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3,6-Dichlorosalicylic acid

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Identification
Molecular formula
C7H4Cl2O3
CAS number
6575-39-9
IUPAC name
3,6-dichloro-2-hydroxy-benzoic acid
State
State

This compound is typically found in a solid state at room temperature.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
405.00
Boiling point (Kelvin)
678.15
General information
Molecular weight
223.01g/mol
Molar mass
223.0100g/mol
Density
1.7000g/cm3
Appearence

3,6-Dichlorosalicylic acid appears as a white crystalline powder. It is slightly soluble in water but dissolves more readily in organic solvents.

Comment on solubility

Solubility of 3,6-Dichloro-2-hydroxy-benzoic acid

3,6-Dichloro-2-hydroxy-benzoic acid is an interesting compound when it comes to its solubility characteristics. This aromatic carboxylic acid contains both chlorine substituents and a hydroxyl group, which significantly influence its interactions with solvents.

The solubility of this compound can be summarized as follows:

  • Polar solvents: 3,6-Dichloro-2-hydroxy-benzoic acid tends to be more soluble in polar solvents such as water due to the presence of the hydroxyl group, which can engage in hydrogen bonding.
  • Non-polar solvents: In contrast, its solubility in non-polar solvents is relatively low, as the hydrophobic character of the aromatic ring and the chlorine atoms hinders interactions with non-polar molecules.
  • pH dependence: The solubility can also vary with pH. In an acidic environment, the carboxylic acid group remains protonated, while in a basic environment, it can deprotonate, forming a more soluble anionic species.

In summary, the solubility of 3,6-dichloro-2-hydroxy-benzoic acid is greatly affected by the solvent type and the pH of the solution. It illustrates the important principle that "like dissolves like," where polar and charged molecules tend to dissolve well in polar solvents, while the reverse applies to non-polar solvents.

Interesting facts

Interesting Facts about 3,6-Dichloro-2-hydroxybenzoic Acid

3,6-Dichloro-2-hydroxybenzoic acid, often referred to as a derivative of salicylic acid, is an intriguing compound that carries out significant roles in various fields of chemistry and biology. Here are some fascinating facts about this compound:

  • Herbicide Development: One of the most notable applications of 3,6-dichloro-2-hydroxybenzoic acid is in the production of effective herbicides. Its unique structure allows it to inhibit the growth of certain weeds, making it valuable in agricultural practices.
  • Antibacterial Properties: Research indicates that this compound exhibits antibacterial activity, which opens avenues for its use in the formulation of new antimicrobial agents. It holds the potential to combat resistant bacterial strains.
  • Analytical Applications: Scientists utilize this compound in various analytical methods. Its presence can be detected in environmental samples, aiding in the monitoring of herbicide contamination.
  • Biochemical Research: Due to its specific chemical characteristics, 3,6-dichloro-2-hydroxybenzoic acid is employed in biochemical research to study enzyme mechanisms and metabolic pathways.
  • Importance in Organic Chemistry: The compound serves as an important building block in organic synthesis, allowing chemists to design and create more complex molecules.

The synthesis and study of 3,6-dichloro-2-hydroxybenzoic acid exemplify the intricate connections between chemistry, biology, and agricultural sciences. As scientists continue to explore its potential applications, this compound remains a subject of interest and research in the quest for innovative solutions.

In the words of a renowned organic chemist, "Understanding the properties of compounds like 3,6-dichloro-2-hydroxybenzoic acid is crucial for advancing our capabilities in both environmental and medicinal chemistry."

Synonyms
3,6-Dichloro-2-hydroxybenzoic acid
3401-80-7
3,6-DICHLOROSALICYLIC ACID
Benzoic acid, 3,6-dichloro-2-hydroxy-
2-Hydroxy-3,6-dichlorobenzoic acid
2-Oxy-3,6-dichlorobenzoic acid
BRN 2938787
EINECS 222-275-8
4YBF44H2O7
Salicylic acid, 3,6-dichloro-
DTXSID9041657
3-10-00-00174 (Beilstein Handbook Reference)
3,6-DCSA cpd
DTXCID7021657
222-275-8
3,6-Dichloro-2-hydroxy benzoic acid
MFCD00155381
CHEMBL1233461
DCSA
Dicamba-desmethyl
UNII-4YBF44H2O7
3,6-DICHLORO-2-HYDROXYBENZOICACID
HXX
3,6 dichlorosalicylic acid
Dicamba-desmethyl 100 microg/mL in Acetonitrile
SCHEMBL342262
BDBM50489028
STL301577
3,6-Dichloro-2-hydroxybenzoic- acid
AKOS000271099
Benzoic acid, 3,6-dichloro-2-hydroxy
FD38230
GS-6081
AC-12116
DB-304261
3,6-Dichloro-2-hydroxy-benzoic acid, 97%
CS-0157191
NS00003676
EN300-322520
H10577
AS-871/43380742
Q27260668
F3284-8032
Z367679284