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Naphthoic acid

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Identification
Molecular formula
C11H8O2
CAS number
86-55-5
IUPAC name
naphthalene-1-carboxylic acid
State
State

Naphthoic acid is in a solid state at room temperature. It is typically available in crystalline form.

Melting point (Celsius)
161.00
Melting point (Kelvin)
434.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
172.18g/mol
Molar mass
172.1800g/mol
Density
1.4441g/cm3
Appearence

Naphthoic acid appears as a white crystalline solid. It may also occur in off-white forms depending on the purity and any impurities present.

Comment on solubility

Solubility of Naphthalene-1-carboxylic Acid

Naphthalene-1-carboxylic acid, with the chemical formula C11H8O2, presents interesting solubility characteristics that are crucial for its applications in various fields. Here’s a brief overview of its solubility:

  • Solvent Dependence: Naphthalene-1-carboxylic acid is generally more soluble in organic solvents such as ethanol, ethyl acetate, and dimethyl sulfoxide (DMSO) as compared to water.
  • Limited Aqueous Solubility: In water, its solubility is relatively low, making it a compound that often requires organic solvents for effective dissolution.
  • Temperature Influence: The solubility can be affected by temperature; increasing the temperature typically enhances the solubility of naphthalene-1-carboxylic acid in non-aqueous solvents.
  • Effect of pH: Being a carboxylic acid, its solubility can be influenced by the pH of the solution. In basic conditions, the acid can deprotonate, potentially increasing its solubility due to the formation of carboxylate ions.

In summary, while naphthalene-1-carboxylic acid exhibits modest solubility in water, it is better solubilized in organic solvents, especially at elevated temperatures or in basic media. Understanding these solubility properties is essential for specific applications in synthesis and formulation.

Interesting facts

Interesting Facts about Naphthalene-1-Carboxylic Acid

Naphthalene-1-carboxylic acid is a fascinating compound that belongs to the class of aromatic carboxylic acids. As a scientist or chemistry student, here are some engaging facts that highlight its importance and unique properties:

  • Structural Features: This compound possesses a naphthalene ring structure, which is known for its stability and resonance. The carboxylic acid group attached at the 1-position enhances its reactivity and solubility in polar solvents.
  • Versatile Applications: Naphthalene-1-carboxylic acid serves as an important building block in organic synthesis. It is used in the production of various dyes, pharmaceuticals, and agrochemicals. Its derivatives are also explored for their biological activities.
  • Reactivity: The carboxylic acid functionality allows naphthalene-1-carboxylic acid to participate in various reactions, such as esterification, amidation, and electrophilic aromatic substitution, making it a versatile intermediate in organic chemistry.
  • Biological Importance: This compound has been studied for its potential antifungal and antibacterial properties. Its derivatives may also exhibit anticancer activity, making it a subject of interest in medicinal chemistry.
  • Cultural Significance: Beyond its chemical applications, naphthalene itself has historical significance as a prominent compound used in the development of early organic materials, influencing synthetic organic chemistry at large.

As you dive deeper into the world of organic chemistry, naphthalene-1-carboxylic acid serves as an excellent example of how *functional groups* can modify properties and how compounds strategically interact in complex biological systems.

Synonyms
1-NAPHTHOIC ACID
86-55-5
1-Naphthalenecarboxylic acid
NAPHTHOIC ACID
naphthalene-1-carboxylic acid
alpha-Naphthoic acid
1-Carboxynaphthalene
Naphthalenecarboxylic acid
Carboxynaphthalene
1320-04-3
alpha-Naphthylcarboxylic acid
.alpha.-Naphthoic acid
Naphthalene-alpha-carboxylic acid
MFCD00004007
CHEBI:36466
AI3-16902
UNII-2NIV4O66BH
EINECS 201-681-9
1-Naphthioic acid
2NIV4O66BH
NSC 37569
NSC-37569
.alpha.-Naphthylcarboxylic acid
1-NAPHTHOIC ACID [MI]
DTXSID50861668
Naphthalene-.alpha.-carboxylic acid
1-Naphthoicacid
a-naphthoate
alpha-naphthoate
a-naphthoic acid
l-naphthoic acid
1-naphtoic acid
1-napthoic acid
1Carboxynaphthalene
alphaNaphthoic acid
1--Naphthoic acid
1-naphthalenecarboxylate
naphthalene carboxylic acid
1Naphthalenecarboxylic acid
1-Naphthoic acid, 96%
alphaNaphthylcarboxylic acid
bmse000178
CHEMBL1160
SCHEMBL17258
1-naphthalene carboxylic acid
Naphthalenealphacarboxylic acid
naphthalene mono carboxylic acid
CHEBI:25483
DTXCID90810559
BCP27257
HY-Y0236
NSC37569
AC8079
BDBM50634279
STL169143
AKOS000120400
AC-4952
CCG-208689
CS-W020013
FN33500
FS-3492
SY005963
N0024
NS00004333
EN300-20214
AE-508/40217755
Q21050984
F3110-2246
201-681-9