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3-Hydroxy-2-naphthoic acid

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Identification
Molecular formula
C11H8O3
CAS number
92-70-6
IUPAC name
3-hydroxynaphthalene-2-carboxylic acid
State
State

State at Room Temperature: This compound is typically found as a solid at room temperature. It is stable and does not readily evaporate.

Melting point (Celsius)
223.00
Melting point (Kelvin)
496.15
Boiling point (Celsius)
503.00
Boiling point (Kelvin)
776.15
General information
Molecular weight
188.18g/mol
Molar mass
188.1800g/mol
Density
1.4640g/cm3
Appearence

Appearance: 3-Hydroxy-2-naphthoic acid typically appears as a light yellow crystalline powder. Its crystalline nature and color are distinguishing features.

Comment on solubility

Solubility of 3-Hydroxynaphthalene-2-carboxylic Acid

3-Hydroxynaphthalene-2-carboxylic acid, commonly referred to as β-naphthol-2-carboxylic acid, has notable solubility characteristics that are essential for its application in various fields, especially in organic synthesis and analytical chemistry.

When considering the solubility of this compound, it is important to note:

  • Solvent Dependence: 3-hydroxynaphthalene-2-carboxylic acid exhibits varying solubility in different solvents, showing notable solubility in polar solvents such as water and alcohols.
  • Hydroxyl Group Influence: The presence of the hydroxyl group (-OH) enhances hydrogen bonding with the solvent, favoring solubility in aqueous environments.
  • Temperature Effect: As is common with many organic acids, the solubility tends to increase with temperature, allowing for greater dissolution at elevated conditions.
  • pH Dependency: The solubility can further vary with pH; in basic conditions, deprotonation of the carboxylic acid group allows for increased solubility due to the formation of a more soluble anion.

In summary, while 3-hydroxynaphthalene-2-carboxylic acid can demonstrate significant solubility properties, the exact solubility behavior is contingent upon environmental conditions such as solvent type, temperature, and pH. This versatility makes it a compound of interest for researchers and practitioners alike.

Interesting facts

Interesting Facts about 3-Hydroxynaphthalene-2-carboxylic Acid

3-Hydroxynaphthalene-2-carboxylic acid, also known as β-naphthol-2-carboxylic acid, is a fascinating organic compound that plays a significant role in various chemical applications. Here are some intriguing aspects of this compound:

  • Structure & Reactivity: This compound features a naphthalene ring system, which contributes to its unique physical and chemical properties. The presence of both a hydroxyl group (-OH) and a carboxylic acid group (-COOH) enables a variety of reactions, particularly in the formation of esters and anhydrides.
  • Applications in Industry: 3-Hydroxynaphthalene-2-carboxylic acid is utilized in the production of dyes and pigments. Its structural features allow it to serve as an important building block in organic synthesis, particularly in synthetic pathways aiming for complex organic molecules.
  • Biological Importance: Research has indicated that compounds related to 3-hydroxynaphthalene-2-carboxylic acid are investigated for their biological activities. Some derivatives exhibit antimicrobial properties, making them of potential interest in medical and pharmaceutical research.
  • Environmental Impact: Understanding the behavior of this compound in the environment is crucial since compounds containing naphthalene have been studied for their various toxicological effects. Their degradation pathways and the resulting metabolites are a topic of ongoing research.
  • Historical Context: Compounds like this one have seen considerable interest since the late 19th century, particularly due to their applications in chemistry and materials science. Their derivation from natural sources also highlights the intersection of organic chemistry with environmental sustainability.

In summary, 3-hydroxynaphthalene-2-carboxylic acid is a prime example of how a simple organic compound can have wide-reaching implications in fields ranging from organic synthesis to pharmacology, illustrating the profound impact of such compounds on both science and industry.

Synonyms
3-Hydroxy-2-naphthoic acid
92-70-6
3-Hydroxynaphthalene-2-carboxylic acid
2-Hydroxy-3-naphthoic acid
BON acid
2-Naphthalenecarboxylic acid, 3-hydroxy-
BONA
Developer BON
2-Naphthol-3-carboxylic acid
2-Naphthoic acid, 3-hydroxy-
C.I. Developer 20
B.o.n. acid
Naphthol bon
C.I. Developer 8
3-HYDROXY-2-NAPHTHALENECARBOXYLIC ACID
Developer 8
Miketazol Developer ONS
3-Naphthol-2-carboxylic acid
CI Developer 20
Naphthol B.O.N.
2-Hydroxy-3-naphthalenecarboxylic acid
3-Hydroxy-2-naphthoesaeure
CCRIS 2298
C.I. Developer 20 (Obs.)
HSDB 5278
beta-Naphthoic acid, 3-hydroxy-
2-Hydroxy-3-napthoic acid
NSC 3719
EINECS 202-180-8
UNII-C7S9D784HX
BRN 0744100
Kyselina 3-hydroxy-2-naftoova
DTXSID3026560
AI3-00894
NSC-3719
.beta.-Oxynaphthoic acid
BON
.beta.-Hydroxynaphthoic acid
C7S9D784HX
CHEMBL229301
DTXCID406560
CHEBI:80383
3-Hydroxy-.beta.-naphthoic acid
EC 202-180-8
4-10-00-01184 (Beilstein Handbook Reference)
3-Hydroxynaphthalenecarboxylic acid-(2)
3-HYDROXY-2-NAPHTHOIC ACID [MI]
3-HYDROXY-2-NAPHTHALENECARBOXYLIC ACID [HSDB]
beta-Oxynaphthoic acid
beta-Hydroxynaphthoic acid
3-Hydroxy-2-naphthoicacid
CAS-92-70-6
3-Hydroxy-beta-naphthoic acid
Kyselina 3-hydroxy-2-naftoova [Czech]
BZJ
betaOxynaphthoic acid
MFCD00004103
3Hydroxy2naphthoesaeure
2Hydroxy3naphthoic acid
3Hydroxy2naphthoic acid
ST053520
betaHydroxynaphthoic acid
hydroxy-2-naphthoic acid
2Naphthol3carboxylic acid
3Naphthol2carboxylic acid
3Hydroxybetanaphthoic acid
Kyselina 3hydroxy2naftoova
3-hydroxy-2naphthoic acid
2Naphthoic acid, 3hydroxy
3-hydroxy-2-naphtoic acid
3-hydroxy-2-napthoic acid
SCHEMBL6460
betaNaphthoic acid, 3hydroxy
Oprea1_703066
WLN: L66J CVQ DQ
Beta-naphthoic acid, 3-hydroxy
NSC3719
2Hydroxy3naphthalenecarboxylic acid
3-Hydroxy-2-naphthoic acid, 98%
Tox21_201550
Tox21_303283
BBL011509
BDBM50219485
STL146624
2Naphthalenecarboxylic acid, 3hydroxy
2-hydroxynaphthalene-3-carboxylic acid
AKOS000119000
CS-W016820
FB01574
FS-2401
2-Hydroxy-naphthalene-3-carboxylic acid
3-Hydroxy-naphthalene-2-carboxylic acid
NCGC00164007-01
NCGC00164007-02
NCGC00256979-01
NCGC00259099-01
AC-10102
BP-13161
DB-293128
H0281
NS00007126
EN300-21471
D77800
AG-205/01875033
SR-01000944727
SR-01000944727-1
3-Hydroxy-2-naphthoic acid, technical, >=95% (T)
Q27149406
F1908-0111
Z104498570
250-200-9