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3,4,5,6-Tetrachlorophthalic acid

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Identification
Molecular formula
C8H2Cl4O4
CAS number
117-08-8
IUPAC name
3,4,5,6-tetrachlorophthalic acid
State
State

At room temperature, 3,4,5,6-Tetrachlorophthalic acid is in a solid state, appearing as a white crystalline powder. It is used in various chemical applications, including as an intermediate in the synthesis of other chemical compounds.

Melting point (Celsius)
248.00
Melting point (Kelvin)
521.00
Boiling point (Celsius)
422.00
Boiling point (Kelvin)
695.00
General information
Molecular weight
299.91g/mol
Molar mass
299.9050g/mol
Density
1.9500g/cm3
Appearence

3,4,5,6-Tetrachlorophthalic acid appears as a white crystalline solid. It is an organic compound and is typically available in powder form.

Comment on solubility

Solubility of 3,4,5,6-Tetrachlorophthalic Acid

3,4,5,6-tetrachlorophthalic acid, with its complex structure, displays unique solubility characteristics that impact its behavior in various solvents. Understanding its solubility is crucial for its use in different applications.

General Solubility Characteristics

This compound exhibits limited solubility in water, which can be attributed to:

  • Hydrophobic nature: The presence of multiple chlorine substituents enhances its hydrophobicity.
  • Hydrogen bonding: Although carboxylic acids can form hydrogen bonds, the bulky chlorine atoms hinder effective interaction with water molecules.

Solvents

3,4,5,6-tetrachlorophthalic acid shows better solubility in organic solvents such as:

  • Dimethylsulfoxide (DMSO)
  • Dimethylformamide (DMF)
  • Acetone

This preference for organic solvents opens up a range of possibilities for chemical reactions and formulations.

Factors Influencing Solubility

Several factors contribute to the solubility of 3,4,5,6-tetrachlorophthalic acid:

  • Temperature: Increased temperature typically enhances solubility.
  • pH levels: The acidity of the environment can also influence its ionization state and, consequently, its solubility.

In summary, while 3,4,5,6-tetrachlorophthalic acid is not highly soluble in water, its solubility in organic solvents is a significant aspect to consider for effective use in various scientific and industrial applications.

Interesting facts

Interesting Facts About 3,4,5,6-Tetrachlorophthalic Acid

3,4,5,6-tetrachlorophthalic acid, often abbreviated as TCPA, is a fascinating compound with a rich history in organic chemistry. Below are some noteworthy aspects of this compound:

  • Structural Composition: TCPA is a derivative of phthalic acid, modified with four chlorine atoms in specific positions on the aromatic ring. This unique substitution pattern greatly influences its chemical behavior and potential applications.
  • Synthesis and Reactivity: The synthesis of 3,4,5,6-tetrachlorophthalic acid involves the chlorination of phthalic anhydride, a method that exemplifies the versatility of aromatic compounds in chemical reactions.
  • Applications in Industry: TCPA is often utilized in the production of polymer resins and additives. Its chlorinated structure enhances the thermal stability and durability of materials.
  • Environmental Concerns: As a chlorinated compound, 3,4,5,6-tetrachlorophthalic acid may pose ecological risks. Its potential persistence in the environment calls for careful handling and assessment of its impact on aquatic and terrestrial ecosystems.
  • Research Significance: Studies involving TCPA contribute to the understanding of chlorinated compounds in general, uncovering insights into their behavior and role in various chemical processes.

In summary, 3,4,5,6-tetrachlorophthalic acid serves as a significant compound in both synthetic and industrial chemistry, with its chlorinated modifications opening doors to enhanced properties in numerous applications. As scientists continue to explore its capabilities, the compound remains a focal point in discussions about sustainability and chemical safety.

Synonyms
TETRACHLOROPHTHALIC ACID
632-58-6
Phthalic acid, perchloro-
Phthalic acid, tetrachloro-
1,2-Benzenedicarboxylic acid, 3,4,5,6-tetrachloro-
EINECS 211-181-2
W0ENH3M7X7
NSC 193510
BRN 1914906
3,4,5,6-Tetrachloro-1,2-benzenedicarboxylic acid
AI3-16302
NSC-193510
DTXSID6060896
3-09-00-04205 (Beilstein Handbook Reference)
Tetrachloro-1,2-benzenedicarboxylic acid
DTXCID6043753
211-181-2
3,4,5,6-Tetrachlorophthalic acid
Tetrachlorophthalic Acid Hemihydrate
110471-67-5
3,4,5,6-tetrachlorobenzene-1,2-dicarboxylic acid
58086-90-1
C8H2Cl4O4
UNII-W0ENH3M7X7
3,4,5,6-Tetrachlorophthalicacid
Phthalic acid, 3,4,5,6-tetrachloro-
SCHEMBL27772
BBL002795
MFCD29035077
NSC193510
STK371251
3,4,5,6-Tetrachlorophthalic acid #
AKOS005445642
AC-4659
FT69992
GS-6683
tetrachlorobenzene-1,2-dicarboxylic acid
1,2-Benzenedicarboxylic acid, tetrachloro-
DB-054442
NS00000491
T0070
D70427
Q27292133
InChI=1/C8H2Cl4O4/c9-3-1(7(13)14)2(8(15)16)4(10)6(12)5(3)11/h(H,13,14)(H,15,16