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4-Amino-2-chlorobenzoic acid

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Identification
Molecular formula
C7H6ClNO2
CAS number
89-77-0
IUPAC name
4-amino-2-chloro-benzoic acid
State
State

At room temperature, 4-Amino-2-chlorobenzoic acid is typically a solid compound.

Melting point (Celsius)
245.00
Melting point (Kelvin)
518.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
171.58g/mol
Molar mass
171.5700g/mol
Density
1.5796g/cm3
Appearence

4-Amino-2-chlorobenzoic acid appears as a crystalline solid ranging in color from white to light yellow.

Comment on solubility

Solubility of 4-amino-2-chloro-benzoic acid

4-amino-2-chloro-benzoic acid, with the chemical formula C7H7ClN2O2, exhibits interesting solubility characteristics that are worth exploring.

Due to the presence of a carboxylic acid group (-COOH) and an amino group (-NH2), this compound is generally:

  • Soluble in water: The polar nature of the carboxylic acid and amino groups enhances its interaction with water, allowing it to dissolve relatively well.
  • Soluble in organic solvents: It can dissolve in polar organic solvents such as ethanol and methanol, although its solubility might vary based on the solvent's polarity.
  • Less soluble in nonpolar solvents: Typical nonpolar solvents like hexane or benzene would show limited interaction with 4-amino-2-chloro-benzoic acid, resulting in negligible solubility.

In summary, 4-amino-2-chloro-benzoic acid demonstrates a diverse solubility profile:

  1. Highly soluble in aqueous solutions due to hydrogen bonding.
  2. Moderately soluble in polar organic solvents.
  3. Practically insoluble in nonpolar solvents.

Overall, understanding the solubility of this compound is crucial for its applications in various chemical processes and formulations.

Interesting facts

Interesting Facts about 4-Amino-2-chloro-benzoic Acid

4-Amino-2-chloro-benzoic acid, commonly known as p-aminobenzoic acid (PABA), is a fascinating compound in both synthetic and biological chemistry. This compound has attracted attention due to its diverse applications and roles in various fields. Here are some intriguing facts:

  • Biological Significance: PABA is essential for the synthesis of folate in certain bacteria and plants. It serves as a precursor for folic acid, which is vital for DNA synthesis and cell division.
  • Sunblock Ingredient: PABA has historically been used in sunscreens due to its UV-absorbing properties. It absorbs UV light, offering protection from sunburn and skin damage.
  • Medicinal Uses: While it is not a vitamin, PABA has been explored for potential health benefits, including its use in treating skin disorders and as a treatment for some forms of hair loss.
  • Industrial Applications: This compound is utilized in the production of dyes, pharmaceuticals, and agrochemicals, demonstrating its versatility in various industries.

As chemists continue to explore its potential, the study of 4-amino-2-chloro-benzoic acid exemplifies the interplay between chemistry and biology, emphasizing how a single compound can have multiple roles across different sectors.

In the words of renowned chemist Marcelin Berthelot, "Science should be as serious as a child's game." The exploration of compounds like PABA certainly embodies this spirit of inquiry and versatility.

Synonyms
4-AMINO-2-CHLOROBENZOIC ACID
2457-76-3
2-Chloro-4-aminobenzoic acid
Benzoic acid, 4-amino-2-chloro-
NSC 64328
EINECS 219-540-5
NSC 33944
NSC 53160
UNII-Y3S6924IA6
BRN 2803668
CHEBI:59472
AI3-52324
Y3S6924IA6
NSC-33944
NSC-53160
NSC-64328
DTXSID9062431
4-14-00-01272 (Beilstein Handbook Reference)
2-chloro-GABA
DTXCID8037099
inchi=1/c7h6clno2/c8-6-3-4(9)1-2-5(6)7(10)11/h1-3h,9h2,(h,10,11
mbdukncpopmrjq-uhfffaoysa-n
o-Chloro-p-aminobenzoic acid
2-Chloro-p-aminobenzoic acid
USAF NB-1
4-amino-2-chloro-benzoic acid
MFCD00007772
NSC33944
WLN: ZR CG DVQ
2-Chloro-4-aminobenzoic Acid; 2-Chloro-p-aminobenzoic Acid; NSC 33944; NSC 53160; NSC 64328; o-Chloro-p-aminobenzoic Acid
4-amino-chloro-benzoic acid
SCHEMBL99697
CHEMBL3278354
4-Aminobenzoic acid, 2-chloro-
4-azanyl-2-chloranyl-benzoic acid
BCP01197
NSC53160
NSC64328
CL8100
STK345338
4-Amino-2-chlorobenzoic acid, 97%
AKOS000109240
4-Amino-2-chlorobenzoic acid - 98%
AC-2455
CS-W017641
FA05821
GS-3085
HY-W016925
FA164888
SY001299
DB-023848
A0951
NS00027696
EN300-54806
A801622
AN-584/43417486
Q27126727