pH of the solution, impacting its solubility in aqueous environments.
  • Presence of Salts: The solubility might decrease in saline solutions due to the common ion effect.

In conclusion, 1,4-dihydroxynaphthalene-2-carboxylic acid's solubility is an intriguing aspect of its chemical behavior, being both dependent on solvent choice and environmental conditions. Understanding these traits can offer insights into its reactivity and applications in various fields.

Interesting facts

Interesting Facts about 1,4-Dihydroxynaphthalene-2-carboxylic Acid

1,4-Dihydroxynaphthalene-2-carboxylic acid, often referred to as DHN, is an intriguing compound that captivates scientists across various fields due to its unique properties and applications. Here are some fascinating aspects of this compound:

  • Structural Significance: The compound features a naphthalene backbone with two hydroxyl groups at the 1 and 4 positions and a carboxylic acid group at position 2, contributing to its unique chemical reactivity and functional versatility.
  • Biochemical Relevance: DHN is considered a key intermediate in the biosynthesis of various natural products, especially in the catabolism of certain polycyclic aromatic hydrocarbons.
  • Dye and Pigment Production: Due to its vibrant color and stability, DHN has been employed in the formulation of dyes and pigments, particularly in the textile industry. It is known for producing rich hues in a variety of applications.
  • Antioxidant Properties: Research has indicated that 1,4-Dihydroxynaphthalene-2-carboxylic acid can exhibit antioxidant activity, making it a subject of interest in studies relating to oxidative stress and related health implicatio

Applications to Explore

This compound serves as an excellent template for exploring various areas of research:

  1. Organic Synthesis: It can act as a starting material for the creation of more complex organic compounds.
  2. Pharmaceuticals: Its derivatives are investigated for potential therapeutic activities.
  3. Environmental Chemistry: Understanding its role in the breakdown of pollutants enhances our knowledge in environmental remediation.

In summary, 1,4-Dihydroxynaphthalene-2-carboxylic acid is not just a fascinating chemical entity; it opens up pathways to a range of applications and research opportunities, showcasing the interplay of structure and function in organic chemistry. As the famous chemist Linus Pauling once said, “The best way to have a good idea is to have a lot of ideas.” Exploring compounds like DHN allows us to cultivate those ideas and enhance our understanding of the chemical world.

Synonyms
1,4-Dihydroxy-2-naphthoic acid
31519-22-9
1,4-Dihydroxynaphthalene-2-carboxylic acid
1,4-Dihydroxy-2-naphthalenecarboxylic acid
2-Naphthalenecarboxylic acid, 1,4-dihydroxy-
1,4-dihydroxy-2-naphthoate
MFCD00010370
1U77MR5Q7O
1,4-Dihydroxy-2-naphtoic acid
DTXSID0037730
CHEBI:18094
UNII-1U77MR5Q7O
1,4-Dihydroxy-2-naphthoicAcid
EINECS 250-674-7
CBMicro_022187
bmse000688
C03657
Oprea1_682770
SCHEMBL317180
CHEMBL1232286
DTXCID8017730
VOJUXHHACRXLTD-UHFFFAOYSA-
2-Naphthoic acid, 1,4-dihydroxy
HMS3741M11
STR05294
2-Naphthoic acid, 1,4-dihydroxy-
Tox21_301655
STL513558
AKOS000120806
FD37009
HY-W014701
1,4-Dihydroxy-2-carboxy naphthoic acid
1,4-Dihydroxy-2-naphthoic acid, 97%
NCGC00164120-01
NCGC00255467-01
AC-23628
PD129222
SY014338
CAS-31519-22-9
DB-048057
D2296
NS00015203
EN300-21490
H11275
AB00443880-02
Q27102818
1F3E7FB2-5745-4C2A-A942-D4AD78D5E1F0
Z104500068
InChI=1/C11H8O4/c12-9-5-8(11(14)15)10(13)7-4-2-1-3-6(7)9/h1-5,12-13H,(H,14,15)